Thanks chicagofree.info for putting this list together!
What are the fun things to do in downtown Chicago?
- Find a great Chicago hotel in downtown Chicago to set up as your headquarters.
- Pull out your wallet and shop morning to night along Chicago's Magnificent Mile, a roughly eight-block stretch of North Michigan Avenue offering every kind of store imaginable.
- Slowly make your way through Millennium Park, an extraordinary testament and home to world-class art, music, architecture and landscape design.
- Take your kids to the Chicago Children's Museum, with three floors of engaging and educational exhibits.
- Enjoy one of the world's greatest art collections at the Art Institute of Chicago, especially when free on Thursday nights from 5-8.
- Come see all the fishes and more at the world-class Shedd Aquarium.
- Go cheer for one of Chicago's two Major League Baseball teams. Watch the Chicago Cubs (now under new ownership – yea!) at one of America's oldest, smallest and best-loved stadiums, Wrigley Field. Or catch the Chicago White Sox at the modern U.S. Cellular Field.
- Visit the trendy boutiques of Oak Street or venture to revitalized State Street to browse through historic anchor Marshall Field and other fun shops.
- With jogging paths and plenty of water sports, everyone will want to spend time on Lake Michigan.
- Sail off into the sunset on one of Chicago's dinner cruises like the Odyssey or the Spirit of Chicago.
- For an awe-inspiring view of the city from above, go out on the ledge at the Sears Tower Skydeck or the Hancock Observatory.
- For family entertainment from the famous Ferris wheel to free public shows, Navy Pier is a fun place to visit.
- Take your kids to the wild side at the free Lincoln Park Zoo.
- When you're feeling blue, stop by one of the longstanding favorite haunts for blues music: Blue Chicago, Buddy Guy's Legends, House of Blues or Kingston Mines.
- Get jazzed! Chicago is home to some fabulous Chicago jazz venues like Andy's Jazz Club, The Back Room and Joe's Be Bop Café & Jazz Emporium.
- Soak up the sun while you lie on the beach, inline skate or play sand volleyball at the Oak Street Beach, a popular spot to see and be seen.
- Where can you find a WWII German submarine, a baby chick hatchery and the Apollo 8 Spacecraft? At the Museum of Science and Industry, the oldest museum of its kind with more than 800 exhibits and 2,000 interactive units.
- Stroll through Grant Park, Chicago's most prominent and beloved park, where you can enjoy an outdoor concert or throw a penny into Buckingham Fountain.
- Imagine what the world was like when dinosaurs roamed the earth when you visit the Field Museum of Natural History, home to the largest, most complete Tyrannosaurus Rex.
- Check out a concert happening — a visually stunning and musically powerful performance by the Blue Man Group at the Briar Street Theatre.
- Chicago is home to a vital, vast and varied Theatre District where you can enjoy everything from traveling Broadway hits to experimental theatre to world premieres from up and coming theater companies.
- Test your luck at one of the local casinos and gaming establishments like the Horseshoe Casino.
- Walk around and admire one of Frank Lloyd Wright's architectural masterpieces, the Robie House, a premier example of his Prairie School style.
- Chicago pizza is a complete dining experience. That's why a visit to the legendary Pizzeria Uno is a must for Chicagodeep-dish lovers. Our favorite for deep-dish Chicago pizza is fresh ingedient king Edwardo's Pizza
- History buffs and architecture enthusiasts will love the Tribune Tower. The facade is constructed of a collection of stones from other famous edifices, like the Parthenon, St. Peter's Basilica, Notre Dame, the White House and the Berlin Wall.
- Girls of all ages will love American Girl Place, a special boutique shop with the complete line of American Girl dolls.
- Embark on a culinary adventure to Chicago's finest restaurants. Guests are chauffeured around the city in a stylish coach bus to enjoy Hors D'oeuvres served at the first restaurant, the Main Course at a second restaurant and Dessert at a third restaurant. This Progressive Dining Tour offers a unique, fun and exciting way to experience Chicago dining.