Nonstop flights from Key West to Chicago
American Airlines flies this route daily, starting again Nov 1.
EYWKey West International
1,255 mi · 7 flights a week
ORDChicago O'Hare International
When they leave
Key West time4:56p4:56pDeparts 4:56 PM
One departure, at 4:56 PM. It runs daily.
Every flight
Earliest first
Schedules last checked Sep 22, 2026. Times are local.
Flying from Key West to Chicago
American Airlines is the only airline flying nonstop from Key West to Chicago, daily on the Embraer 170.
The flight covers 1,255 miles.
Flying back, Chicago to Key West has 7 nonstop flights a week.
Return flights
More from Key West
Find the cheapest day to fly from Key West to Chicago.
Schedules as of Oct 9, 2026.