Best of Chicago

Lakefront miles, world-class museums, and mural-covered side streets.

3 daysLocal gems

Trip length

Best time to visit: May to October

Late spring through early fall is warm and lively along the lakefront, with patios and festivals in full swing. Winters are long and bitterly cold.

Activity
Chicago Architecture Foundation Center River Cruise
A must-do for understanding the city's iconic skyline from a unique perspective.
Sightseeing
Millennium Park
Home to 'The Bean' (Cloud Gate), Crown Fountain, and beautiful gardens.
Sightseeing
Art Institute of Chicago
One of the oldest and largest art museums in the United States, with a world-renowned collection.
Food
Deep dish at Lou Malnati's Pizzeria (River North)
A classic Chicago deep dish experience – try the buttercrust!

Activity
Shedd Aquarium
Explore aquatic life from around the world in a stunning historic building with fantastic city views.
Sightseeing
Field Museum
See Sue, the most complete T-Rex skeleton, and explore natural history exhibits.
Sightseeing
Pilsen Murals
Stroll 18th Street and the surrounding blocks to discover vibrant, historically rich street art.
Nightlife
Thalia Hall
Catch a show or grab a drink at this beautifully restored historic Pilsen landmark.

Sightseeing
Promontory Point
Enjoy unparalleled panoramic views of the Chicago skyline from this hidden lakefront gem.
Activity
Museum of Science and Industry
Explore interactive exhibits, including a German U-boat and a coal mine simulation.
Food
Margie's Candies (Bucktown)
Step back in time for an old-fashioned ice cream sundae or handmade chocolates at this Chicago institution.

Make it your own

Start from this curated plan — Runes copies it into your trips so you can tweak dates, budget, pace, and stops. Personalized to your style soon.