A Different Way to Experience Chicago

The sculpture looms over Millenium Park – a popular spot for al fresco dining |
The sculpture looms over Millenium Park – a popular spot for al fresco dining | | © Jeffrey Isaac Greenberg 2 / Alamy Stock Photo
With so many sky-high sights and so much to do, it can be hard to get a handle on Chicago. These handpicked tours and experiences take you away from the crowds and give you a fresh, hands-on take of Chicago.

Chicago has certain must-dos on every visitor’s checklist: try deep dish, visit Chinatown, learn the history and give a hearty “Oooh!” at the designer skyscrapers. But ticking those off away from teeming crowds and with local, experienced guides is one of the most fun ways to get a fresh look at the city. Don’t just eat deep dish – make one! Why settle for just history or just architecture when your tour can have both – plus bites! Discover secrets and go behind the velvet curtain (sometimes literally, at the Chicago Theatre) to get truly unforgettable insights into the real Chicago.

ActivitiesLearn to Make Chicago Deep-Dish Pizza with a Local
From $49 per person
3 hours
5 (2)
Level up your culinary skills and take the tastes of Chicago home with you after a 3-hour small group cooking class. From crust to core, learn the secrets of preparing deep dish pizza - Chicago's signature dish - under the careful guidance of your host Kristina. Once your handmade pizza is out of the oven, tuck in and wash it down with a local PBR beer.

Experience highlights:
• Learn how to make a classic deep dish pizza
• Get a personalized experience in a small group
• This class is located in Chicago’s beautiful neighborhood of Albany Park and is suitable for all skill levels
• Complimentary PBR beer with your dinner
*Eatwith is the world’s largest community for culinary experiences with locals. Enjoy local food and browse dinner parties, cooking classes and more in beautiful homes and exclusive venues.
ToursSmall-Group Chicago Food Tour: Chinatown
From $80 per person
3 hours
5 (7)
Sample traditional Chinese flavors on this three-hour walking tour through one of the oldest Chinatown neighborhoods in America. Your local guide navigates you through the winding roads to find the best in Hong Kong style, Szechuan style, Mandarin style and more! All tastings are included in the price, and you will undoubtedly eat enough to fill you up for lunch. Price includes tastings at five different restaurants. Enjoy personal attention from your guide on this small-group tour, limited to 12 people.
ToursChicago Loop Secret Food Tour
From $193 per person
3 hours
4.9 (14)
Join this 3-hour tour of Chicago’s food scene, and see what sets this friendly Midwestern metropolis apart. On this 12-person-maximum walking tour of the ‘Chicago Loop’, a local guide will share with you some hidden gems and great stories about the city. Taste where the world-famous dipped Italian beef sandwich was invented, try some of the best deep dish Chicago pizza. Be shown how important the immigrants that built this town are to the food scene.

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ToursBikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
From $80 per person
4 hours
4.9 (77)
Taste all of Chicago’s classic eats on this four-hour guided bicycle tour! Join the expert tour guides of Bobby’s Bike Hike, America’s longest-running city bicycle tour company, on this exciting and informative adventure. The journey is 14 miles in total (traversed at a nice leisurely pace) and includes a slice of deep dish pizza, a gourmet brownie (did you know, Chicago invented the brownie), a Chicago-style hot dog, and a few samples of Chicago’s legendary craft beer! Between food and beverage stops, you’ll get to drink in the sights of Chicago’s beautiful north side neighborhoods, including the historic Wrigleyville district, home to our intrepid Chicago Cubs baseball team (and their fiercely loyal fans). Then you’ll get a chance to cruise the Lakefront Trail, one of the most popular waterfront bike paths in the country. Don’t miss out on this rip-roaring good time! You’ll leave with a profound understanding of our town, even if you only came for the beer.
ToursChicago in a Day: Food, History and Architecture Combo Tour
From $102 per person
5 hours
4.9 (18)
Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some of the city’s greatest hits: incredible architecture both old and new, delicious local treats and iconic Chicago dishes, a uniquely Chicago transit ride, stunning river views and much more!

Marvel at the stunning Chicago skyline and discover why Chicago’s architecture is among the best in the world

Get around The Loop like a local: at street level, underground, elevated rails or perhaps even on the water

Enjoy a couple of classic made-in-Chicago snacks like Chicago-style popcorn and homemade chocolate

Get a taste for Chicago’s most famous food in one of the city’s most historic neighborhoods

Discover why locals have so much passion for their Chicago-style classics
ToursChicago Theatre Marquee Behind-the-Scenes Tour
From $18 per person
1 hour
4.2 (6)
Go on a history-filled journey, from the inception of this majestic venue in 1921, all the way to its present-day incarnation as a premiere entertainment venue. The Marquee Tour encompasses historical and architectural highlights of the building, including the grand lobby, sweeping staircase and majestic auditorium. Tour guests have the chance to stand on the famous Chicago Theatre stage, plus view artist signatures on the dressing room walls, including Frank Sinatra, Dean Martin, Dolly Parton and so many more!
**Please note, some areas of the theatre may be restricted based on performance schedules.