Direct flights from Key West to Chicago
All flights from EYW to ORD non-stop. There are direct flights from Key West International (EYW), Florida, USA to Chicago O Hare International (ORD), Illinois, USA with United Airlines and American Airlines. 14 weekly departures are currently scheduled on this route. Departure times range from 07:00 to 18:46 depending on the schedule period. The flight distance is 1261 miles (2029 km). Flight time ranges from 2 hours and 27 minutes to 3 hours and 56 minutes.
Key West
, USA
Flight schedule from Key West to Chicago with United Airlines
This is a weekly direct flight schedule for United Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-07-13
Flight schedule from Key West to Chicago with American Airlines
This is a weekly direct flight schedule for American Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-07-13
Key West to Chicago scheduled departures
Select a date to see every published non-stop departure between EYW and ORD.
EYW - ORD route facts
-
Distance1261 miles (2029 km)
-
Flight time2 hours and 27 minutes to 3 hours and 56 minutes
-
Airlines
United American Airlines -
Airline alliancesStar Alliance oneworld
-
CabinsEconomy First
-
Hub airportsUnited Airlines: ORD (Largest hub.)American Airlines: ORD
-
Arrival terminalsUnited Airlines: Terminal 2 and Terminal 1American Airlines: Terminal 3
-
AircraftUnited Airlines: Embraer 175 (Enhanced Winglets) and Boeing 737-700 PassengerAmerican Airlines: Embraer 170
