Chicago Favorites Ultimate Food and Walking Tour

The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods & top attractions—all in one tour. Stroll the beautiful streets of downtown & taste the Windy City’s favorite eats on this iconic Chicago Food Tour! Bobby’s Bike Hike & Food Tours, whose food tours rank Top 10 in America(USA Today) & Top 20 worldwide(Tripadvisor), offers this ultimate walking & food experience featuring the hard-working, salt-of-the-earth classics Chicago made famous: a slice of deepdish pizza, a Chicago-style hot dog, Italian beef, popcorn & dessert. Bobby’s expert guides lead you through downtown’s most iconic landmarks—Millennium Park, State St, Chicago Theatre, Riverwalk, Michigan Ave, & Wrigley Building—while sharing tales from Chicago’s rich, food-loving history. It’s one of the tastiest Things to Do in Chicago! Enjoy your tour & get a BONUS 2-hour FREE bike or kayak rental gift card per ticket. Cruise the Lakefront Bike Trail or paddle Lake Michigan for extra fun!

From: $0.00

Location: Chicago

What's Included

Deep Dish Pizza slice: Thick, hot, cheesy, saucy, and baked to perfection!
Taste 5 Chicago classics—deep-dish pizza, Italian beef, hotdog, popcorn & treat—full meal included!
Garrett’s Popcorn Chicago sample mix—sweet-salty, cheesy-caramel bliss in every crunchy bite.
Italian Beef Sandwich sample—slow-roasted beef, rich au jus, classic peppers, pure Chicago.
Receive insider tips on must-see attractions, activities, and culinary delights for your stay
See iconic Chicago architecture—from historic gems to modern marvels—while tasting city classics.
Led by a local English-speaking guide who’s passionate about Chicago’s eats, streets, & stories!
Indulge in the original brownie—rich, fudgy, and born in Chicago. AM only. Gelato served on PM Tours
Enjoy a Free 2-hour Bike Rental or Kayak Rental as an added bonus (weather permitting)
Full Chicago-style hot dog with mustard, relish, onions, pickle, peppers—no ketchup allowed!

Community Discussion

Q&A

Q: Is there an age limit for this food tour in Chicago?

A: There's no strict age limit for the tour, so everyone is welcome! However, it's designed with teens and adults in mind since some of the food may not appeal to younger kids. That being said, younger kids can definitely enjoy the pizza and hot dogs! Just keep in mind you'll be walking quite a bit, so consider how your little ones might handle that.

Q: What if it rains on the day of our food tour?

A: The tour runs rain or shine, but if there's severe weather, they might reschedule. It’s best to check in with Bobby's Bike Hike directly if you're worried about the forecast. Just wear comfortable shoes and maybe bring an umbrella! You'll be walking a lot but it's still totally doable in light rain.

Q: What should I wear for the food tour?

A: Comfort is key! You’ll be walking a lot, so wear comfy shoes. Dress for the weather—layers are great since it can get a bit chilly in the evening. I also recommend bringing a light jacket just in case. Don’t forget your appetite; you’ll be tasting quite a bit of food!

Discussions

Just booked the Chicago Favorites Food Tour as a gift!

I’m super excited! I got this for my brother and his girlfriend when they visit Chicago next month. They’re total foodies, and I think they’ll love trying deep-dish pizza and the Italian beef sandwich. Plus, I heard the guides are really knowledgeable and fun! Anyone got tips on what else they should check out while they’re there?

Amazing food tour experience in Chicago!

I did the Chicago Favorites Ultimate Food Tour last week and it was awesome! The deep-dish pizza was to die for, and the guide shared some cool history about the city. The Italian beef was my fave though! I even got a bike rental after—biking along the lakefront was a blast. Highly recommend for anyone visiting Chicago!