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
Dress for the weather! We go rain, shine, or snow.
Washrooms available during the experience.
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.
If you need to cancel your reservation and provide us 72 hours or more notice when doing so, you will receive a full refund. Any cancellations requested with less than 72 hours notice will not be refunded unless you added the Tour Ticket Insurance option for $2 per ticket during the check-out process. No-shows will be charged the full price unless they had taken out the tour insurance option.
In the event that you must cancel less than 72 hours prior to the tour date/start time, and did not have Tour Ticket Insurance, no refund will be provided.
Customers will also receive a full refund or credit in case of operator cancellation due to weather or other unforeseen circumstances. Contact us by phone to cancel or inquire about a cancellation.