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CHICAGO OUTDOOR ACTIVITIES: YOUR GUIDE TO OUTSIDE FUN

MAR 2024
14
CHICAGO OUTDOOR ACTIVITIES: YOUR GUIDE TO OUTSIDE FUN

Explore parks, trails, and beaches for unmatched outdoor fun in Chicago.


Finding outdoor activities in Chicago that blend urban exploration with natural beauty can feel overwhelming. 

Enter our handpicked guide, designed to navigate you through the best of Chicago's outdoor adventures. 

From serene parks to thrilling sports, we've curated the top experiences to ensure a great time outside for you. 

Discover the best of Chicago's outdoors

Discovering the best outdoor activities in Chicago.

Explore the top outdoor experiences in Chicago.


From the serene paths of Maggie Daley Park to the bustling trails of The 606, every corner of The Windy City offers a unique blend of natural beauty and urban charm. 

Whether you're a thrill-seeker looking for your next adrenaline rush or a nature lover seeking tranquility, Chicago's outdoors has something just for you. 

Discover the perfect blend of city vibes and natural wonders from our curated selection of the top outdoor activities in Chicago!

Maggie Daley Park

Family fun outside at Maggie Daley Park in Chicago.

A centerpiece of outdoor activity in Chicago.


Maggie Daley Park, a top tourist attraction in Chicago, is a vibrant oasis in the heart of the city, offering adventure and tranquility. 

The park showcases Chicago's dedication to outdoor fun and nature's beauty with everything from winding paths and tennis courts to picnic groves and expansive play areas. 

A must-visit whether you're up for a leisurely stroll, a playful day out with the kids, or engaging in thrilling outdoor adventures in Chicago (like rock climbing).


Website: Visit its website

The 606 (Bloomingdale Trail)

Elevated walking and biking on The 606 Trail in Chicago.

The 606 - Chicago's innovative urban trail. Representational image.


Step up your outdoor activities with a journey along The 606 (Bloomingdale Trail), an elevated linear park.

It’ll take you through well-known neighborhoods like Bucktown, Humboldt Park, Logan Square, and Wicker Park. 

Perfect for walkers, runners, and cyclists alike, this trail offers a unique perspective of Chicago's neighborhoods, art installations, and nature. 

Enjoy activities ranging from bird watching to community yoga sessions on The 606, a Chicago favorite in August, and a must-do for anyone seeking outdoor things to do in Chicago.


Website: Visit its website

Chicago’s beaches

Enjoying summer at Chicago's beaches

Look forward to sun, sand, and sports at Chicago's beaches.


Cool off during Chicago's summer with a visit to the beaches - top Chicago draws on crazy hot days.

From the lively sands of North Avenue Beach (a top pick for young adults in Chicago), known for volleyball tournaments and sun-soaked festivities, to the tranquil stretches of Montrose Beach, a quieter retreat for those seeking peace beside Lake Michigan, there's a beach for every mood. 

Enjoy outdoor fun with swimming, sunbathing, water sports, or a leisurely walk along the shoreline. 

Embrace the diverse array of outside things to do in Chicago's beaches, making every visit a unique adventure in the city's outdoors.

The Lakefront Trail

Biking along the scenic Lakefront Trail in Chicago.

The trail is a gateway to numerous Chicago attractions.


Discover the Lakefront Trail, a perfect outdoor destination for Chicago couples seeking adventure and romance. 

Stretching along Lake Michigan, this path is perfect for biking, jogging, or taking a walk, connecting you to must-see attractions such as the Navy Pier, Peggy Notebaert Nature Museum, the South Shore Cultural Center, and Lincoln Park Zoo. 

Want to add a sprinkle of culinary delight to your outing along the Lakefront Trail? Choose from waterfront dining options such as The Dock at Montrose Beach and The Shore Club at North Avenue Beach.

Whether you're after heart-pumping activities or peaceful moments by the water, the Lakefront Trail is a quintessential Chicago outdoors experience.


Website: Visit its website

Millennium Park

Experiencing art and nature at Millennium Park in Chicago.

The Bean is one of the Park’s most prominent features.


Home to the iconic Cloud Gate ("The Bean"), Pritzker Pavilion, and Lurie Garden, Millennium Park is not just an essential experience for those seeking outdoor fun in Chicago but also a highlight among downtown Chicago attractions.

It offers a backdrop for unforgettable outdoor concerts, vibrant festivals, and quiet strolls amidst awe-inspiring sculptures.

Whether you're here to snap that perfect photo, enjoy a picnic, or warm up those quads in a group Zumba session, Millennium Park is an essential experience for those seeking outdoor fun in Chicago.


Website: Visit its website

The Riverwalk

Strolling the vibrant Chicago Riverwalk.

Urban adventure meets riverside tranquility along the Riverwalk.


Urban excitement meets river life at the Chicago Riverwalk, a top tourist attraction in The Loop.

This bustling waterfront is a scenic pathway to the heart of Chicago's vibrant culture, offering a diverse range of activities for every type of adventurer. 

From the awe-inspiring digital art displays of Art on theMART to leisurely fishing spots, the Riverwalk invites you to experience the Chicago outdoors uniquely. 

Feeling peckish? Savor the flavors of Chicago at iconic riverside spots like O'Briens Riverwalk Café for classic American cuisine and City Winery Riverwalk for a glass of fine wine. 

Whether biking or exploring on foot, the Chicago Riverwalk is a treasure trove of outdoor fun, blending nature with the city's architectural wonders.


Website: Visit its website

Northerly Island

Exploring the natural beauty of Northerly Island in Chicago.

Northerly Island: A serene escape within the city. Representational image.


The serene escape of Northerly Island showcases what to do outside in Chicago for those seeking tranquility.

Experience an outdoorsy day with fishing, bird-watching, and biking trails offering stunning city and lake views, perfect for those February Chicago adventures

Searching for cultural attractions amidst the natural beauty?

Drop in at the Adler Planetarium for an interstellar journey, or catch a live performance at the Huntington Bank Pavilion, blending outdoor fun with unforgettable entertainment. 

Outdoor sports and recreation

Engaging in outdoor sports and recreation in Chicago.

Kayaking along the Chicago River.


A bevy of sports and recreational activities await you in the Windy City’s outdoors:


  • Kayaking along the Chicago River: Get those quads working as you paddle past iconic landmarks like the Willis Tower and Merchandise Mart. A favorite among Chicagoans.

  • Sailing on Lake Michigan: Set sail from Belmont Harbor, enjoying Chicago views, including the Navy Pier and the Shedd Aquarium.

  • Beach Volleyball at North Avenue Beach: Follow up on a dip in Lake Michigan with a spirited game with your family and friends. Great for holiday team building for small businesses.

  • Rock Climbing at Maggie Daley Park: Scale the climbing walls with the Chicago skyline for a backdrop. Walls are available for all skill levels.

  • Ziplining through Ape Zipline Adventure Park: Navigate through forest canopies at this adventure park, a short drive from downtown Chicago. Catch breathtaking views of nature's beauty as you zip through the course.


Whether sailing on Lake Michigan or playing exciting water sports, Chicago's outdoors ensures your quest for adventure and fun is met with endless possibilities.

Outdoor activities in Chicago suburbs

Exploring outdoor activities in Chicago's suburbs.

Morton Arboretum in the fall. Isn’t it gorgeous?


Seeking adventures in the suburbs?

Sure! A plethora of things to do outdoors near Chicago awaits!


  • Starved Rock State Park: A short drive from Chicago, this park offers hiking through canyons, waterfalls in the spring, and stunning ice formations in winter. Perfect for nature photography and bird-watching and a popular Easter destination in Chicago.

  • Morton Arboretum: Explore a living museum of trees from around the globe. Ideal for leisurely walks, biking, family picnics, and Thanksgiving in Chicago.

  • Busse Woods: Located in Elk Grove Village, this natural area is great for fishing, boating, and biking along well-maintained trails. Watch for native wildlife in their natural habitat.

  • Waterfall Glen Forest Preserve: Known for its rugged terrain and the scenic waterfall at Rocky Glen. A favorite among hikers and cyclists seeking challenging trails.

  • Cantigny Park: This Wheaton gem offers expansive gardens, hiking paths, and a military museum. A serene spot for outdoor photography and picnics.


Various types of attractions abound in the Chicago suburbs. Which of them will find their way onto your plan for outdoor activities in and near Chicago?

Top outdoor events in Chicago

Celebrating at Chicago's top outdoor events.

Lollapalooza is one of Chicago’s most prominent outdoor events! Representational image.


Chicago comes alive with vibrant outdoor events throughout the year, each offering a unique way to experience our dynamic culture and beautiful landscapes.


  • The Chicago Air and Water Show: Experience the awe-inspiring precision of pilots in this spectacular display over Lake Michigan, typically held in August. Best observed from North Avenue Beach.

  • Lollapalooza in Grant Park: Dive into one of the country's most famous music festivals, featuring an eclectic mix of performances across multiple stages. Includes a family-friendly event called Kidzapalooza. Typically held in late July - early August.

  • Chicago Marathon: Join or cheer on runners in this world-renowned race that weaves through the city's diverse neighborhoods, including Boystown, Chinatown, and Pilsen, showcasing Chicago's spirit and endurance. The event takes place in October, offering a crisp backdrop for the 26.2-mile challenge.

  • Movies in the Park: Enjoy classic and contemporary films under the stars in various parks around the city from June through September. A great outdoor activity for a relaxed family evening or a romantic date with your partner. Especially on crazy hot days.

  • Taste of Chicago: Sample the city's culinary delights at the world's largest food festival, typically held in July. A must-do for foodies looking to explore outdoor dining options, offering a taste of local and international flavors. One of the best teen-friendly events in Chicago.

  • Chicago Riverwalk Summer Programming: Engage in various outdoor activities along the riverwalk, including fitness classes, cultural performances, and walking tours, available from May to September. It's a lively way to experience the heart of Chicago's vibrant culture and scenic views.

Planning an outdoor weekend in Chicago

Looking forward to enjoying outdoor activities in Chicago this weekend? Let us help you plan!

Tips for planning

Essential planning tips for Chicago outdoor activities.

How to plan smart for outdoor activities in Chicago.


  • Check the weather: Chicago's weather can be unpredictable. Ensure your plans are weather-appropriate to enjoy your activities fully.

  • Book in advance: For activities requiring reservations, like kayak rentals or guided tours, book ahead to secure your spot.

  • Pack smart: Bring essentials like water, sunscreen, comfortable footwear, and a portable charger. Remember, being prepared enhances your experience.

  • Use public transit: Consider Chicago's extensive public transit system to navigate the city easily and reach your outdoor destinations.

Resources

Resources for outdoor adventures in Chicago.

Guide to Chicago's outdoor resources and information.


  • Choose Chicago: Your go-to for discovering everything about Chicago, from outdoor activities to where to eat. Website.

  • Divvy Chicago: Check their website for bike rental information, a fun way to see the city. Website.

  • Chicago Park District: Stay updated on park events, facilities, and seasonal activities. Website.

  • Ventra App: Use this app for all your public transportation needs, making getting around Chicago a breeze. Website.

  • The CTA Website: Another invaluable tool for efficiently navigating the city's public transit system. Website.

An itinerary to get you started!

Starting your outdoor adventure in Chicago.

Kickstarting your Chicago outdoor journey.


  • Start your Saturday with a rejuvenating morning walk along the Chicago Riverwalk, absorbing the serene riverside ambiance.

  • Head to Maggie Daley Park for a midday climb at the climbing wall or a leisurely picnic in the park.

  • As the evening approaches, head for Millennium Park to experience the city's cultural vibrance firsthand.

  • On Sunday, rent a Divvy bike and explore the Lakefront Trail, stopping at beaches or attractions that catch your eye.

  • As the sun climbs, visit the Lincoln Park Zoo, a free and fun way to enjoy the outdoors while seeing various animals.

  • Cap off your weekend with a peaceful stroll or a kayak trip on the Chicago River, enjoying the city lights as they begin to twinkle.

A touch of indoor thrill - Fox in a Box Escape Room (that’s us!)

Indoor adventure with Fox in a Box in Chicago.

Complementing outdoor fun with Fox in a Box Chicago's indoor thrill!


After enjoying the great outdoors, why not join us at Chicago’s best escape room for an adventure that's just as thrilling but indoors? 

Bring your entire group to test your wit and teamwork with our escape rooms

Whether you're cracking a vault in The Bank, uncovering secrets in The Bunker, or unmasking the Zodiac, we provide a dynamic setting for friends and family to bond over puzzles. 

It's the perfect indoor complement to your outdoor escapades, ensuring your day out is rich with diverse and memorable experiences.

FAQs on outdoor activities in Chicago

article-image-1

Your questions about outdoor fun in Chicago - answered!


From whether you can be outdoorsy in the city to the best nature-oriented activities, here are some of the most-asked questions on outside adventures in Chicago.

Can you be outdoorsy in Chicago?

Absolutely! 

There’s a rich array of outdoor activities in and around Chicago for every taste - from serene walks in Maggie Daley Park to adventurous kayaking on the Chicago River. 

With its diverse landscapes and urban parks, being outdoorsy in Chicago means enjoying natural beauty and city vibes.

What is the most popular outdoor activity in Chicago?

  • Cycling along the Lakefront Trail offers stunning views of Lake Michigan, perfect for those who love scenic rides. 

  • Rock climbing in Maggie Daley Park provides an exhilarating workout with the city skyline as your backdrop. 

  • For family adventures, exploring the Lincoln Park Zoo offers a blend of nature and wildlife in an urban setting.

  • Additionally, kayaking on the Chicago River gives a unique perspective of the city's architecture and is a favorite among water sports enthusiasts.

What are some nature-oriented things to do in Chicago?

Nature lovers have plenty to explore in Chicago, including bird-watching at Northerly Island, hiking the paths of the 606 Trail, and enjoying the tranquility of the city's many beaches. 

Plus, start parks and other natural attractions in the suburbs like Starved Rock offer stunning escapes.

Chicago’s top outdoor activities - A final note

Reflecting on the outdoor activities available in Chicago.

Embrace the adventure: Chicago's outdoor calling.


Thank you for joining us on this journey through Chicago's outdoor marvels. We hope you've found the inspiration to step outside and explore. 

Whatever you’re searching for - from a family-friendly outing to a thrilling adventure with your friends or a romantic day with your partner - there’s something for you here! 

So, grab your essentials and set out to discover our city’s natural beauty and vibrant culture!



  BLOGS
CHICAGO OUTDOOR ACTIVITIES: YOUR GUIDE TO OUTSIDE FUN

Explore parks, trails, and beaches for unmatched outdoor fun in Chicago.


Finding outdoor activities in Chicago that blend urban exploration with natural beauty can feel overwhelming. 

Enter our handpicked guide, designed to navigate you through the best of Chicago's outdoor adventures. 

From serene parks to thrilling sports, we've curated the top experiences to ensure a great time outside for you. 

Discover the best of Chicago's outdoors

Discovering the best outdoor activities in Chicago.

Explore the top outdoor experiences in Chicago.


From the serene paths of Maggie Daley Park to the bustling trails of The 606, every corner of The Windy City offers a unique blend of natural beauty and urban charm. 

Whether you're a thrill-seeker looking for your next adrenaline rush or a nature lover seeking tranquility, Chicago's outdoors has something just for you. 

Discover the perfect blend of city vibes and natural wonders from our curated selection of the top outdoor activities in Chicago!

Maggie Daley Park

Family fun outside at Maggie Daley Park in Chicago.

A centerpiece of outdoor activity in Chicago.


Maggie Daley Park, a top tourist attraction in Chicago, is a vibrant oasis in the heart of the city, offering adventure and tranquility. 

The park showcases Chicago's dedication to outdoor fun and nature's beauty with everything from winding paths and tennis courts to picnic groves and expansive play areas. 

A must-visit whether you're up for a leisurely stroll, a playful day out with the kids, or engaging in thrilling outdoor adventures in Chicago (like rock climbing).


Website: Visit its website

The 606 (Bloomingdale Trail)

Elevated walking and biking on The 606 Trail in Chicago.

The 606 - Chicago's innovative urban trail. Representational image.


Step up your outdoor activities with a journey along The 606 (Bloomingdale Trail), an elevated linear park.

It’ll take you through well-known neighborhoods like Bucktown, Humboldt Park, Logan Square, and Wicker Park. 

Perfect for walkers, runners, and cyclists alike, this trail offers a unique perspective of Chicago's neighborhoods, art installations, and nature. 

Enjoy activities ranging from bird watching to community yoga sessions on The 606, a Chicago favorite in August, and a must-do for anyone seeking outdoor things to do in Chicago.


Website: Visit its website

Chicago’s beaches

Enjoying summer at Chicago's beaches

Look forward to sun, sand, and sports at Chicago's beaches.


Cool off during Chicago's summer with a visit to the beaches - top Chicago draws on crazy hot days.

From the lively sands of North Avenue Beach (a top pick for young adults in Chicago), known for volleyball tournaments and sun-soaked festivities, to the tranquil stretches of Montrose Beach, a quieter retreat for those seeking peace beside Lake Michigan, there's a beach for every mood. 

Enjoy outdoor fun with swimming, sunbathing, water sports, or a leisurely walk along the shoreline. 

Embrace the diverse array of outside things to do in Chicago's beaches, making every visit a unique adventure in the city's outdoors.

The Lakefront Trail

Biking along the scenic Lakefront Trail in Chicago.

The trail is a gateway to numerous Chicago attractions.


Discover the Lakefront Trail, a perfect outdoor destination for Chicago couples seeking adventure and romance. 

Stretching along Lake Michigan, this path is perfect for biking, jogging, or taking a walk, connecting you to must-see attractions such as the Navy Pier, Peggy Notebaert Nature Museum, the South Shore Cultural Center, and Lincoln Park Zoo. 

Want to add a sprinkle of culinary delight to your outing along the Lakefront Trail? Choose from waterfront dining options such as The Dock at Montrose Beach and The Shore Club at North Avenue Beach.

Whether you're after heart-pumping activities or peaceful moments by the water, the Lakefront Trail is a quintessential Chicago outdoors experience.


Website: Visit its website

Millennium Park

Experiencing art and nature at Millennium Park in Chicago.

The Bean is one of the Park’s most prominent features.


Home to the iconic Cloud Gate ("The Bean"), Pritzker Pavilion, and Lurie Garden, Millennium Park is not just an essential experience for those seeking outdoor fun in Chicago but also a highlight among downtown Chicago attractions.

It offers a backdrop for unforgettable outdoor concerts, vibrant festivals, and quiet strolls amidst awe-inspiring sculptures.

Whether you're here to snap that perfect photo, enjoy a picnic, or warm up those quads in a group Zumba session, Millennium Park is an essential experience for those seeking outdoor fun in Chicago.


Website: Visit its website

The Riverwalk

Strolling the vibrant Chicago Riverwalk.

Urban adventure meets riverside tranquility along the Riverwalk.


Urban excitement meets river life at the Chicago Riverwalk, a top tourist attraction in The Loop.

This bustling waterfront is a scenic pathway to the heart of Chicago's vibrant culture, offering a diverse range of activities for every type of adventurer. 

From the awe-inspiring digital art displays of Art on theMART to leisurely fishing spots, the Riverwalk invites you to experience the Chicago outdoors uniquely. 

Feeling peckish? Savor the flavors of Chicago at iconic riverside spots like O'Briens Riverwalk Café for classic American cuisine and City Winery Riverwalk for a glass of fine wine. 

Whether biking or exploring on foot, the Chicago Riverwalk is a treasure trove of outdoor fun, blending nature with the city's architectural wonders.


Website: Visit its website

Northerly Island

Exploring the natural beauty of Northerly Island in Chicago.

Northerly Island: A serene escape within the city. Representational image.


The serene escape of Northerly Island showcases what to do outside in Chicago for those seeking tranquility.

Experience an outdoorsy day with fishing, bird-watching, and biking trails offering stunning city and lake views, perfect for those February Chicago adventures

Searching for cultural attractions amidst the natural beauty?

Drop in at the Adler Planetarium for an interstellar journey, or catch a live performance at the Huntington Bank Pavilion, blending outdoor fun with unforgettable entertainment. 

Outdoor sports and recreation

Engaging in outdoor sports and recreation in Chicago.

Kayaking along the Chicago River.


A bevy of sports and recreational activities await you in the Windy City’s outdoors:


  • Kayaking along the Chicago River: Get those quads working as you paddle past iconic landmarks like the Willis Tower and Merchandise Mart. A favorite among Chicagoans.

  • Sailing on Lake Michigan: Set sail from Belmont Harbor, enjoying Chicago views, including the Navy Pier and the Shedd Aquarium.

  • Beach Volleyball at North Avenue Beach: Follow up on a dip in Lake Michigan with a spirited game with your family and friends. Great for holiday team building for small businesses.

  • Rock Climbing at Maggie Daley Park: Scale the climbing walls with the Chicago skyline for a backdrop. Walls are available for all skill levels.

  • Ziplining through Ape Zipline Adventure Park: Navigate through forest canopies at this adventure park, a short drive from downtown Chicago. Catch breathtaking views of nature's beauty as you zip through the course.


Whether sailing on Lake Michigan or playing exciting water sports, Chicago's outdoors ensures your quest for adventure and fun is met with endless possibilities.

Outdoor activities in Chicago suburbs

Exploring outdoor activities in Chicago's suburbs.

Morton Arboretum in the fall. Isn’t it gorgeous?


Seeking adventures in the suburbs?

Sure! A plethora of things to do outdoors near Chicago awaits!


  • Starved Rock State Park: A short drive from Chicago, this park offers hiking through canyons, waterfalls in the spring, and stunning ice formations in winter. Perfect for nature photography and bird-watching and a popular Easter destination in Chicago.

  • Morton Arboretum: Explore a living museum of trees from around the globe. Ideal for leisurely walks, biking, family picnics, and Thanksgiving in Chicago.

  • Busse Woods: Located in Elk Grove Village, this natural area is great for fishing, boating, and biking along well-maintained trails. Watch for native wildlife in their natural habitat.

  • Waterfall Glen Forest Preserve: Known for its rugged terrain and the scenic waterfall at Rocky Glen. A favorite among hikers and cyclists seeking challenging trails.

  • Cantigny Park: This Wheaton gem offers expansive gardens, hiking paths, and a military museum. A serene spot for outdoor photography and picnics.


Various types of attractions abound in the Chicago suburbs. Which of them will find their way onto your plan for outdoor activities in and near Chicago?

Top outdoor events in Chicago

Celebrating at Chicago's top outdoor events.

Lollapalooza is one of Chicago’s most prominent outdoor events! Representational image.


Chicago comes alive with vibrant outdoor events throughout the year, each offering a unique way to experience our dynamic culture and beautiful landscapes.


  • The Chicago Air and Water Show: Experience the awe-inspiring precision of pilots in this spectacular display over Lake Michigan, typically held in August. Best observed from North Avenue Beach.

  • Lollapalooza in Grant Park: Dive into one of the country's most famous music festivals, featuring an eclectic mix of performances across multiple stages. Includes a family-friendly event called Kidzapalooza. Typically held in late July - early August.

  • Chicago Marathon: Join or cheer on runners in this world-renowned race that weaves through the city's diverse neighborhoods, including Boystown, Chinatown, and Pilsen, showcasing Chicago's spirit and endurance. The event takes place in October, offering a crisp backdrop for the 26.2-mile challenge.

  • Movies in the Park: Enjoy classic and contemporary films under the stars in various parks around the city from June through September. A great outdoor activity for a relaxed family evening or a romantic date with your partner. Especially on crazy hot days.

  • Taste of Chicago: Sample the city's culinary delights at the world's largest food festival, typically held in July. A must-do for foodies looking to explore outdoor dining options, offering a taste of local and international flavors. One of the best teen-friendly events in Chicago.

  • Chicago Riverwalk Summer Programming: Engage in various outdoor activities along the riverwalk, including fitness classes, cultural performances, and walking tours, available from May to September. It's a lively way to experience the heart of Chicago's vibrant culture and scenic views.

Planning an outdoor weekend in Chicago

Looking forward to enjoying outdoor activities in Chicago this weekend? Let us help you plan!

Tips for planning

Essential planning tips for Chicago outdoor activities.

How to plan smart for outdoor activities in Chicago.


  • Check the weather: Chicago's weather can be unpredictable. Ensure your plans are weather-appropriate to enjoy your activities fully.

  • Book in advance: For activities requiring reservations, like kayak rentals or guided tours, book ahead to secure your spot.

  • Pack smart: Bring essentials like water, sunscreen, comfortable footwear, and a portable charger. Remember, being prepared enhances your experience.

  • Use public transit: Consider Chicago's extensive public transit system to navigate the city easily and reach your outdoor destinations.

Resources

Resources for outdoor adventures in Chicago.

Guide to Chicago's outdoor resources and information.


  • Choose Chicago: Your go-to for discovering everything about Chicago, from outdoor activities to where to eat. Website.

  • Divvy Chicago: Check their website for bike rental information, a fun way to see the city. Website.

  • Chicago Park District: Stay updated on park events, facilities, and seasonal activities. Website.

  • Ventra App: Use this app for all your public transportation needs, making getting around Chicago a breeze. Website.

  • The CTA Website: Another invaluable tool for efficiently navigating the city's public transit system. Website.

An itinerary to get you started!

Starting your outdoor adventure in Chicago.

Kickstarting your Chicago outdoor journey.


  • Start your Saturday with a rejuvenating morning walk along the Chicago Riverwalk, absorbing the serene riverside ambiance.

  • Head to Maggie Daley Park for a midday climb at the climbing wall or a leisurely picnic in the park.

  • As the evening approaches, head for Millennium Park to experience the city's cultural vibrance firsthand.

  • On Sunday, rent a Divvy bike and explore the Lakefront Trail, stopping at beaches or attractions that catch your eye.

  • As the sun climbs, visit the Lincoln Park Zoo, a free and fun way to enjoy the outdoors while seeing various animals.

  • Cap off your weekend with a peaceful stroll or a kayak trip on the Chicago River, enjoying the city lights as they begin to twinkle.

A touch of indoor thrill - Fox in a Box Escape Room (that’s us!)

Indoor adventure with Fox in a Box in Chicago.

Complementing outdoor fun with Fox in a Box Chicago's indoor thrill!


After enjoying the great outdoors, why not join us at Chicago’s best escape room for an adventure that's just as thrilling but indoors? 

Bring your entire group to test your wit and teamwork with our escape rooms

Whether you're cracking a vault in The Bank, uncovering secrets in The Bunker, or unmasking the Zodiac, we provide a dynamic setting for friends and family to bond over puzzles. 

It's the perfect indoor complement to your outdoor escapades, ensuring your day out is rich with diverse and memorable experiences.

FAQs on outdoor activities in Chicago

article-image-1

Your questions about outdoor fun in Chicago - answered!


From whether you can be outdoorsy in the city to the best nature-oriented activities, here are some of the most-asked questions on outside adventures in Chicago.

Can you be outdoorsy in Chicago?

Absolutely! 

There’s a rich array of outdoor activities in and around Chicago for every taste - from serene walks in Maggie Daley Park to adventurous kayaking on the Chicago River. 

With its diverse landscapes and urban parks, being outdoorsy in Chicago means enjoying natural beauty and city vibes.

What is the most popular outdoor activity in Chicago?

  • Cycling along the Lakefront Trail offers stunning views of Lake Michigan, perfect for those who love scenic rides. 

  • Rock climbing in Maggie Daley Park provides an exhilarating workout with the city skyline as your backdrop. 

  • For family adventures, exploring the Lincoln Park Zoo offers a blend of nature and wildlife in an urban setting.

  • Additionally, kayaking on the Chicago River gives a unique perspective of the city's architecture and is a favorite among water sports enthusiasts.

What are some nature-oriented things to do in Chicago?

Nature lovers have plenty to explore in Chicago, including bird-watching at Northerly Island, hiking the paths of the 606 Trail, and enjoying the tranquility of the city's many beaches. 

Plus, start parks and other natural attractions in the suburbs like Starved Rock offer stunning escapes.

Chicago’s top outdoor activities - A final note

Reflecting on the outdoor activities available in Chicago.

Embrace the adventure: Chicago's outdoor calling.


Thank you for joining us on this journey through Chicago's outdoor marvels. We hope you've found the inspiration to step outside and explore. 

Whatever you’re searching for - from a family-friendly outing to a thrilling adventure with your friends or a romantic day with your partner - there’s something for you here! 

So, grab your essentials and set out to discover our city’s natural beauty and vibrant culture!



  BLOGS