Chicago
World-class architecture, deep-dish culture, and lakefront walks packed into a dense urban core.
Pick your time
We'll recommend ideas that fit your layover time + airport logistics.
Layover Advice
This city is perfect for a focused cultural stop or food crawl, but don’t underestimate traffic during peak hours. Transit is your friend here. Weather can also impact how far you’ll want to walk.
Book Tours
NEW PARTNER ✨ Explore at your own pace with self-guided audio tours designed for flexible schedules.
Other Services
Driver / Transfers
PARTNER Our preferred partner for private transfers and local drivers.
Luggage Storage
PARTNER Drop your bags in minutes and explore Chicago hands-free.
eSIMs
Going exploring? Don't rack up roaming charges or buy an overpriced SIM at the airport. Buy an eSIM for a few dollars prior to your trip and have access to unlimited data.
Request a custom itinerary
Not sure what fits your layover? Tell us a bit and we'll suggest something realistic.