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  • A bike tour riding past Chicago landmarks
  • Hot Italian Beef Sandwich on Chicago Food Tour
  • A Chicago bike tour in front of Buckingham Fountain
  • A Chicago style hot dog found on our food tours of Chicago
  • A Chicago Bike tour on the lakefront trail

Chicago Bikes, Food & Fun

Chicago’s Family Food & Bike Tour with Top Attractions

This could very well be the best food tour on the planet. Why? Nothing beats the freedom of a bicycle to explore so many unique parts of Chicago. While we love our walking and food tours to get into the nooks and crannies of the City, a bicycle allows us the freedom to explore so many parts of the City, and sample delicious treats as we go. This tour combines the Ultimate Chicago Bike tour route but includes food as well. The stops are perfectly timed so that all ages and fitness levels will enjoy. So bring the family! We even offer a VIP craft beer upgrade on this tour, so that you can really get into that vacay mode! We’ll be sampling from each of Chicago’s well known and unique foods, including deep dish pizza, a true Chicago hot dog, italian beef, and a dessert for good measure. Consider a VIP upgrade to enjoy a locally crafted beer pairing at three of the food stops. You’ll learn the history behind the foods that made Chicago famous and also get a taste for some of Chicago’s most popular downtown districts as we cruise through Millennium Park, Grant Park (Buckingham Fountain), Museum Campus, the Chicago Riverwalk, and along the lakefront. Come taste the best of Chicago’s staple foods while exploring more and having a blast on two wheels! All food samples included in ticket price. Day available.

What To Expect

Deep-dish pizza is one of Chicago’s most famous recipes, and lures pizza enthusiasts from all over the world. Learn the history of this epic pie and taste some of the best for yourself!

The Gold Coast neighborhood is known for its leafy upscale real estate, as well as its high-end dining and shopping. Check out this area and see the historic Gibson’s steakhouse, the original Playboy mansion, and the home of former Chicago bull, Dwyane Wade.

Located at the northwest corner of larger Grant Park, Millennium Park is home to Chicago’s most beloved works of public art, including Cloud Gate, The Crown Fountain, and the Pritzker Pavilion.

An Italian beef sandwich, originating in Chicago, composed of thin slices of seasoned roast beef, simmered and served au jus on a long Italian-style roll. Ours will be topped with sweet green Italian peppers. The sandwich’s history dates back to the 1930s.

Marvel at the breathtaking design and natural beauty of the brand new Chicago Riverwalk.

When the Buckingham Fountain was built in 1927, it was the largest fountain in the world. Now the centerpiece of Chicago’s famous Grant Park, the fountain attracts crowds from all over the world to see its stunning light and water shows.

The Chicago-style hot dog is unlike any sausage creation you’ve had before—all beef frank, mustard, tomato, pickle, relish, onion, sport pepper, celery salt… But never ketchup! Have one and change the way you eat this ballpark favorite.

Chicago is making a name for itself as an American craft beer capital. We’re home to some of America’s favorite breweries, with new microbreweries appearing every year. Taste some of the most refined and refreshing pours as you learn about Chicago’s rich brewing history. Guests who are over 21 can add-on the VIP Craft Beer Package for only $19.75, which includes three 9oz pours of our favorite local brews.

The 18-mile Lakefront Trail has been contributing to Chicago’s cycle success since 1963. The paved path provides walkers, runners, and bicyclists with a safe and fun way to travel along the Lake Michigan, for both recreation and commuting.

On summer weekends, Oak Street Beach is packed with the blankets and swim gear of up to 300,000 Chicagoans. Pop-up bars, volleyball nets, and easy-access to downtown make this one of Chicago’s finest sandy spots.

Head Off on Chicago’s Family Food & Bike Tour with Bobby’s Bike Hike

Is your mouth watering at the thought of trying all these incredible bites? We promise you will love this Chicago food and bike tour. It’s the best food tour of Chicago as well as the most unique, since you bike to each location. Here are a few other excellent reasons to sign up for our day or evening tour:

  • You don’t have to be an expert biker to go: As long as you can ride a bike at a moderate pace, you can keep up with our tour.
  • You will learn something: Even Chicago residents often sign up for our tours because they want to know more about the place they call home.
  • You become part of the action: If you like to be active and engaged when touring a city, a bike tour is a perfect fit for your personality.

Plus, when you go on a tour with us, you get the opportunity to sample not just Chicago’s best food, but also its most desirable. If you try to get into these restaurants yourself, you may face a wait. On our tour, not only do you get to sample the food, but you may even get some off-menu items the chef decides to toss in there for fun. If you love food, that’s an opportunity you cannot pass up.

We love giving tours because it’s fun and because people really enjoy them. We think you will, too. Contact us today to book your family friendly food tour of Chicago, by bike, and get ready to have one spectacular time on one of the best Chicago food tours.

A Chicago style hot dog on a food tour of ChicagoGroup on Bike Tour of Chicago
Cloud Gate, or The Bean, in Millenium Park of ChicagoA cheesy slice of Chicago style deep dish pizza being served.
The Chicago theater marquee.A tour group sampling classic Chicago fare at a table during a Chicago food tour.
A hot Italian beef sandwich on a food tour of ChicagoA view of boats and the Chicago riverwalk

Our Vendors

Lou Malnati’s Pizzeria has been a Chicagoland favorite since 1971, and was voted Best Pizza by Chicago Magazine’s Readers Choice in 2017.

Located directly below the world-famous “Cloud Gate,” Park Grill serves upscale American food and delicious beverages to Millennium Park visitors every day of the week. Enjoy a cozy of view of the McCormick Ice Rink skaters in the winter, and vibrant patio people watching in the summer!

Located in the heart of the Chicago Riverwalk, Chicago Kernel serves up gourmet Chicago-mix popcorn – setting higher standards for taste, quality and customer service. Locals often refer to Chicago Kernel as “The City’s Best Kept Secret.”

Specializing in Italian Beef and thin crust pizzas, Bongiorno’s is a family run business and takes pride in providing you with the best home cooked Italian food and service in Chicago. There many awards from the Hungry Hound, Chicago Magazine, and TripAdvisor speak well for their work.

What Our Customers Are Saying”Can’t say enough great things about this tour! What a wonderful way to see the city & enjoy Chicago’s finest foods. I’d recommend this tour to anyone who wants to explore the city in a more active way.”

– Courtney W Nashville, TN

Chicago Family Food & Bike Tour (with Top Attractions)

Duration: 4 hours
Length: 9mi / 14km
Level: Easy
Schedule: 11:00am & 4:30pm Daily
Age: 1+

(Discount Online Rate includes Bike, Food & Water)

Price: Fri-Sun Mon-Thurs
Adults(Ages: 12+) $69.99 $65.99
Youth (Ages 4-11) $59.99 $55.99
Infant(under 4 – if no extra food required) $10.99 $9.99
Squad Price (Private Groups up to 9 people) $649.99 $649.99
Electric Bike Upgrade $19.99
VIP Craft Beer Upgrade $19.99

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