(312) 932-0800Gift Cards
Tour Calendar
Attn: History Buffs!

Buildings and Bites

The Chicago Loop’s coolest buildings & best nosh.
per adult

Take a stroll through the heart of Chicago on our signature walk & gawk tour of the Second City’s most iconic architecture. Start out at the stylish Monadnock Building, then make your way through the historic Loop, home to the city’s most impressive skyscrapers and breathtaking art deco lobbies. Hear the stories of the architectural pioneers like Frank Lloyd Wright and Mies Van de Rohe, the geniuses who defined Chicago’s style throughout the 20th century.


This downtown Chicago building tour concludes with a delicious light lunch at Depot 226 and a sweet dessert treat in the shadow of the Willis Tower.


$65 Adult
$50 Adolescent
Free Child

Length: 3 hours
Distance: 0.6 miles (Suitable for all ages and fitness levels.)
Led by a fun, expert guide.

Dress for the weather! We go rain, shine, or snow.
Washrooms available during the experience.

Vegetarian Options

To enjoy a vegetarian-friendly tasting, you must notify us during the online booking process. Sorry, but we can’t accommodate other food allergies or dietary preferences on public tours.


Art Deco, Frank Lloyd Wright, and the world’s first skyscrapers.
  • Start at the Monadnock Building: Begin your journey at one of Chicago's architectural marvels, showcasing its unique style and historical significance.
  • Explore Iconic Skyscrapers: Tour the Chicago Loop, home to some of the world's first skyscrapers, and learn about the architects who made Chicago the city of architectural wonders.
  • Discover Art Deco Interiors: Step inside stunning lobbies and rooms inspired by art deco design, offering a glimpse into the city's rich artistic heritage.
  • Hear Historical Anecdotes: Learn fascinating stories about Chicago’s rebirth after the Great Fire and the visionaries like Frank Lloyd Wright who shaped the urban landscape.
  • Enjoy Local Cuisine: End the tour with a light lunch at Depot 226 followed by a sweet treat near Willis Tower.

Frequently Asked Questions

Chicago’s secret history lives in plain sight: its architecture.

Absolutely! More than half of our guests are local to the Chicagoland area, and they always say the same thing: “I learned so much about Chicago’s history and restaurant scene that I didn’t know!” Locals who come on our tours will find their new favorite date night spot, and can impress their visiting friends with all their Chicago “insider” knowledge.

Yeah, we hate that, too. And, no, no umbrellas or bullhorns. Our guides feel more like part of the group. They’re friendly without being annoying, and they don’t just recite a script. We hire people who love this city, and we train them extensively to make their job look effortless. No cringey tourist stuff, we promise.

No need to make reservations for after the tour. You’ll enjoy the equivalent of a full meal or more on our food tours.

Rain or shine, you gotta eat! Unless the weather looks like it’ll threaten the safety of our guests or guides, the tours will run in most conditions. If it’s too wet or cold, we’ll just spend more time indoors at our restaurant partners.

If you let us know during the booking process/checkout of your tour, we CAN provide vegetarian-friendly tasting, but we CANNOT offer alternatives or substitutions for any other allergies (including lactose intolerant) or dietary restrictions (including vegan and gluten free). Vegetarian-friendly options must be requested in advance during the ticket purchase process.

Lock in your spot.

per adult
This tour regularly sells out!
Check Availability
Flexible Cancellation Policy
Cancel up to 72 hours in advance for a full refund.
Learn More
Private Tours Available
Your private Chicago food tour, handled with care. From planning to execution, we make sure everyone has a blast.
Start PlanningCall (312) 932-0800

Chicago’s buildings tell the city’s story best.

Chicago has always been a proving ground for design. From the pioneering designs of the Chicago School of Architecture to the cutting-edge skyscrapers that served as prototypes for world-famous architects of the last 100 years, Chicago’s architecture tells a story of resilience, innovation, and the melting pot of cultures that have shaped this great city.


I love the way this tour explores how each era’s architecture reflects shifts in society and technology, much like how our culinary scene has been influenced by waves of immigration, each adding a new flavor to the city's palate. It’s a parallel story of progress and persistence at the center of both architectural and culinary innovation.


Check Availability

Theresa Nemetz
Owner, Chicago Food & City Tours

A perfect introduction to historic downtown Chicago.

Private Experiences

Your private Chicago food tour, handled with care. From planning to execution, we make sure everyone has a blast.
From $65
3 hours
Check Availability