Chicago Food Bike Tours: Deep Dish, Hot Dogs and the West Side by Bike

A food bike tour spends the calories it sells. You ride between stops, and each stop is a plate. Bobby’s Bike Hike runs Chicago’s food bike tours: a classic, a West Side tasting and a family version. The classic and the West Side tour leave from the same headquarters^1,3. For tours without food, see Bike Tours.

The three tours

Tour	Length	Departures	From
Bikes, Bites & Views	About 4.5 hours, 13 miles1	11:30am and 5:30pm daily2	$79.992
Westside Foodie Ride	4 hours, 12 miles3	Noon, Friday to Sunday3	$89.992
Family & Food	4 hours, 9 miles4	11am and 4:30pm daily4	$69.992

All food samples are included in the ticket price, with some upgrades on offer². The Bikes, Bites & Views and Westside tours start at 540 N. Lake Shore Drive^1,3. The prices are the operator’s published starting prices, seen October 19, 2026².

Bikes, Bites & Views

This is the signature tour. It samples from what Bobby’s calls Chicago’s four favorite food groups: pizza, hot dogs, brownies and beer, with the beer reserved for the VIP add-on¹. Both departures include deep-dish pizza, Chicago hot dogs, other local samples and dessert¹.

The day tour rides the North Side: the Gold Coast, Old Town, Lincoln Park, Lakeview, Wrigleyville and the lakefront¹. The evening tour covers the same foods but stays downtown, through the Gold Coast, River North, the Riverwalk, Millennium Park and Buckingham Fountain¹.

The ride finishes back at headquarters after about four and a half hours and 13 miles¹. Expect it to run 15 to 30 minutes either side of schedule¹. Riders must be 16 or older¹. Adults 21 and over can add craft beer tastings for $19.99 per person; bring ID¹. The e-bike upgrade costs $29.99¹.

What you eat, and why

Deep-dish pizza was invented at Pizzeria Uno in Chicago, founded by Ike Sewell and Richard Riccardo in 1943⁵. The Chicago dog is an all-beef frankfurter on a poppy seed bun with yellow mustard, onion, relish, a pickle spear, tomato, sport peppers and celery salt⁶. Vienna Beef’s canonical recipe omits ketchup⁶. The full assembly is said to be dragged through the garden, for its vegetables⁶.

Westside Foodie Ride

The tour runs through neighborhoods west of downtown and tells the city’s immigrant history through food³. It is the adult tour: riders must be 21 or older³. The listed length is 12 miles and four hours³.

The stops run in order:

1. Fulton Market, for Roman al taglio-style pizza³.
2. Ukrainian Village, for three different Polish pierogi³. The neighborhood lies between Division Street and Grand Avenue, with Western Avenue on its west edge⁷.
3. Wicker Park, for a taco recently ranked among the 50 best tacos in America³.
4. Bucktown, for a stop at Maison Parisienne³.
5. Old Town, for a chocolatier’s drinking chocolate³.

The route returns along the lakefront³. A VIP alcohol pairing costs $9.99, and the e-bike upgrade $29.99³. Bring a bottle of water, because not every restaurant serves it³. The tour runs snow, rain or shine³.

Family & Food

The Family & Food tour is easy, covers 9 miles in four hours and takes riders from age 1⁴. It serves a Chicago-style hot dog, deep-dish pizza and dessert⁴. The family bike tour guide covers the child equipment and the route in full.

On foot instead

Bobby’s also runs walking food tours. The Chicago Favorites Walking & Food Tour takes three hours, with departures at 11:30am and 5:30pm daily, from $74.99². The Chinatown Food & Culture Walking Tour is three hours from $79.99².

Before you book

• Bring ID. Adults 21 and over need it for beer; the West Side tour asks everyone to bring ID^1,3.
• Tell them about diets. Vegetarian options are available, but restricted diets or changes to the menu can add cost¹.
• Arrive 15 minutes early¹.
• Choose the evening departure to stay downtown. The 5:30pm Bikes, Bites & Views keeps to the city attractions¹. For a ride built around the dark, see the night bike tour guide.

Compare these against every other ride on the Chicago bike tours page, or read about the neighborhood bike tours.