15 Best Bike Tours In Chicago

Bike Tours, Chicago, Cycling Tours, Food & Culinary Tours, Tour Reviews, Tours

Bikes, Bites & Views: Chicago’s Signature Dishes Bike Tour-Adults

/ June 4, 2026

1.Bikes, Bites & Views: Chicago’s Signature Dishes Bike Tour-Adults

Ride 13 miles through Chicago on day or night routes, stopping for deep-dish pizza, Chicago dogs, sweets, and optional beer.

Bike Tour of Chicago’s Lakefront Neighborhoods

/ June 4, 2026

2.Bike Tour of Chicago’s Lakefront Neighborhoods

Pedal Chicago lakefront neighborhoods on a 3-hour small-group bike tour with bikes and helmets included, plus free zoo and beach stops.

★ 5.0

“Gabe did a great job explaining the highlights of the bike tour. The views of the city were amazing! Great seeing some of the neighborhoods. Highly recommend!”

241 reviews3 hours (approx.)From $59.00by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago’s Ultimate City Bike Tour

/ June 4, 2026

3.Chicago’s Ultimate City Bike Tour

A 3-hour Chicago bike tour for $59, riding mostly bike paths along Lake Michigan and major museums, with time for photos and stories.

★ 5.0

“Dan was great! He safely guided us through the Chicago masses as the triathlon was happening and provided an overall amazing experience. We went to all the major spots downtown and he showed us amazing views of the city’s skyline! Was also super informative as he talked about the architecture, the Chicago flag and lots…”

233 reviews3 hours (approx.)From $59.00by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago: Bikes, Bites, and Views Biking Tour – Adults

/ June 4, 2026

4.Chicago: Bikes, Bites, and Views Biking Tour – Adults

Bike Chicago’s neighborhoods for pizza, hot dogs, brownies and beer. Day ride to Wrigley Field; night show at Buckingham Fountain light show.

★ 4.9

“Dan was great!! He told us interesting facts about the places that we rode past. Dan took great care to ensure our safety during the ride. The stops at the bars and restaurants were perfect for a little rest but not so long that our muscles cooled down. This is a tour everyone who likes…”

141 reviews4.5 hoursFrom $89by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago: Classic Food Walking Tour with Bike or Kayak Rental

/ June 4, 2026

5.Chicago: Classic Food Walking Tour with Bike or Kayak Rental

3-hour guided Chicago classic food walk with deep-dish pizza, hot dogs, Italian beef, brownies, plus free 2-hour bike or kayak rental.

★ 4.8

“Great experience, loved our guide, Gabe! Great way to enjoy a few hours, you won't regret it.”

135 reviewsFrom $80by Bobby's Bike Hike-Chicago Bike, Walking and Food Tours & Bike/Kayak Rental

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Chicago: Lakefront Neighborhoods Bike Tour

/ June 4, 2026

6.Chicago: Lakefront Neighborhoods Bike Tour

Ride Chicago’s lakefront neighborhoods in 3 hours: Lincoln Park Zoo, Old Town, Gold Coast mansions, and beach views with a local guide.

★ 4.9

“Nick was great. Perfect mix of biking and history.”

123 reviews3 hoursFrom $59by Bobby's Bike, Hike & Food Tours - Chicago

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Bike Tours, Chicago, Cycling Tours, Food, Food & Culinary Tours, Tour Reviews, Tours

Chicago’s West Side Foodie Ride Bike Tour

/ June 4, 2026

7.Chicago’s West Side Foodie Ride Bike Tour

Ride Chicago’s West Side by bike and eat a lunch’s worth of tastings in small-group neighborhoods like Wicker Park and Ukrainian Village.

★ 5.0

“Amazing tour guide. Lovely bike ride. Great good. Lou was a really good tour guide and knows a lot about Chicago.”

112 reviews4 hours (approx.)From $99.00by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago Family Food and Bike Tour with Top Attractions

/ June 4, 2026

8.Chicago Family Food and Bike Tour with Top Attractions

A 4-hour Chicago bike-and-food tour hitting the lakefront, parks, riverwalk, Navy Pier, and classic tastings like deep-dish pizza.

★ 5.0

“Absolutely great! Got to see so much of the city and learned a lot as well! Ria was a great tour guide! Highly recommend!”

98 reviews4 hours (approx.)From $79.00by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago Full Day Bike Rental

/ June 7, 2026

9.Chicago Full Day Bike Rental

Rent a bike for a full day in Chicago and chart your own route along the Lakefront Trail to Navy Pier, parks, museums, and Wrigley Field.

★ 5.0

“Consiglio vivamente di fare l’esperienza in bici lungo la pista ciclabile del lago. Un metodo per vedere tanto in poco tempo. Abbiamo sfruttato appieno la giornata, grazie alle bici. I nostri figli 14 e 12 anni felicissimi. Visitato tutti i parchi lungo il lago senza grossi sforzi.”

49 reviews1 day (approx.)From $29.99by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago: Ultimate City Attractions Bike Tour

/ June 7, 2026

10.Chicago: Ultimate City Attractions Bike Tour

Bike Chicago in 3 hours from $59: lakefront skyline, Millennium Park sculptures, Museum Campus and Buckingham Fountain with a guide.

★ 4.9

“A great and amazing bike tour!! A super nice guide. Thanks you so much! :)”

48 reviews3 hoursFrom $59by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago: Full-Day or Half-Day Bike Rental

/ June 14, 2026

11.Chicago: Full-Day or Half-Day Bike Rental

Rent a bike in Chicago’s Lakefront area and pedal your own route along Lake Michigan, parks, museums, and iconic neighborhoods.

★ 4.4

“Tutto molto bello. Peccato che l’orario di chiusura è alle 18:30 e non alle 20:00 come indicato nella descrizione.”

22 reviews1 dayFrom $23by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago: Westside Food Tasting Bike Tour with Guide

/ June 17, 2026

12.Chicago: Westside Food Tasting Bike Tour with Guide

Taste Polish pierogis, tacos, burgers and more on a Chicago West Side bike tour, riding the 606 and Lakefront Trail.

★ 4.8

“Great guide (Lew). The food at the stops where ok at most. I have done food tours all over the world and this was among the worst. Would have liked less biking and more information. (Although biking was fun and safe). Only 4 stops in entire city.”

16 reviews4 hoursFrom $99by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago Lakefront Electric Bike Tour

/ June 17, 2026

13.Chicago Lakefront Electric Bike Tour

Ride Chicago’s lakefront on an electric bike with a private guide and quick photo stops at Navy Pier, Field Museum, Adler, and Buckingham Fountain.

★ 4.5

“Anthony was a wonderful guide! We had limited time for sightseeing, so this was the perfect tour to see the lake front highlights. The bikes were comfortable, easy to use, and cute!”

16 reviews45 minutes to 1 hour (approx.)From $69.34by Chicago E-Bikes

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