CHICAGO HISTORY TOURS
Every trip has one free morning too few. These 7 chicago history tours justify the slot, priced and timed so the decision takes minutes.
Taste deep-dish pizza, hot dogs, Italian beef, and Chicago architecture on a small-group walking tour through the Loop and River North.
“Well paced with a lot of sights, info and food packed in the short time frame. I have some knowledge about Chicago and our guide, Dave, was accurate and well researched.”
Explore Chicago’s Field Museum with Sue, Maximo, ancient cultures, and optional VIP access. Compare ticket choices, timing, crowds, and value.
“Fantastic! Didn’t enjoy the food at the food court. But the museum was fantastic! We could have spent days in it.”
Explore Chicago’s Field Museum for $29, from SUE the T. Rex and Egyptian mummies to gems, dinosaurs, and ancient Americas exhibits.
“Must do when in Chicago. The museum is brilliant and especially the stuff really helpful and knowledgeable with any questions we had”
Explore Chicago’s landmark buildings, Art Deco interiors, and Loop history on a small-group walking tour with a certified guide.
“Rainy day so my son and I debated going. Glad we participated as the docent Beth was excellent. Knowledgeable, interesting and responsive to our questions. Fascinating blend of design and Chicago history.”
Explore Chicago’s architecture, Prohibition past, Pedway, Riverwalk, and classic foods on a small-group tour with three hearty tastings.
“What an incredible tour. I take city and food tours frequently. Europe, Latin America,... and this was one of the very best because of Dave. He's funny, engaging, super informed, helpful, and a great, GREAT, guide. Well planned, and executed, we enjoyed it thoroughly. From a guest who knows about city tours... TAKE THIS ONE.”
Cruise Chicago at twilight for mob tales, ghost stories, skyline views, and dark history, with drinks available onboard for $45.
See 50-plus Chicago skyscrapers from a small historic yacht, with expert architecture commentary, drinks, snacks, and river-level views.
“We enjoyed the smaller feel of this tour vs others that have hundreds of people, but we had a hard time hearing the guide. We were at the front of the boat and between the people around us talking nonstop and the low volume of the speaker, we only heard about half of the tour. This wasn’t the guide’s fault, he was humorous and knowledgeable, but it did affect how much we learned while on the cruise. I also highly recommend arriving very early. Instructions said come 15 mins early and we got there 30 mins early to be safe, and almost every single seat was already taken. Overall, I…”
Pick a century, a country or a city.
