Airlines with flights from Chicago to Key West

There are three airlines with scheduled flights between ORD and EYW. Both United and American Airlines operates non-stop flights from Chicago O'Hare to Key West International and the flight time is 3 hours and 11 minutes.

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Direct

$United Airlines from {( $airportFrom->city_name }} to Key West$

Non-stop

3h 11min

Direct

$American Airlines from {( $airportFrom->city_name }} to Key West$

Non-stop

3h 25min

Via Atlanta

4h 29min

Via Miami

4h 52min

Via Charlotte

5h 0min

Via Washington

5h 42min

Via Philadelphia

6h 0min

Via Dulles

6h 57min

Via Houston

7h 27min

Schedules

Non-stop with United Airlines

Total flight time: 3 hours and 11 minutes
Chicago is a United Airlines hub (Largest hub ).

14 flights per week
Embraer 175 (Enhanced Winglets)
First class available

ORD

Direct

EYW

Flight

Mon

Jun 8

Tue

Jun 9

Wed

Jun 10

Thu

Jun 11

Fri

Jun 12

Sat

Jun 13

Sun

Jun 14

UA3690

10:45

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The timetable & schedule information was updated at 2026-04-21

Non-stop with American Airlines

Total flight time: 3 hours and 25 minutes
One World Alliance
Chicago is a American Airlines hub.

7 flights per week
Embraer 170
First class available

ORD

Direct

EYW

Flight

Mon

Jun 8

Tue

Jun 9

Wed

Jun 10

Thu

Jun 11

Fri

Jun 12

Sat

Jun 13

Sun

Jun 14

AA3996

10:59

11:00

10:59

11:16

11:20

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The timetable & schedule information was updated at 2026-04-21

Via Atlanta with Delta Air Lines

Total flight time: 4h 29m - 6h 58m.
Sky Team Alliance

141 flights per week

ORD

Via ATL

EYW

Flight

Mon

Jun 8

Tue

Jun 9

Wed

Jun 10

Thu

Jun 11

Fri

Jun 12

Sat

Jun 13

Sun

Jun 14

DL1264
DL1472