This architecture tour is such a fantastic way to see the city because drifting right between those massive skyscrapers gives you a perspective of Chicago that you just can't get from the sidewalk. I love how the guides share the "behind-the-scenes" ...
90-minute Tour of the Chicago River
360 Chicago is absolutely thrilling because it gives you a stunning bird's-eye view of the skyline and Lake Michigan from 1,000 feet up in the iconic Hancock Building. I love how you can try "TILT," which literally tips you out over the edge of the b...
360 CHICAGO Observation Deck
The Chicago CityPASS is such a smart move because it lets you breeze into the city’s top-tier attractions like the Shedd Aquarium and Skydeck while saving a huge chunk of money. I love how it takes the stress out of planning, giving you several days ...
Chicago Riverwalk, Chicago | Book Now Tickets & Tours Online
The Magnificent Mile is honestly the ultimate place for that big-city feel because you’ve got world-class shopping, iconic landmarks like the Water Tower, and some of the best food in the city all packed into one vibrant stretch. I love how it’s alwa...
The Magnificent Mile, Chicago | Book Now Tickets & Guided Tours Online
Navy Pier is such a classic Chicago experience because it perfectly blends family fun with some of the best views of Lake Michigan and the skyline. I love the Centennial Wheel—it’s open year-round and those climate-controlled gondolas make it a reall...
Navy Pier, Chicago | Book Now Tickets & Tours Online
the Wrigley Building is one of the most stunning landmarks in Chicago because that gleaming white terracotta exterior and the iconic clock tower make it look like a literal "jewel" on the Magnificent Mile. I love how the two towers are connected by t...
Wrigley Building, Chicago | Book Now Tickets & Tours Online
The Art Institute of Chicago is truly one of the world's most impressive museums, and you could easily spend a whole day getting lost in its massive collection. I love that it’s home to some of the most famous paintings on the planet—standing in fron...
Art Institute of Chicago, Chicago | Book Now Tickets & Tours Online
Marina City is such a fascinating piece of Chicago’s history—everyone recognizes those "corncob" towers immediately! I love how they represent a 1960s vision of "a city within a city," where you have apartments, parking, and even a marina all in one ...
Marina City, Chicago | Book Now Tickets & Tours Online
Millennium Park is the ultimate Chicago "must-do" because it’s where you’ll find the world-famous Cloud Gate—or "The Bean"—which is even more impressive in person when you see the skyline reflected in its surface. I love how the park feels like a gia...
Millennium Park, Chicago | Book Now Tickets & Tours Online
The Chicago Theatre is such an iconic part of the city—you just can't miss that legendary six-story "CHICAGO" marquee glowing over State Street. I love how stepping inside feels like walking back into a 1920s palace, with all the grand chandeliers an...
Chicago Theatre, Chicago | Book Now Tickets & Tours Online
Wrigley Field is an absolute bucket-list spot because it’s one of the oldest and most historic ballparks in the country—it feels like stepping into a time capsule. I love the classic ivy-covered walls and the hand-turned scoreboard that give it such ...
Wrigley Field, Chicago | Book Now Tickets & Guided Tours Online