Culture
Art Institute of Chicago
A Sunday on La Grande Jatte and American Gothic in a Beaux-Arts palace on Michigan Avenue.
The next few days
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When to fly to Chicago
A taste of Chicago
Food
Garrett Mix at Garrett Popcorn
The caramel-crisp and cheese-corn Chicago Mix from the 1949 Loop original.
Outdoors
Lakefront Trail
An 18-mile ribbon along Lake Michigan past beaches, harbors, and the whole skyline.
Night
Coffee at Intelligentsia Monadnock
A slow pour-over at the Loop roastery that helped start third-wave coffee.
Book Chicago
Flights
Cached price trends above; live fares on Aviasales or Kiwi.com.
Confirmed on Aviasales · Kiwi.com.
Not a partner: compare free on Google Flights ↗Stays
Hotels, apartments, and hostels on Hotellook.
Confirmed on Hotellook.
Things to do
Tours, tickets, and day trips on GetYourGuide or Klook.
Confirmed on GetYourGuide · Klook.
City passes
Bundled attraction passes on Go City.
Confirmed on Go City.
Car rental
Rental cars from local and global fleets on GetRentacar.
Confirmed on GetRentacar.
Airport transfers
Pre-booked rides to and from the airport on Kiwitaxi.
Confirmed on Kiwitaxi.
Trains & buses
Train, bus, and ferry routes across Europe, the US, and beyond on Omio.
Confirmed on Omio.
eSIM data
Data plans that work the moment you land, on Airalo or Yesim.
Confirmed on Airalo · Yesim.
Travel insurance
Trip and medical cover on EKTA.
Confirmed on EKTA.
Flight compensation
Flight delayed or cancelled? You may be owed money — AirHelp checks your claim.
Confirmed on AirHelp.
Shows & events
Concerts, sports, and theater tickets on TicketNetwork.
Confirmed on TicketNetwork.
Museum tickets
Skip-the-line museum and attraction tickets on Tiqets.
Confirmed on Tiqets.
Audio tours
Self-guided audio walks at your own pace on WeGoTrip.
Confirmed on WeGoTrip.
Bikes & scooters
Bike, scooter, and motorcycle rentals on BikesBooking.
Confirmed on BikesBooking.
Luggage storage
Stash your bags by the hour on checkout day with Radical Storage.
Confirmed on Radical Storage.
More ways to book— booked for later releases, not live yet, and we won't pretend they are.