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Cheap flights from Chicago to Key West

21 nonstop flights a week, 3 of them today. Operated by 2 airlines, about 3h 29m in the air, 1,243 mi (2,000 km).

Flights from Chicago to Key West

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Chicago to Key West at a glance

flight time, from 3h 11m to 10h 2m
3h 29m
straight-line distance
1,243 mi (2,000 km)
flights a week
21
flights today
3
first and last departure
07:20 - 12:15
airlines
2

Chicago to Key West flight schedule

21 flights a week, 3 today, 30 seasonal or one-off. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
AA 3657
American Airlines
07:20 , terminal 3
11:46 Key West International
3h 26m
Mon, Thu, Fri, Sat, Sun
Embraer 170
AA 3657
American Airlines
07:29 , terminal 3
11:53 Key West International
3h 24m
Tue, Thu, Sun
Embraer 170
AA 3657
American Airlines
07:30 , terminal 3
11:54 Key West International
3h 24m
Mon, Wed, Fri, Sat
Embraer 170
UA 3487
United Airlines
10:58 , terminal 2
15:29 Key West International
3h 31m
Sat
Embraer 175
UA 3487
United Airlines
11:00 , terminal 2
15:29 Key West International
3h 29m
Mon, Tue, Wed, Thu, Fri, Sun
Embraer 175
AA 3585
American Airlines
11:49 , terminal 3
16:15 Key West International
3h 26m
Sat
Embraer 170
AA 3585
American Airlines
12:09 , terminal 3
16:31 Key West International
3h 22m
Tue
Embraer 170
AA 3585
American Airlines
12:10 , terminal 3
16:32 Key West International
3h 22m
Mon, Wed, Thu, Sun
Embraer 170
AA 3585
American Airlines
12:15 , terminal 3
16:37 Key West International
3h 22m
Mon, Thu, Fri, Sat, Sun
Embraer 170

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 27 November.

FlightDepartsArrivesDurationDaysAircraft
AA 3657
American Airlines
08:15 , terminal 3
12:44 Key West International
3h 29m
Seasonal
Embraer 170
UA 3689
United Airlines
07:00 , terminal 2
11:24 Key West International
3h 24m
Seasonal
Embraer 175
UA 3600
United Airlines
10:55 , terminal 2
15:26 Key West International
3h 31m
Seasonal
Embraer 175
AA 3657
American Airlines
07:35 , terminal 3
12:07 Key West International
3h 32m
Seasonal
Embraer 170
AA 3585
American Airlines
11:35 , terminal 3
16:11 Key West International
3h 36m
Seasonal
Embraer 170
UA 3469
United Airlines
07:00 , terminal 2
11:41 Key West International
3h 41m
Seasonal
Embraer 175
UA 3449
United Airlines
10:35 , terminal 2
15:23 Key West International
3h 48m
Seasonal
Embraer 175
AA 3477
American Airlines
12:15 , terminal 3
16:46 Key West International
3h 31m
Seasonal
Embraer EMB 175
UA 3719
United Airlines
12:25 , terminal 2
17:11 Key West International
3h 46m
Seasonal
Embraer 175
AA 3477
American Airlines
12:30 , terminal 3
17:01 Key West International
3h 31m
Seasonal
Embraer EMB 175
UA 3600
United Airlines
10:35 , terminal 2
15:22 Key West International
3h 47m
Seasonal
Embraer 175
AA 3657
American Airlines
07:10 , terminal 3
11:42 Key West International
3h 32m
Seasonal
Embraer 170
AA 3829
American Airlines
13:00 , terminal 3
17:28 Key West International
3h 28m
Seasonal
Embraer 170
UA 3689
United Airlines
07:31 , terminal 2
12:16 Key West International
3h 45m
Seasonal
Embraer 175
UA 3719
United Airlines
12:28 , terminal 2
17:13 Key West International
3h 45m
Seasonal
Embraer 175
AA 3657
American Airlines
07:09 , terminal 3
11:41 Key West International
3h 32m
Seasonal
Embraer 170
AA 3657
American Airlines
07:00 , terminal 3
11:24 Key West International
3h 24m
Seasonal
Embraer 170
UA 3689
United Airlines
07:30 , terminal 2
12:18 Key West International
3h 48m
Seasonal
Embraer 175
UA 3600
United Airlines
10:25 , terminal 2
15:13 Key West International
3h 48m
Seasonal
Embraer 175
UA 3719
United Airlines
12:50 , terminal 2
17:34 Key West International
3h 44m
Seasonal
Embraer 175
AA 3829
American Airlines
13:18 , terminal 3
17:38 Key West International
3h 20m
Seasonal
Embraer 170
UA 2070
United Airlines
10:25 , terminal 1
14:36 Key West International
3h 11m
Seasonal
Boeing 737-700
UA 2394
United Airlines
06:00 , terminal 1
17:02 Key West International
10h 2m
Seasonal
Boeing 737-800
UA 2070
United Airlines
10:55 , terminal 1
15:06 Key West International
3h 11m
Seasonal
Boeing 737-700
AA 3582
American Airlines
08:10 , terminal 3
12:38 Key West International
3h 28m
Seasonal
Embraer 170
AA 3960
American Airlines
13:50 , terminal 3
18:16 Key West International
3h 26m
Seasonal
Embraer 170
AA 3582
American Airlines
11:22 , terminal 3
15:49 Key West International
3h 27m
Seasonal
Embraer 170
AA 4143
American Airlines
10:59 , terminal 3
15:24 Key West International
3h 25m
Seasonal
Embraer 170
AA 4143
American Airlines
11:29 , terminal 3
15:50 Key West International
3h 21m
Seasonal
Embraer 170
AA 4143
American Airlines
11:59 , terminal 3
16:18 Key West International
3h 19m
Seasonal
Embraer 170

Days of the week are taken from the schedule for the next 14 days; schedules change by season. Key West is 1 hour ahead of Chicago. The search shows seat availability and the price for your date.

Airlines flying Chicago to Key West

Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches

American Airlines14 a week United Airlines7 a week

Airports

Where flights from Chicago to Key West depart and land

Arrival in Key West

Key West International EYW

21 flights a week, 2 mi (3 km) from the city centre

About the airport

Frequently asked questions

How long is the flight from Chicago to Key West?
A nonstop flight takes 3 hours 29 minutes on average, from 3h 11m to 10h 2m depending on the flight.
How far is Key West from Chicago?
1,243 mi (2,000 km) in a straight line between the cities.
Which airlines fly nonstop from Chicago to Key West?
American Airlines (14 a week) and United Airlines (7 a week).
How many flights a day are there from Chicago to Key West?
3 flights today and 21 a week, about 3 a day on average.
When are the first and last flights from Chicago to Key West?
The first departure is at 07:20 (AA3657), the last at 12:15 (AA3585). Local time.
What is the time difference between Chicago and Key West?
Key West is 1 hour ahead of Chicago. Schedule times on this page are local to each airport.