Chicago Lakefront Trail 

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Chicago Lakefront Trail Tours

Chicago Lakefront Trail

Chicago Lakefront Trail

Chicago Lakefront Trail Tours and Tickets

1,171 reviews

Free admission

Hugging the shoreline of Lake Michigan for nearly 19 miles, the Chicago Lakefront Trail — also known as the Lake Michigan Trail — is a popular path for walkers, runners, and cyclists that connects urban neighborhoods with green spaces, downtown attractions, and some of Chicago’s best lakeside and skyline views.

Lake Shore Drive, Chicago, Illinois

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Tours and Tickets to Experience Chicago Lakefront Trail

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12 results

Revenue may affect this sort order

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Chicago's Ultimate City Bike Tour

Chicago's Ultimate City Bike Tour

Explore Chicago’s most iconic sites on a bike tour that explores Museum Campus, parks, and monuments. Follow your guide along the waterfront as you soak up the city skyline and enjoy the breeze along the easy-going route. Circle the Buckingham Fountain while you learn the history of the city’s public art, parks and museums, and capture unforgettable images of the Windy City.

3 hours
Free Cancellation

Likely to Sell Out

Bike Tour of Chicago's Lakefront Neighborhoods

Bike Tour of Chicago's Lakefront Neighborhoods

Pedal past the lakefront neighborhoods of Chicago's North Side on this bike tour of the Windy City. Follow a local guide along quiet streets, city parks and scenic beaches, starting at Lake Shore Drive and continuing along Rush Street and the Magnificent Mile. Catch a glimpse of the Playboy Mansion, Oprah’s penthouse and the Victorian houses of Old Town. Select from several departure times in the morning or afternoon.

3 hours
Free Cancellation

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

Chicago dogs, deep-dish pizza, brownies, and craft beer are all sampled on this half-day bike tour through the Windy City. Cover about 13 miles (21 km), following your guide at a moderate pace through Chicago neighborhoods. On the day tour, ride through Wrigleyville, Old Town, Lincoln Park, and Gold Coast. On the night tour, visit Chicago’s Riverwalk, Millennium Park, Buckingham Fountain and the Lakefront Trail. As you go, stop for generous food and beer tasters.

4 hours
Free Cancellation

Likely to Sell Out

Chicago's West Side Foodie Ride Bike Tour

Chicago's West Side Foodie Ride Bike Tour

Taste food from around the world on this half-day cycling and tasting tour of Chicago. Follow your biking guide through the Chicago streets, stopping for views of Chicago’s famous architecture as well as bites like Polish pierogis, locally made chocolates, and Mexican tacos.

4 hours
Free Cancellation

Lakefront Segway Tour in Chicago

Lakefront Segway Tour in Chicago

Experience Chicago like never before on small-group Segway tour. Visit popular Grant Park and see famous Buckingham Fountain, with the Windy City skyline as the backdrop. Glide along the lakefront, taking in views of the Field Museum of Natural History, Shedd Aquarium, Soldier Field, Adler Planetarium and beyond. Guided Segway training plus the use of a helmet are included. Dress in weather-appropriate clothes with flat, closed-toe shoes.

1 hour 30 minutes
Free Cancellation

Likely to Sell Out

Chicago Family Food and Bike Tour with Top Attractions

Chicago Family Food and Bike Tour with Top Attractions

See Chicago light up with a 4-hour bicycle tour of the Windy City’s most iconic sights and neighborhoods. Follow your guide along a leisurely route, watch the Buckingham Fountain light show and take in daytime or evening views of Millennium Park and the Museum Campus. Sample culinary classics of Chicago, like deep-dish pizza, a true Chicago hot dog, and a tasty dessert for good measure. As you pedal through downtown streets, capture unforgettable images of Chicago’s magnificent skyline then finish your tour in the heart of the city.

4 hours
Free Cancellation

Likely to Sell Out

Private Chicago Tour with Driver and tour Guide. Hotel pick up included

Private Chicago Tour with Driver and tour Guide. Hotel pick up included

See the best of the Windy City, all in just half a day—and learn the stories behind its best-known sights—on this private tour. In the morning, meet your driver at your Downtown hotel, hop aboard your private vehicle, and set off with a tour guide in tow. You can look forward to seeing sights like Grant Park, Navy Pier, and Buckingham Fountain—and stopping for photo opportunities along the way.

4 hours
Free Cancellation

Price varies by group size

Likely to Sell Out

Chicago Lincoln Park Bike Adventure

Chicago Lincoln Park Bike Adventure

Experience Chicago like never before on this guided, 3-hour bicycle tour. Ride the walking- and cycling-only Chicago Lakefront Trail to and through the city’s beautiful beaches, parks and lagoons. See the coast of Lake Michigan and the breathtaking Chicago skyline, plus bustling Navy Pier, popular North Avenue Beach, the 35-acre Lincoln Park Zoo and Conservatory and much more. The use of a bike and helmet is included.

3 hours
Free Cancellation

Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer

Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer

Take an adventurous half-day journey through the most interesting Chicago neighborhoods with a friendly private guide and see the city from a new perspective riding a bike. Dive into the atmosphere of the city’s movement and combine it with tasting the most delicious and iconic treats of the Chi after whetting your appetite, absorbing the unique beauty of the city. Discover more sights in a shorter time using a bike Get a true taste of the City by the Lake following the tips of a local guide Discover iconic neighborhoods and be entertained with historical insights. Learn about the peculiarities of local cuisine and its origins.

4 hours
Free Cancellation

The Chicago E-Bike Tour

The Chicago E-Bike Tour

Discover the unique flavor of our Absolutely Chicago E-Bike Tour. Experience the city's rich history, stunning architecture, and breathtaking views as you pedal along on our state-of-the-art electric bikes. From iconic landmarks to hidden gems, this unforgettable adventure combines adventure, warmth, and loads of fun. Immerse yourself in the vibrant atmosphere of Milton Olive Park, the wonder of Soldier Field, and capture unforgettable photos at the majestic Buckingham Fountain. With flexible routes and a focus on hidden treasures, our tour offers a truly unique and memorable experience through the heart of Chicago.

3 hours 30 minutes
Free Cancellation

Chicago Adventure Pass: Bike, Kayak and Swim

Chicago Adventure Pass: Bike, Kayak and Swim

The Chicago Outdoor Adventure Pass offers an exhilarating exploration of the city's outdoor attractions. You get 1/2 day (4 hours) bike rental, 2hr kayak rental & 2hr swim. Biking: Enjoy a 20-mile car-free Lakefront Trail ride from Evanston to South Shore Culture Center. Access iconic landmarks like Millennium Park, Grant Park, Buckingham Fountain, and more. Kayaking/SUP: Kayak or paddleboard on Lake Michigan. Ohio Street Beach, with its skyline views, is a prime spot for Instagram-worthy photos. The break wall ensures calm, clear waters, perfect for kayaking and SUP. Don't forget your camera to capture the breathtaking Chicago skyline. Swimming: Get free VIP locker service at Ohio Street Beach, a top-rated Chicago beach. Enjoy a relaxing swim in Lake Michigan without any hassle. Use each part of the pass at your own pace, whether in one day or over 3 days. Immerse yourself in Chicago's natural beauty, recreation, and waterfront views. It's a fantastic way to experience the city!

1 to 3 days
Free Cancellation

Bike Tour in Chicago

Bike Tour in Chicago

Take a spin through the Windy City on a bike tour and discover the most remarkable and world-famous sights. Hit the streets like a local with your guide, dive into the bustling life of the business districts, be welcomed by the soothing green of the parks, and admire the lake scenery as you ride along the shore. The city boasts plenty of attractions and landmarks to discover, so the bike is a perfect way to save time to get there. Visit the most important landmarks of the city following your guide. Enjoy a safe bike trip around the city and get experience mainstream tours can’t offer. Be entertained with historical and cultural insights from your guide. The tour is great for families

3 hours
Free Cancellation

What are people saying about Chicago Lakefront Trail

Lakefront Segway Tour in Chicago

Arlyn_C, Oct 2023

Highly recommended!

Our guide is excellent, mindful of our safety, is informative and accommodating. Definitely recommended, fun activity while visiting downtown Chicago.

Bike Tour of Chicago's Lakefront Neighborhoods

Debbie_L, Nov 2023

November 2023

We went in the morning, the weather was beautiful and guide Vasil was excellent. It was a great experience.

Bike Tour of Chicago's Lakefront Neighborhoods

Helen_W, Oct 2023

Perfect for anyone who likes biking but dislikes navigating through a foreign city

We loved the lakefront tour! Vasil was a great tour guide and he had interesting stories to share. We saw a lot more from Chicago than we would have been able to discover by foot. We loved the ease of just following someone who knows the area. While riding, you can just take in the scenery without worrying about navigating. They know which ways are bike-appropriate and take you on a beautiful tour to spaces you would likely miss otherwise!

Lakefront Segway Tour in Chicago

Deborah_k, Sep 2023

Fun fun fun

The segways were also fun . Ivy was very knowledgeable had an awesome time. Easy to find great views

Bike Tour of Chicago's Lakefront Neighborhoods

Julie_A, Sep 2023

Awesome and a must do

Actually cycling in a city with a confident guide making it all seem easy , Gold Coast was beautiful as was st micheals church .

Lakefront Segway Tour in Chicago

William_K, Sep 2022

Breezing along the lake!

A fun ride covering a huge swath of the the lakeside attractions. A good guide dedicated to safety first. Vincent knew so much about Chicago. You could feel the pride he took in his beautiful city.

Bike Tour of Chicago's Lakefront Neighborhoods

Kasey_F, Aug 2023

A great way to see the city!

York was a great tour guide. I felt safe the entire time riding through the city. I had a blast and can’t wait to do this again one day!

Lakefront Segway Tour in Chicago

Aine_R, Jul 2022

Great day- small group-...

Great day- small group- guide always ensuring our safety. She even helped me with directions back to my hotel.

Lakefront Segway Tour in Chicago

SANDY_V, May 2022

Safety and fun a focus

Out tur guide did great job educating about safety before we started and about Chicago history.,..........,................

Lakefront Segway Tour in Chicago

Misti_A, Jul 2023

Our tour guide was...

Our tour guide was awesome!!!! Cool as sh$5 and very knowledgeable about the city.. she made the trip fun as hell and would definitely recommend if you visit Chicago!!!!

Lakefront Segway Tour in Chicago

Roque_U, Jul 2023

Segway tour

Had a great time sightseeing and not having to walk, we covered a lot of important historical sites in a safe way.

Bike Tour of Chicago's Lakefront Neighborhoods

Jessica_W, May 2023

Do it!

Vas was an awesome guide!! I highly recommend this tour, you will enjoy intimate parts of chicago with lots of history

Frequently Asked Questions

Q:What's the best way to experience Chicago Lakefront Trail ?

A:

The best ways to experience Chicago Lakefront Trail are:

Chicago's Ultimate City Bike Tour
Bike Tour of Chicago's Lakefront Neighborhoods
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
Chicago's West Side Foodie Ride Bike Tour

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