The must-see landmarks and spots I recommend to anyone exploring the Windy City for the first or hundredth time.
Map
Another great way to see Chicago, it's architecture, and learn of it's history. Very relaxing!
Chicago Architecture Boat Tour
This is all about prohibition era and the mob activity for which Chicago became famous.
Chicago Crime and Mob Bus Tour
Enjoy panoramic views and "Tilt," a thrilling glass tilt experience high above Michigan Avenue.
360 CHICAGO
An interesting tour that revevals the dark side of Chicago.
Chicago Gangsters and Ghosts Walking Tour
The best way to see a LOT of Chicago landmarks in under 2 hours.
Big Bus Tours Chicago
A must-do experience with exhilarating views from 1,353 feet above the city streets.
Skydeck Chicago
Fun and family friendly show!
Blue Man Group Chicago
A lovely way to wind down the evening.
Sunset Cruise Lake Michigan
Home to Sue, the famous T. rex
Field Museum
See several masterpieces from Monet to Picasso, ideal for art lovers and history enthusiasts.
Visit | The Art Institute of Chicago
Immersive and thrilling experience that takes you soaring over the landscapes.
Flyover in Chicago - Navy Pier
One of the best ways to get panaoramic views of the Chicago skyline!
Centennial Wheel
See iconic public art, including The Bean, perfect for city views, music events, and outdoor relaxation. Get great views from Cindy's Rooftop (see Must Visit Brunch Spots).
Millennium Park - City of Chicago
Tons of family-friendly activities! Free firework shows on Wednesdays and Saturdays (weather permitting).
Navy Pier
Hands-on exhibits, from a World War II submarine.
Museum of Science and Industry, Chicago
Incredibly fun! These amazing exhibits take you into the underwater worlds with dolphins, penguins, and thousands of fascinating marine creatures from around the globe.
Shedd Aquarium
One of several FREE things to do for those looking to see the city on a budget.
Lincoln Park Zoo
Lots of restaurants and water activities on a 1 mile stretch of the Chicago river.
The Riverwalk
Iconic baseball stadium where you can catch a Cubs game and experience one of America’s oldest ballparks.
Wrigley Field
Historic! Love the dazzling marquee. Visited several times for comedy shows and concerts. Perfect date night out!
The Chicago Theater
Premier shopping street with luxury boutiques, department stores, and incredible architecture, great for a retail therapy day. Don't miss the world's largest Starbucks!
Magnificent Mile
Home to FREE outdoor festivals and concerts in a scenic lakefront setting.
