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Direct flights from Key West to Chicago

Airlines Schedules

EYW - ORD route map 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 American Airlines and United 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.

EYW
Key West
USAKey West , USA
ORD
Chicago O Hare
USAChicago , USA
EYW
Key West
USAKey West , USA
Chicago O Hare
USAChicago , USA
ORD
Flight time 2h 27min to 3h 56min
Updated Aug 24, 2026
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Airlines with non-stop routes:

American Airlines oneworld

Departure times vary between 12:16 and 18:46
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7 flights/week
7 flights/week

United Airlines Star Alliance

Departure times vary between 07:00 and 17:52
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From 26/9
From 26/9
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
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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
Mon
Sep 21
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Sep 22
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Sep 23
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Sep 24
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Sep 25
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Sep 26
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Sep 27

The timetable & schedule information was updated at

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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
Mon
Sep 21
Tue
Sep 22
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Sep 23
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Sep 24
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Sep 26
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Sep 27
UA2304
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16:00
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The timetable & schedule information was updated at 2026-08-24

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Key West to Chicago scheduled departures

Select a date to see every published non-stop departure between EYW and ORD.

Tuesday
Tue
Sep 22
0 flights(0)
Wednesday
Wed
Sep 23
0 flights(0)
Thursday
Thu
Sep 24
0 flights(0)
Friday
Fri
Sep 25
0 flights(0)
Saturday
Sat
Sep 26
1 flights(1)
Sunday
Sun
Sep 27
0 flights(0)
Monday
Mon
Sep 28
0 flights(0)
Time
Airline
Flight
16:00
United Airlines United Airlines
UA2304
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EYW-ORD flight route
Route map from Key West, EYW to Chicago, ORD. The distance is 1261 miles or 2029 km.
Key West - Chicago direct flight map
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EYW - ORD route facts

  • Distance
    1261 miles (2029 km)
  • Flight time
    2 hours and 27 minutes to 3 hours and 56 minutes
  • Airlines
    American Airlines American Airlines
    United United
  • Airline alliances
    oneworld Star Alliance
  • Cabins
    Economy First
  • Hub airports
    American Airlines: ORD
    United Airlines: ORD (Largest hub.)
  • Arrival terminals
    American Airlines: Terminal 3
    United Airlines: Terminal 2 and Terminal 1
  • Aircraft
    American Airlines: Embraer 170 and Embraer 175
    United Airlines: Embraer 175 (Enhanced Winglets) and Boeing 737-700 Passenger

Route FAQ

American Airlines and United Airlines operate non-stop flights from EYW to ORD with 14 weekly departures.

Scheduled flight time from EYW to ORD ranges from 2 hours and 27 minutes to 3 hours and 56 minutes. The route covers 1261 miles (2029 km).

14 weekly departures are currently scheduled on this route, with published departure times ranging from 07:00 to 18:46 depending on the schedule period.

Arrival terminals: American Airlines: Terminal 3 and United Airlines: Terminal 2 and Terminal 1.

Economy and First are currently scheduled on non-stop flights for this route.
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