When it comes to iconic American food cities, Chicago is always at the top of the list.
And there’s no better way to taste your way through its deep-dish traditions and neighborhood specialties than by joining the Chicago Favorites Ultimate Food and Walking Tour.
This immersive experience lets you sample the most legendary bites, explore the heart of the city, and hear the stories behind the Windy City’s most beloved eats.
Whether you’re visiting Chicago for the first time or you’ve lived here for years, this tour offers a unique way to connect with the city’s rich food history and discover the best Chicago eats—one flavor-packed stop at a time.
What is a Food Tour?
A food tour is more than just a chance to eat—it’s an interactive, guided experience that combines local cuisine, culture, and storytelling.
On the Chicago Favorites Ultimate Food and Walking Tour, you’ll explore a vibrant part of the city on foot, stopping at some of the most famous (and hidden gem) eateries to sample Chicago’s best bites.
What’s Included:
- A guided walking tour through iconic Chicago neighborhoods.
- Multiple tastings from classic local establishments.
- Engaging stories about Chicago’s food scene and history.
- Local recommendations and insights from a friendly guide.
Types of Food Tours:
- Walking tours like this one, great for neighborhood immersion.
- Bus/van tours that span multiple parts of the city.
- Progressive dinner tours that build a meal over several stops.
- Market tours inside food halls and farmers’ markets.
- Chef-led tours offering exclusive tastings and behind-the-scenes access.
What Makes This Food Tour Special?
Local Dishes & Iconic Eats
You’ll taste a lineup of legendary Windy City favorites, such as:
🌶️ Deep-dish pizza straight from a Chicago classic
🌶️ Chicago-style hot dogs loaded with all the fixings (no ketchup allowed!)
🌶️ Italian beef sandwiches dipped in jus
🌶️ Garrett’s famous popcorn mix
🌶️ Sweet treats from a local donut shop or bakery
🌶️ Optional local beer or soda pairings
Neighborhoods Explored
The tour typically explores the vibrant streets of River North and the Magnificent Mile, offering the perfect balance of iconic restaurants and off-the-beaten-path finds.
You might also get a taste of:
- Streeterville with its skyline views and upscale bites
- Downtown Loop, packed with culture, architecture, and old-school food legends
Unique Highlights
⭐️ Learn from guides who live and breathe the Chicago food scene
⭐️ Visit a mix of well-known spots and hidden gems
⭐️ Snap photos of Chicago landmarks between bites
⭐️ Hear fun facts, folklore, and food history that bring the city to life
👉 Reserve your spot here:
Chicago Favorites Ultimate Food and Walking Tour on Tripadvisor
How Much Do Food Tours Cost?
Most Chicago food tours cost between $60 and $95 per person, depending on the length and inclusions.
This tour falls right in that range and typically includes:
- Multiple tastings that easily add up to a full meal
- A knowledgeable local guide
- An engaging walk through key neighborhoods
Optional upgrades might include:
- Beverage pairings (craft beer or soda)
- Private tours for groups or special occasions
- Longer VIP versions with extra stops
🔗 Check live pricing, reviews, and availability here on Tripadvisor
How Long is the Tour?
🕒 Typical Duration: 2.5 to 3 hours
🕒 Shorter Versions: 1.5 to 2 hours for express tours
🕒 Extended Experiences: Half-day private tours also available
The walking distance covers about 1.5 to 2 miles, moving at a laid-back pace with plenty of stops to eat and chat.
Notify the operator ahead of time if you have dietary needs—they’re happy to accommodate when possible.
Do You Need to Book in Advance?
Yes, it’s best to book in advance.
This is one of the most popular Favorites culinary tours in Chicago, and spots often fill quickly—especially on weekends or during peak seasons.
Most bookings come with free cancellation up to 24 hours before your tour. Always confirm policies on Viator when you book.
👉 Reserve your tour here:
Chicago Favorites Ultimate Food and Walking Tour on Tripadvisor
What Should You Bring?
- Comfortable walking shoes
- A big appetite
- Weather-appropriate clothing
- A phone or camera for food and skyline pics
- A water bottle and small bag, if needed
How to Choose the Best Food Tour
✅ Expert local guides
✅ Tasting variety
✅ Small group size
✅ Focused neighborhood exploration
✅ Reviews & ratings
✅ Real value for the cost
Local Tips & Hidden Gems
- Discover local spots and old-school delis that tourists often miss
- Get tips on where to find the best deep-dish, even beyond the usual suspects
- Learn about the history of Maxwell Street, jazz, and Chicago-style everything
- Find out which food halls, rooftop bars, and late-night eats are worth revisiting
- Your guide might share seasonal faves or food festivals to check out
What to Expect on a Food Tour
- A casual, small-group experience
- Multiple tastings that replace a full meal
- Local stories and history woven into each stop
- Time to explore, eat, and enjoy
- A full belly and lots of local knowledge
How to Prepare for a Food Tour
- Come hungry
- Wear comfortable shoes
- Dress for the weather
- Let your guide know if you have dietary restrictions
- Bring a water bottle and camera
Frequently Asked Questions About the Chicago Favorites Ultimate Food and Walking Tour
✅ Is it good for families?
Yes, it’s family-friendly.
✅ How much walking is there?
About 1.5 to 2 miles.
✅ Can dietary needs be accommodated?
Yes, with advance notice.
✅ What if it rains?
Tours run rain or shine—bring an umbrella!
✅ Are drinks included?
Some, or available as add-ons.
✅ Are tips required?
Not required, but appreciated.
✅ Do I need to bring anything?
Just walking shoes and an appetite.
✅ Where does it start?
Typically in River North or the Loop.
✅ Can I book a private tour?
Yes, private options are available.
Ready to take a bite out of Chicago’s best food?
👉 Book your spot now on Tripadvisor