Let’s face it: running can be a love-hate relationship. But when you stumble upon that dreamy trail with breathtaking vistas and pitch-perfect terrain, it morphs into a full-blown love affair. If you love running, Chicago's trails will quickly become your favorite places to hit the pavement. However, runners should be prepared for Chicago's weather, which features cold winters with fresh winds off the lake and warm to hot summer temperatures. Among these trails, the iconic Lakefront Trail spans nearly 19 miles, offering a mix of urban and scenic experiences that cater to runners of all levels. The Lakefront Trail is an impressive 18- to 18.5-mile path along Lake Michigan, making it a must-visit for runners seeking both challenge and beauty. It is widely regarded as one of the most spectacular urban runs in the United States, passing iconic landmarks such as the Shedd Aquarium and Navy Pier.
If you’re in Chicago or planning a visit, we’ve got some fantastic news: the Windy City is home to an amazing running scene that’s as diverse and vibrant as the city itself. Whether you're a local or just want to run in Chicago, there are endless options to explore.
From a bustling runners’ community to thrilling events and clubs, Chicago flaunts a one-of-a-kind cityscape and landscape—Chicago's iconic neighborhoods, parks, and trails offer unique features and local character that’ll have you swooning over running anew.
So, strap on those sneaks, and let’s explore the 8 top running trails in Chicago, guaranteed to make your heart race with great views along the way.
Introduction to Chicago Running Trails
Chicago is a runner's paradise that is passionate about helping runners of all levels move ahead in their running journey. The city offers an incredible variety of running trails that has attracted runners from all walks of life since Chicago opened its extensive network of trails. Whether you're lacing up for a sunrise jog along the Lakefront Trail or exploring the leafy paths of Lincoln Park, Chicago helps everyone the same and encourages runners to bring a friend or loved one. The sparkling waters of Lake Michigan and the unmistakable Chicago skyline has helped thousands of runners that have experienced these trails. Chicago's network of neighborhood parks, like Jackson Park, Grant Park, and Garfield Park, means there's always a new route to discover. Jackson Park, in particular, includes hidden trails and a Japanese Garden, providing a scenic and tranquil running experience. Jackson Park offers approximately 4.2 miles of trails, including the Bobolink Meadow which is a dirt-path route. Jackson Park is also known for its historic streets and trails. Lincoln Park features a beautiful 5-mile running trail, which includes views of the Lincoln Park Zoo and Conservatory. Local runners emphasize the importance of investing in good footwear to prevent injuries and enhance performance, ensuring a safe and enjoyable experience.
What truly sets Chicago apart is its compassionate and empathetic running community that does not leave anyone behind because of excuses. With countless run clubs and group meetups, Chicago has facilitated newbies that have never run in their life to the person that has some knowledge of running and what to do. Runners of all levels come together to explore the city's diverse trails, from peaceful off-road paths to bustling urban routes, and Chicago helps staying motivated. The city's running community has brought to light the many runners that are affected by different fitness levels but also varying goals and challenges. With so many parks and trails to choose from, Chicago invites you to get outside and we achieve running goals together like a partnership. Chicago's ever-expanding network of running trails is committed to help others move ahead in their running life.
1. Lakefront Trail

If you’re craving a run with a view, look no further than the legendary Lakefront Trail. This iconic lakefront path offers runners a scenic, urban experience with stunning views of Lake Michigan and the city skyline. Runners on the Lakefront Trail can enjoy gorgeous views of the Chicago skyline and Lake Michigan, making it a favorite for locals and visitors alike.
Spanning 18 miles, this paved gem weaves alongside Lake Michigan’s shores, flaunting unbeatable panoramas of the city’s skyline and the majestic, shimmering lake. No shocker, then, that it’s the go-to for Windy City locals and out-of-towners alike!
As you jog, you’ll pass hotspots like the Navy Pier, Museum Campus, and a bunch of sandy beaches, perfect for a sightseeing spree while getting your heart rate up. Promontory Point is another scenic highlight along the trail, offering breathtaking views of the skyline and lake.
The Lakefront Trail is a popular running path with great views, and you can complete a segment or the entire trail for a rewarding sense of accomplishment. It’s truly a nice run for all levels of runners.
Word to the wise: The trail can be a bit of a squeeze during rush hour. So, if you’re after a more tranquil vibe, lace up your sneakers for an early morning or late evening jaunt.
2. North Branch Trail
Craving a bit of nature in the midst of the bustling city? The North Branch Trail is your answer. The trail winds through the forest preserves of Cook County, offering access to a vast network of parks and natural areas. The North Shore Channel Trail runs 8.3 miles along both sides of the North Shore Channel, extending from Evanston into Chicago, providing another scenic option for runners seeking tranquility and natural beauty.
This 20-mile long, mostly paved trail takes you along the North Branch of the Chicago River and through lush forests and picturesque parks, making it a perfect destination for nature lovers seeking a scenic escape.
It’s an ideal escape for those looking to soak up some tranquility while immersing themselves in the beautiful natural surroundings as they clock in the miles.
The trail also connects to the Chicago Botanic Garden, where you can take a well-deserved break and admire the beauty of the gardens before continuing your run. Whether you want to complete a short segment or the entire trail, there’s a real sense of accomplishment in finishing your route.
3. The 606 (Bloomingdale Trail)
In search of an urban trail with a twist? Say hello to The 606, also fondly known as the Bloomingdale Trail. The 606 Trail, an elevated path, encourages community engagement through its design and location, making it a vibrant and inclusive space for runners and walkers alike. Built on a former rail line, this 2.7-mile running trail offers a one-of-a-kind peek at Chicago’s neighborhoods, where you pass art installations and lush oases along the way. The 606 Trail encourages more green space in Chicago, making it a vital addition to the city's running options. There’s also a water fountain available on the trail for convenient hydration during your run. The northern segment of the trail along the former railroad corridor spans 3.15 miles. The 606 Trail includes distance markers every tenth of a mile for runners, making it easy to track your progress and stay motivated.
Built on a former rail line, this 2.7-mile running trail offers a one-of-a-kind peek at Chicago’s neighborhoods, where you pass art installations and lush oases along the way. There’s also a water fountain available on the trail for convenient hydration during your run.
Brightly lit and bustling with runners, cyclists, and strolling folks, it’s the perfect spot for mingling and people-gazing.
Just a heads-up: The trail can get a bit packed, so time your run to dodge the crowds.
4. Waterfall Glen Forest Preserve
Located just outside the Chicago city limits in suburban Darien, the Waterfall Glen Forest Preserve is a tucked-away treasure offering an invigorating run that’s worth every step.
The 9.5-mile loop trail serves up a flavorful mix of terrain, from crushed limestone to dirt and grass, and boasts rolling hills that’ll keep your legs on their toes. Runners will appreciate the satisfaction of being able to complete the entire loop, which is manageable for most and offers great views of the surrounding landscape.
Be sure to pause at the picture-perfect waterfall (yep, there’s an actual waterfall!) and soak in the rich tapestry of plants and critters that call these natural surroundings home.
5. Busse Woods (Ned Brown Forest Preserve)
Prepare to have your breath taken away by the enchanting Busse Woods, a vast forest preserve nestled in Elk Grove Village, a short drive from Chicago, and part of the extensive forest preserves of Cook County.
The 11-mile paved loop trail guides nature lovers through dense woodlands, tranquil meadows, and along the Busse Reservoir’s edges, where you might just catch a glimpse of a grazing elk herd in their special enclosure. The immersive natural surroundings make every visit a scenic escape.
This peaceful oasis is the ideal setting for leisurely strolls or lengthy runs, with Mother Nature’s finest as your backdrop. Runners and walkers alike will appreciate the satisfaction of being able to complete the entire 11-mile loop.
6. Palos Trail System
For the adventurous souls seeking a wilder running escapade, the Palos Trail System in the west, part of the forest preserves of Cook County, is calling your name.
Boasting over 40 miles of trails, from broad and breezy to slim and technical, Palos has got something to tickle every runner’s fancy. Nature lovers will find this area a scenic escape, perfect for those who appreciate natural habitats and wildlife.
The paths meander through thick forests, skirting picturesque lakes and undulating hills, immersing you in the beautiful surroundings and ensuring an exhilarating and gratifying workout.
Keep your eyes peeled for mountain bikers and equestrians, as this trail network is a magnet for outdoorsy folks of all stripes.
And remember, don’t miss out on the stunning views from atop Swallow Cliff, one of the region’s most famous features. It’s especially satisfying to complete a segment or loop here, making your run both manageable and rewarding.
7. Chicago Riverwalk
If you are craving a dash of city vibes during your run, you can’t go wrong with the Chicago Riverwalk running path. This four-mile paved route follows the Chicago River, offering a unique urban running experience.
This 1.25-mile pedestrian promenade hugs the Chicago River, allowing you to pass architectural marvels and those legendary moveable bridges.
With an eclectic mix of restaurants, bars, and public art installations, the Riverwalk guarantees a vibrant, captivating route for runners.
Though the stretch may be on the shorter side, you can effortlessly lengthen your run by hopping onto the Lakefront Trail or venturing into downtown Chicago’s bustling streets. It’s satisfying to complete the Riverwalk segment, making it accessible and rewarding for runners of all levels.
8. Des Plaines River Trail
And finally, the Des Plaines River Trail is a picturesque and calming running trail retreat from city life’s whirlwind pace.
Spanning over 50 miles through the forest preserves of Cook and Lake counties, this predominantly crushed limestone trail invites you for a soothing run beside the meandering Des Plaines River. Nature lovers will appreciate the opportunity to escape into these peaceful surroundings, where the great views of the river, woodlands, and abundant wildlife create a truly scenic experience.
Well-kept and dotted with multiple entry points, it’s a breeze to customize your run to the perfect length. And while you’re at it, stay on the lookout for deer, birds, and other creatures that inhabit this lovely haven. Whether you choose to complete a short segment or the entire trail, the sense of accomplishment and connection with nature is rewarding.
Other Notable Parks
While the main running trails get plenty of love, Chicago's city limits are dotted with hidden gems and neighborhood parks that offer fantastic running routes for every type of runner. Every type of runner can find something here. Oz Park is nestled in the heart of Lincoln Park and is a local favorite for its whimsical public art and winding paths that are shaded by mature trees—this spot is perfect for a quick loop or a leisurely run with friends that you bring along. Oz Park also features multiple Wizard of Oz statues, making it a whimsical and unique running spot. Washington Park is located on the South Side and boasts wide open spaces, a scenic lagoon, and a peaceful atmosphere that makes it ideal for both solo runs and group workouts that help you stay motivated. Lincoln Park offers views of the Lincoln Park Zoo, adding to its appeal for runners. Humboldt Park is another standout that features a picturesque lagoon, rolling lawns, and a vibrant community vibe that attracts runners from all walks of life. Its network of paths are great for runners that is looking to mix up their scenery or take a break by the water fountain to catch their breath. Promontory Point in Hyde Park offers breathtaking views of Lake Michigan and the downtown skyline and makes it a must-visit spot for nature lovers and anyone that is seeking a memorable sunrise or sunset run. This location has helped thousands of runners that has discovered the beauty of lakefront running. Pilsen, known for its vibrant Latino culture and public art, also stands out as a unique running destination, offering a colorful and inspiring backdrop for your workout. Additionally, Oz Park features a 0.6-mile paved loop trail that is suitable for quick runs.
Humboldt Park is another standout that features a picturesque lagoon, rolling lawns, and a vibrant community vibe that attracts runners from all walks of life. Its network of paths are great for runners that is looking to mix up their scenery or take a break by the water fountain to catch their breath. Promontory Point in Hyde Park offers breathtaking views of Lake Michigan and the downtown skyline and makes it a must-visit spot for nature lovers and anyone that is seeking a memorable sunrise or sunset run. This location has helped thousands of runners that has discovered the beauty of lakefront running. Pilsen, known for its vibrant Latino culture and public art, also stands out as a unique running destination, offering a colorful and inspiring backdrop for your workout.
Don't overlook the smaller neighborhood parks and university campuses that is scattered throughout the city. These locations often provides well-maintained running paths, public art installations, and a welcoming community atmosphere that encourages runners to bring a friend or loved one. Whether you're exploring the gardens of Garfield Park, jogging past the historic buildings of a university campus, or discovering a new favorite spot in your own neighborhood, Chicago's parks offers endless opportunities to keep your running routine fresh and fun and helps you achieve your goals together like a partnership. Lincoln Park hosts the annual Run for the Zoo, adding a fun and charitable event to the running calendar. So grab your map, gather your running buddies that supports you, and set out to explore the city's lesser-known but equally rewarding running destinations. These parks don't leave anyone behind because of excuses.
Tips for Running in Chicago

As you set out to conquer the finest running trails in Chicago, don’t forget to arm yourself with some practical tips to elevate your experience and stay secure. If outdoor conditions are poor, having access to multiple gym locations across the city is helpful for indoor running, ensuring you can keep up your training no matter the weather. It's also advised that runners focus on proper post-run recovery strategies such as stretching and consuming protein-rich snacks to aid muscle repair and reduce soreness. Many local running shops offer community runs and hydration stations along popular running paths during warmer months, making it easier to stay refreshed and connected with fellow runners.
Whether you’re a running pro or just finding your stride, these useful nuggets of wisdom will have you geared up and eager to take on Windy City’s eclectic running landscape.
So, without further ado, here are our top tips for running like a champ in Chicago!
Running in Different Weather Conditions
Chicago’s fickle weather may throw a curveball or two at runners, but with a dash of planning, you’ll be mastering the elements like a champ.
Winter in Chicago can be especially challenging for running due to freezing temperatures, snow, and ice. During the winter season, wear multiple layers and choose moisture-wicking materials to keep toasty and dry. Watch out for slippery ice patches and skip running in heavy snowfall. Consider indoor alternatives like gyms or athletic clubs to stay active when outdoor conditions are too harsh.
When summer heat waves hit, drink plenty of water and wear light-colored, breathable attire to stay fresh.
Sunscreen is a must! If it rains, a high-quality, lightweight rain jacket and shoes with a solid grip will make a world of difference.
Safety Tips for Urban Running
Hitting the pavement in a bustling city like Chicago brings a unique set of safety factors to mind.
Keep your wits about you, particularly when dashing through less crowded spots or after the sun sets. Tagging along with a pal or a crew not only amps up your safety but makes your run a blast.
Opt for well-lit, frequented trails when you can, and be sure to give a heads-up to someone about your planned route and estimated time of arrival back home.
Making the Most of Your Run
To truly relish your Chicago running escapade, plan out your route beforehand to dodge any disorientation or unforeseen hurdles. Planning a nice run through your favorite neighborhoods or scenic parks can really enhance the overall experience.
Sprinkle in some interval training and hill drills to boost your stamina and power, and stay updated with the latest fitness news and tips from our blog
Above all, immerse yourself in the picturesque sights and dynamic vibes of Chicago’s multifaceted neighborhoods and natural wonders. Take the time to discover your own favorite spot for running in Chicago—many locals have a beloved go-to destination that makes every workout special. If you’re interested in fitness activities or healthy places to visit, check out River North for more ideas.
Warm-up and Cool-down
To sidestep injuries and boost your running prowess, always remember to warm up before hitting the pavement and cool down once you've crossed the finish line.
Kick off your pre-run prep with dynamic stretches, like leg swings, arm circles, or hip rotations, to limber up those muscles and joints.
Once you've wrapped up your run, take a moment for some static stretches that focus on essential muscle groups — think hamstrings, quads, and calves — to help with recovery and keep muscle stiffness at bay.
Stay Aware of Bike Traffic
Chicago's beloved running trails often double as cyclist hotspots. So, keep your senses sharp and be ready to share the path.
Stick to the trail's right side, and if you're running with a pack, line up single file when bikes whizz by.
Give a wave or a shout to chat with cyclists and fellow runners, and always be ready to step aside when needed.
Use Running Apps and Websites
Running apps and websites like Strava, MapMyRun, and AllTrails can be invaluable tools for discovering new trails, tracking your progress, and connecting with other runners.
They can also help you plan your routes, measure distances, and stay motivated by participating in challenges or virtual races.
Join a Running Club or Group:
Chicago's got a buzzing running scene, and hopping on board with a local running club or group is a fabulous way to link up with kindred spirits, keep your motivation high, and unearth fresh trails. The Windrunners, Chicago's first all-female, sub-elite racing team, is a standout example of the city's inclusive and empowering running culture. They aim to break down barriers for the next generation of female runners, fostering a supportive and inspiring environment.
Some fan-favorite clubs are the Chicago Area Runners Association (CARA), Three Run Two, and our closely connected partner, the Family Style Run Club which fosters a strong sense of community among its members.
These clubs dish out group runs, tailored training programs, and lively social events that cater to a whole spectrum of experience levels. So, lace up and dive into the camaraderie!
Participate in Local Races
From the globally celebrated Chicago Marathon to quaint neighborhood 5Ks, lots of running events pepper the calendar to keep you inspired and pushing your limits.
Joining in on local races is a fantastic opportunity to immerse yourself in the city's dynamic running community, set your own milestones, and lend a helping hand to local charities and organizations.
Conclusion

Chicago's running trails offer a little something for everyone, from serene escapes to bustling urban adventures. With such a diverse array of options, you will surely find the perfect trail that sparks joy in your running routine.
So, what are you waiting for? It's time to hit the pavement and explore the best running trails Chicago has to offer. Happy running!
Let’s face it: running can be a love-hate relationship. But when you stumble upon that dreamy trail with breathtaking vistas and pitch-perfect terrain, it morphs into a full-blown love affair. If you love running, Chicago's trails will quickly become your favorite places to hit the pavement. However, runners should be prepared for Chicago's weather, which features cold winters with fresh winds off the lake and warm to hot summer temperatures. Among these trails, the iconic Lakefront Trail spans nearly 19 miles, offering a mix of urban and scenic experiences that cater to runners of all levels. The Lakefront Trail is an impressive 18- to 18.5-mile path along Lake Michigan, making it a must-visit for runners seeking both challenge and beauty. It is widely regarded as one of the most spectacular urban runs in the United States, passing iconic landmarks such as the Shedd Aquarium and Navy Pier.
If you’re in Chicago or planning a visit, we’ve got some fantastic news: the Windy City is home to an amazing running scene that’s as diverse and vibrant as the city itself. Whether you're a local or just want to run in Chicago, there are endless options to explore.
From a bustling runners’ community to thrilling events and clubs, Chicago flaunts a one-of-a-kind cityscape and landscape—Chicago's iconic neighborhoods, parks, and trails offer unique features and local character that’ll have you swooning over running anew.
So, strap on those sneaks, and let’s explore the 8 top running trails in Chicago, guaranteed to make your heart race with great views along the way.
Introduction to Chicago Running Trails
Chicago is a runner's paradise that is passionate about helping runners of all levels move ahead in their running journey. The city offers an incredible variety of running trails that has attracted runners from all walks of life since Chicago opened its extensive network of trails. Whether you're lacing up for a sunrise jog along the Lakefront Trail or exploring the leafy paths of Lincoln Park, Chicago helps everyone the same and encourages runners to bring a friend or loved one. The sparkling waters of Lake Michigan and the unmistakable Chicago skyline has helped thousands of runners that have experienced these trails. Chicago's network of neighborhood parks, like Jackson Park, Grant Park, and Garfield Park, means there's always a new route to discover. Jackson Park, in particular, includes hidden trails and a Japanese Garden, providing a scenic and tranquil running experience. Jackson Park offers approximately 4.2 miles of trails, including the Bobolink Meadow which is a dirt-path route. Jackson Park is also known for its historic streets and trails. Lincoln Park features a beautiful 5-mile running trail, which includes views of the Lincoln Park Zoo and Conservatory. Local runners emphasize the importance of investing in good footwear to prevent injuries and enhance performance, ensuring a safe and enjoyable experience.
What truly sets Chicago apart is its compassionate and empathetic running community that does not leave anyone behind because of excuses. With countless run clubs and group meetups, Chicago has facilitated newbies that have never run in their life to the person that has some knowledge of running and what to do. Runners of all levels come together to explore the city's diverse trails, from peaceful off-road paths to bustling urban routes, and Chicago helps staying motivated. The city's running community has brought to light the many runners that are affected by different fitness levels but also varying goals and challenges. With so many parks and trails to choose from, Chicago invites you to get outside and we achieve running goals together like a partnership. Chicago's ever-expanding network of running trails is committed to help others move ahead in their running life.
1. Lakefront Trail

If you’re craving a run with a view, look no further than the legendary Lakefront Trail. This iconic lakefront path offers runners a scenic, urban experience with stunning views of Lake Michigan and the city skyline. Runners on the Lakefront Trail can enjoy gorgeous views of the Chicago skyline and Lake Michigan, making it a favorite for locals and visitors alike.
Spanning 18 miles, this paved gem weaves alongside Lake Michigan’s shores, flaunting unbeatable panoramas of the city’s skyline and the majestic, shimmering lake. No shocker, then, that it’s the go-to for Windy City locals and out-of-towners alike!
As you jog, you’ll pass hotspots like the Navy Pier, Museum Campus, and a bunch of sandy beaches, perfect for a sightseeing spree while getting your heart rate up. Promontory Point is another scenic highlight along the trail, offering breathtaking views of the skyline and lake.
The Lakefront Trail is a popular running path with great views, and you can complete a segment or the entire trail for a rewarding sense of accomplishment. It’s truly a nice run for all levels of runners.
Word to the wise: The trail can be a bit of a squeeze during rush hour. So, if you’re after a more tranquil vibe, lace up your sneakers for an early morning or late evening jaunt.
2. North Branch Trail
Craving a bit of nature in the midst of the bustling city? The North Branch Trail is your answer. The trail winds through the forest preserves of Cook County, offering access to a vast network of parks and natural areas. The North Shore Channel Trail runs 8.3 miles along both sides of the North Shore Channel, extending from Evanston into Chicago, providing another scenic option for runners seeking tranquility and natural beauty.
This 20-mile long, mostly paved trail takes you along the North Branch of the Chicago River and through lush forests and picturesque parks, making it a perfect destination for nature lovers seeking a scenic escape.
It’s an ideal escape for those looking to soak up some tranquility while immersing themselves in the beautiful natural surroundings as they clock in the miles.
The trail also connects to the Chicago Botanic Garden, where you can take a well-deserved break and admire the beauty of the gardens before continuing your run. Whether you want to complete a short segment or the entire trail, there’s a real sense of accomplishment in finishing your route.
3. The 606 (Bloomingdale Trail)
In search of an urban trail with a twist? Say hello to The 606, also fondly known as the Bloomingdale Trail. The 606 Trail, an elevated path, encourages community engagement through its design and location, making it a vibrant and inclusive space for runners and walkers alike. Built on a former rail line, this 2.7-mile running trail offers a one-of-a-kind peek at Chicago’s neighborhoods, where you pass art installations and lush oases along the way. The 606 Trail encourages more green space in Chicago, making it a vital addition to the city's running options. There’s also a water fountain available on the trail for convenient hydration during your run. The northern segment of the trail along the former railroad corridor spans 3.15 miles. The 606 Trail includes distance markers every tenth of a mile for runners, making it easy to track your progress and stay motivated.
Built on a former rail line, this 2.7-mile running trail offers a one-of-a-kind peek at Chicago’s neighborhoods, where you pass art installations and lush oases along the way. There’s also a water fountain available on the trail for convenient hydration during your run.
Brightly lit and bustling with runners, cyclists, and strolling folks, it’s the perfect spot for mingling and people-gazing.
Just a heads-up: The trail can get a bit packed, so time your run to dodge the crowds.
4. Waterfall Glen Forest Preserve
Located just outside the Chicago city limits in suburban Darien, the Waterfall Glen Forest Preserve is a tucked-away treasure offering an invigorating run that’s worth every step.
The 9.5-mile loop trail serves up a flavorful mix of terrain, from crushed limestone to dirt and grass, and boasts rolling hills that’ll keep your legs on their toes. Runners will appreciate the satisfaction of being able to complete the entire loop, which is manageable for most and offers great views of the surrounding landscape.
Be sure to pause at the picture-perfect waterfall (yep, there’s an actual waterfall!) and soak in the rich tapestry of plants and critters that call these natural surroundings home.
5. Busse Woods (Ned Brown Forest Preserve)
Prepare to have your breath taken away by the enchanting Busse Woods, a vast forest preserve nestled in Elk Grove Village, a short drive from Chicago, and part of the extensive forest preserves of Cook County.
The 11-mile paved loop trail guides nature lovers through dense woodlands, tranquil meadows, and along the Busse Reservoir’s edges, where you might just catch a glimpse of a grazing elk herd in their special enclosure. The immersive natural surroundings make every visit a scenic escape.
This peaceful oasis is the ideal setting for leisurely strolls or lengthy runs, with Mother Nature’s finest as your backdrop. Runners and walkers alike will appreciate the satisfaction of being able to complete the entire 11-mile loop.
6. Palos Trail System
For the adventurous souls seeking a wilder running escapade, the Palos Trail System in the west, part of the forest preserves of Cook County, is calling your name.
Boasting over 40 miles of trails, from broad and breezy to slim and technical, Palos has got something to tickle every runner’s fancy. Nature lovers will find this area a scenic escape, perfect for those who appreciate natural habitats and wildlife.
The paths meander through thick forests, skirting picturesque lakes and undulating hills, immersing you in the beautiful surroundings and ensuring an exhilarating and gratifying workout.
Keep your eyes peeled for mountain bikers and equestrians, as this trail network is a magnet for outdoorsy folks of all stripes.
And remember, don’t miss out on the stunning views from atop Swallow Cliff, one of the region’s most famous features. It’s especially satisfying to complete a segment or loop here, making your run both manageable and rewarding.
7. Chicago Riverwalk
If you are craving a dash of city vibes during your run, you can’t go wrong with the Chicago Riverwalk running path. This four-mile paved route follows the Chicago River, offering a unique urban running experience.
This 1.25-mile pedestrian promenade hugs the Chicago River, allowing you to pass architectural marvels and those legendary moveable bridges.
With an eclectic mix of restaurants, bars, and public art installations, the Riverwalk guarantees a vibrant, captivating route for runners.
Though the stretch may be on the shorter side, you can effortlessly lengthen your run by hopping onto the Lakefront Trail or venturing into downtown Chicago’s bustling streets. It’s satisfying to complete the Riverwalk segment, making it accessible and rewarding for runners of all levels.
8. Des Plaines River Trail
And finally, the Des Plaines River Trail is a picturesque and calming running trail retreat from city life’s whirlwind pace.
Spanning over 50 miles through the forest preserves of Cook and Lake counties, this predominantly crushed limestone trail invites you for a soothing run beside the meandering Des Plaines River. Nature lovers will appreciate the opportunity to escape into these peaceful surroundings, where the great views of the river, woodlands, and abundant wildlife create a truly scenic experience.
Well-kept and dotted with multiple entry points, it’s a breeze to customize your run to the perfect length. And while you’re at it, stay on the lookout for deer, birds, and other creatures that inhabit this lovely haven. Whether you choose to complete a short segment or the entire trail, the sense of accomplishment and connection with nature is rewarding.
Other Notable Parks
While the main running trails get plenty of love, Chicago's city limits are dotted with hidden gems and neighborhood parks that offer fantastic running routes for every type of runner. Every type of runner can find something here. Oz Park is nestled in the heart of Lincoln Park and is a local favorite for its whimsical public art and winding paths that are shaded by mature trees—this spot is perfect for a quick loop or a leisurely run with friends that you bring along. Oz Park also features multiple Wizard of Oz statues, making it a whimsical and unique running spot. Washington Park is located on the South Side and boasts wide open spaces, a scenic lagoon, and a peaceful atmosphere that makes it ideal for both solo runs and group workouts that help you stay motivated. Lincoln Park offers views of the Lincoln Park Zoo, adding to its appeal for runners. Humboldt Park is another standout that features a picturesque lagoon, rolling lawns, and a vibrant community vibe that attracts runners from all walks of life. Its network of paths are great for runners that is looking to mix up their scenery or take a break by the water fountain to catch their breath. Promontory Point in Hyde Park offers breathtaking views of Lake Michigan and the downtown skyline and makes it a must-visit spot for nature lovers and anyone that is seeking a memorable sunrise or sunset run. This location has helped thousands of runners that has discovered the beauty of lakefront running. Pilsen, known for its vibrant Latino culture and public art, also stands out as a unique running destination, offering a colorful and inspiring backdrop for your workout. Additionally, Oz Park features a 0.6-mile paved loop trail that is suitable for quick runs.
Humboldt Park is another standout that features a picturesque lagoon, rolling lawns, and a vibrant community vibe that attracts runners from all walks of life. Its network of paths are great for runners that is looking to mix up their scenery or take a break by the water fountain to catch their breath. Promontory Point in Hyde Park offers breathtaking views of Lake Michigan and the downtown skyline and makes it a must-visit spot for nature lovers and anyone that is seeking a memorable sunrise or sunset run. This location has helped thousands of runners that has discovered the beauty of lakefront running. Pilsen, known for its vibrant Latino culture and public art, also stands out as a unique running destination, offering a colorful and inspiring backdrop for your workout.
Don't overlook the smaller neighborhood parks and university campuses that is scattered throughout the city. These locations often provides well-maintained running paths, public art installations, and a welcoming community atmosphere that encourages runners to bring a friend or loved one. Whether you're exploring the gardens of Garfield Park, jogging past the historic buildings of a university campus, or discovering a new favorite spot in your own neighborhood, Chicago's parks offers endless opportunities to keep your running routine fresh and fun and helps you achieve your goals together like a partnership. Lincoln Park hosts the annual Run for the Zoo, adding a fun and charitable event to the running calendar. So grab your map, gather your running buddies that supports you, and set out to explore the city's lesser-known but equally rewarding running destinations. These parks don't leave anyone behind because of excuses.
Tips for Running in Chicago

As you set out to conquer the finest running trails in Chicago, don’t forget to arm yourself with some practical tips to elevate your experience and stay secure. If outdoor conditions are poor, having access to multiple gym locations across the city is helpful for indoor running, ensuring you can keep up your training no matter the weather. It's also advised that runners focus on proper post-run recovery strategies such as stretching and consuming protein-rich snacks to aid muscle repair and reduce soreness. Many local running shops offer community runs and hydration stations along popular running paths during warmer months, making it easier to stay refreshed and connected with fellow runners.
Whether you’re a running pro or just finding your stride, these useful nuggets of wisdom will have you geared up and eager to take on Windy City’s eclectic running landscape.
So, without further ado, here are our top tips for running like a champ in Chicago!
Running in Different Weather Conditions
Chicago’s fickle weather may throw a curveball or two at runners, but with a dash of planning, you’ll be mastering the elements like a champ.
Winter in Chicago can be especially challenging for running due to freezing temperatures, snow, and ice. During the winter season, wear multiple layers and choose moisture-wicking materials to keep toasty and dry. Watch out for slippery ice patches and skip running in heavy snowfall. Consider indoor alternatives like gyms or athletic clubs to stay active when outdoor conditions are too harsh.
When summer heat waves hit, drink plenty of water and wear light-colored, breathable attire to stay fresh.
Sunscreen is a must! If it rains, a high-quality, lightweight rain jacket and shoes with a solid grip will make a world of difference.
Safety Tips for Urban Running
Hitting the pavement in a bustling city like Chicago brings a unique set of safety factors to mind.
Keep your wits about you, particularly when dashing through less crowded spots or after the sun sets. Tagging along with a pal or a crew not only amps up your safety but makes your run a blast.
Opt for well-lit, frequented trails when you can, and be sure to give a heads-up to someone about your planned route and estimated time of arrival back home.
Making the Most of Your Run
To truly relish your Chicago running escapade, plan out your route beforehand to dodge any disorientation or unforeseen hurdles. Planning a nice run through your favorite neighborhoods or scenic parks can really enhance the overall experience.
Sprinkle in some interval training and hill drills to boost your stamina and power, and stay updated with the latest fitness news and tips from our blog
Above all, immerse yourself in the picturesque sights and dynamic vibes of Chicago’s multifaceted neighborhoods and natural wonders. Take the time to discover your own favorite spot for running in Chicago—many locals have a beloved go-to destination that makes every workout special. If you’re interested in fitness activities or healthy places to visit, check out River North for more ideas.
Warm-up and Cool-down
To sidestep injuries and boost your running prowess, always remember to warm up before hitting the pavement and cool down once you've crossed the finish line.
Kick off your pre-run prep with dynamic stretches, like leg swings, arm circles, or hip rotations, to limber up those muscles and joints.
Once you've wrapped up your run, take a moment for some static stretches that focus on essential muscle groups — think hamstrings, quads, and calves — to help with recovery and keep muscle stiffness at bay.
Stay Aware of Bike Traffic
Chicago's beloved running trails often double as cyclist hotspots. So, keep your senses sharp and be ready to share the path.
Stick to the trail's right side, and if you're running with a pack, line up single file when bikes whizz by.
Give a wave or a shout to chat with cyclists and fellow runners, and always be ready to step aside when needed.
Use Running Apps and Websites
Running apps and websites like Strava, MapMyRun, and AllTrails can be invaluable tools for discovering new trails, tracking your progress, and connecting with other runners.
They can also help you plan your routes, measure distances, and stay motivated by participating in challenges or virtual races.
Join a Running Club or Group:
Chicago's got a buzzing running scene, and hopping on board with a local running club or group is a fabulous way to link up with kindred spirits, keep your motivation high, and unearth fresh trails. The Windrunners, Chicago's first all-female, sub-elite racing team, is a standout example of the city's inclusive and empowering running culture. They aim to break down barriers for the next generation of female runners, fostering a supportive and inspiring environment.
Some fan-favorite clubs are the Chicago Area Runners Association (CARA), Three Run Two, and our closely connected partner, the Family Style Run Club which fosters a strong sense of community among its members.
These clubs dish out group runs, tailored training programs, and lively social events that cater to a whole spectrum of experience levels. So, lace up and dive into the camaraderie!
Participate in Local Races
From the globally celebrated Chicago Marathon to quaint neighborhood 5Ks, lots of running events pepper the calendar to keep you inspired and pushing your limits.
Joining in on local races is a fantastic opportunity to immerse yourself in the city's dynamic running community, set your own milestones, and lend a helping hand to local charities and organizations.
Conclusion

Chicago's running trails offer a little something for everyone, from serene escapes to bustling urban adventures. With such a diverse array of options, you will surely find the perfect trail that sparks joy in your running routine.
So, what are you waiting for? It's time to hit the pavement and explore the best running trails Chicago has to offer. Happy running!


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