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Things To Do

Welcome to the Windy City — where skyline views, global flavors, and unforgettable experiences come together in one iconic weekend. Whether you'll be here for the first time or you know the city well, there’s always something new to discover. From riverside strolls and rooftop cocktails to world-class art and deep-dish indulgence, Chicago has something for everyone. Below are some of our favorite recommendations to help you make the most of your time here.

Navy Pier

600 East Grand Avenue, Chicago, IL 60611

Family-friendly fun with rides, restaurants, and skyline views

Chicago Children's Museum

700 East Grand Avenue, Chicago, IL 60611

Located inside Navy Pier, this is perfect for toddlers to tweens — three floors of play-based exhibits, crafts, climbing structures, and imaginative fun.

Millennium Park

Chicago, IL 60602

Say hi to The Bean and catch a live performance in the summer

Chicago Architecture Boat Tours

Chicago, IL 60611

A beautiful way to see the city from the river

Chicago Riverwalk

Chicago, IL 60601

Walking trail lined with cafés, cocktails, and city views

Skydeck Chicago

233 South Wacker Drive, Chicago, IL 60606

Step out onto “The Ledge” if you dare!

Lincoln Park Zoo

Chicago, IL 60614

A beautifully landscaped, free zoo in the heart of the city with animals, a farm-in-the-zoo, and a lovely nature boardwalk nearby. Great for little ones and stroller-friendly.

Field Museum

1400 South Lake Shore Drive, Chicago, IL 60605

Home to Sue the T. rex and a world-class collection of natural history — from dinosaurs to ancient Egypt. Interactive exhibits make it great for kids.

Shedd Aquarium

1200 South DuSable Lake Shore Drive, Chicago, IL 60605

A favorite for kids — explore beluga whales, penguins, jellyfish, and more. Offers beautiful views of the lakefront and skyline from the outdoor terrace.

The Art Institute of Chicago

111 South Michigan Avenue, Chicago, IL 60603

One of the world’s greatest museums

Chicago Cultural Center

78 East Washington Street, Chicago, IL 60602

Free exhibits and that stunning Tiffany glass dome