Cheap Flight Deals from Midway International Airport to Key West International Airport
Search for flights from Chicago to Key West and check out affordable one-way and round-trip options.
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- MDW07:4910h 46m1 stopEYW19:35Chicago - Key West|Wed, May 29|Frontier AirlinesUS$125US$23948% OFF48% OFFUS$239US$125
- MDW17:5714h 58m1 stopEYW09:55Chicago - Key West|Thu, Jun 6|Frontier AirlinesUS$139US$23942% OFF42% OFFUS$239US$139
- MDW06:208h 5m1 stopEYW15:25Chicago - Key West|Wed, Jun 5|Frontier AirlinesUS$144US$23940% OFF40% OFFUS$239US$144
- MDW06:209h1 stopEYW16:20Chicago - Key West|Wed, Jun 26|Frontier AirlinesUS$147US$147
- MDW06:209h1 stopEYW16:20Chicago - Key West|Wed, Jun 12|Frontier AirlinesUS$148US$148
- MDW07:495h 16m1 stopEYW14:05Chicago - Key West|Sat, Jun 8|Frontier AirlinesUS$166US$166
- MDW18:1115h 24m1 stopEYW10:35Chicago - Key West|Fri, Jul 12|Frontier AirlinesUS$179US$179
- MDW10:087h 2m1 stopEYW18:10Chicago - Key West|Sat, Jun 1|Frontier AirlinesUS$180US$180
- MDW12:3420h 21m1 stopEYW09:55Chicago - Key West|Wed, Jul 3|Frontier AirlinesUS$188US$188
- MDW17:5717h 23m1 stopEYW12:20Chicago - Key West|Thu, Jun 27|Frontier AirlinesUS$190US$190
- MDW13:003h 5mDirectEYW14:00Chicago - Key West|Tue, May 28|Frontier AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
See which airlines fly from Chicago to Key West. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.
Find Cheaper Flights from Chicago to Key West
Explore other flights from Chicago to Key West to find the best alternative options.
- CheapestORD05:078h 18m1 transferEYW14:25O'Hare International Airport - Key West International AirportWed, Jul 3American AirlinesUS$106
- ORD05:078h 18m1 transferEYW14:25O'Hare International Airport - Key West International AirportWed, Jul 3American AirlinesUS$106Find More Flights
Check the schedule for flights from Chicago to Key West and find the flight that best matches your travel plans.
F91458
Frontier Airlines
07:49
MDW
11:37
MCO
S-TWT-S3M075
Silver Airways
09:10
MCO
10:35
EYW
SMTWT-SF91458
Frontier Airlines
07:49
MDW
11:37
MCO
S-TWT-S3M070
Silver Airways
18:10
MCO
19:35
EYW
SMTWTFSDL1696
Delta Air Lines
08:45
MDW
11:40
ATL
SMTWTFSDL1698
Delta Air Lines
17:47
ATL
19:40
EYW
SMTWTFSDL1696
Delta Air Lines
08:45
MDW
11:40
ATL
SMTWTFSDL2999
Delta Air Lines
15:21
ATL
17:12
EYW
SMTWTFSF92144
Frontier Airlines
10:00
MDW
12:56
ATL
SMTWTFSF93976
Frontier Airlines
14:24
ATL
16:05
MCO
-M--TFS3M070
Silver Airways
18:10
MCO
19:35
EYW
SMTWTFSDL2548
Delta Air Lines
10:30
MDW
13:17
ATL
SMTWTFSDL1472
Delta Air Lines
11:08
ATL
13:00
EYW
SMTWTFSDL1636
Delta Air Lines
12:42
MDW
15:43
ATL
SMTWT--DL1698
Delta Air Lines
17:47
ATL
19:40
EYW
SMTWTFSF91186
Frontier Airlines
14:45
MDW
18:21
TPA
-M-W-FS3M134
Silver Airways
07:00
TPA
08:15
EYW
SMTWTFSF91186
Frontier Airlines
14:45
MDW
18:21
TPA
-M-W-FS3M136
Silver Airways
15:05
TPA
16:20
EYW
SMTWTFSF91186
Frontier Airlines
14:45
MDW
18:21
TPA
-M-W-FSUA3136
United Airlines
15:05
TPA
16:20
EYW
SMTWTFS
Midway International Airport to Key West International Airport Flights Info
Flight distance | 1,996.61km |
---|---|
Cheapest one-way ticket price | US$125 |
Cheapest return ticket price | US$283 |
FAQs for Midway International Airport to Key West International Airport Flights
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