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Flight from Chicago (Station) to Key West (Island), FL, USA

How to get to Key West (Island), FL, USA from Chicago (Station) by flight ? You can check flights from Chicago (Station) to Key West (Island), FL, USA below.

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You can find flight ticket prices from Chicago (Station) to Key West (Island), FL, USA with our flight tickets search tool below

1. Chicago O'Hare to Key West

  1. You take a bus, shuttle or taxi from your location in Chicago (Station) to Chicago O'Hare.

  2. You take a flight from Chicago O'Hare to Key West and cost approximately 600 USD.

  3. You take a bus, shuttle or taxi from Key West to your destination in Key West (Island), FL, USA.

Flight Depart Arrive
DL2825 Delta
DL377 Delta
05:30 Chicago O'Hare
11:15 Atlanta
08:20 Atlanta
13:05 Key West
Connect
DL2825 Delta
DL2407 Delta
05:30 Chicago O'Hare
09:55 Atlanta
08:20 Atlanta
11:45 Key West
Connect
AA1854 American Airlines
AA2891 American Airlines
06:32 Chicago O'Hare
10:46 Philadelphia
09:28 Philadelphia
13:51 Key West
Connect
UA2323 United Airlines
3M75 Silver Airways
07:10 Chicago O'Hare
12:00 Orlando
10:54 Orlando
13:25 Key West
Connect
DL326 Delta
DL377 Delta
07:30 Chicago O'Hare
11:15 Atlanta
10:23 Atlanta
13:05 Key West
Connect
UA2326 United Airlines
3M136 Silver Airways
08:00 Chicago O'Hare
13:05 Tampa
11:40 Tampa
14:20 Key West
Connect
AA2777 American Airlines
08:20 Chicago O'Hare
12:20 Key West Direct
AA2392 American Airlines
AA766 American Airlines
08:40 Chicago O'Hare
12:40 Dallas/Ft.Worth
11:04 Dallas/Ft.Worth
16:35 Key West
Connect
UA1984 United Airlines
UA3458 United Airlines
08:45 Chicago O'Hare
12:31 Washington Dulles
11:39 Washington Dulles
15:36 Key West
Connect
AA1353 American Airlines
AA422 American Airlines
09:00 Chicago O'Hare
13:26 Charlotte
11:59 Charlotte
15:37 Key West
Connect
UA2082 United Airlines
3M70 Silver Airways
09:11 Chicago O'Hare
14:15 Orlando
13:01 Orlando
15:40 Key West
Connect
UA2082 United Airlines
3M75 Silver Airways
09:11 Chicago O'Hare
15:00 Orlando
13:01 Orlando
16:25 Key West
Connect
DL2822 Delta
DL2476 Delta
09:25 Chicago O'Hare
14:09 Atlanta
12:17 Atlanta
16:00 Key West
Connect
UA2340 United Airlines
3M70 Silver Airways
11:10 Chicago O'Hare
17:05 Orlando
15:01 Orlando
18:30 Key West
Connect
UA3632 United Airlines
11:25 Chicago O'Hare
15:35 Key West Direct
DL2435 Delta
DL2477 Delta
12:10 Chicago O'Hare
17:35 Atlanta
15:05 Atlanta
19:26 Key West
Connect
AA2013 American Airlines
AA3637 American Airlines
12:23 Chicago O'Hare
17:35 Miami
16:23 Miami
18:34 Key West
Connect
AA536 American Airlines
AA2396 American Airlines
13:20 Chicago O'Hare
18:25 Charlotte
16:19 Charlotte
20:30 Key West
Connect

2. Chicago Midway to Key West

  1. You take a bus, shuttle or taxi from your location in Chicago (Station) to Chicago Midway.

  2. You take a flight from Chicago Midway to Key West and cost approximately 500 USD.

  3. You take a bus, shuttle or taxi from Key West to your destination in Key West (Island), FL, USA.

Flight Depart Arrive
WN4386 Southwest Airlines
AA3557 American Airlines
05:00 Chicago Midway
10:02 Miami
08:50 Miami
10:58 Key West
Connect
WN954 Southwest Airlines
DL377 Delta
05:20 Chicago Midway
11:15 Atlanta
08:00 Atlanta
13:05 Key West
Connect
WN954 Southwest Airlines
DL2407 Delta
05:20 Chicago Midway
09:55 Atlanta
08:00 Atlanta
11:45 Key West
Connect
WN1855 Southwest Airlines
3M135 Silver Airways
05:20 Chicago Midway
10:25 Tampa
08:45 Tampa
11:40 Key West
Connect
WN1816 Southwest Airlines
AA2891 American Airlines
05:20 Chicago Midway
10:46 Philadelphia
08:10 Philadelphia
13:51 Key West
Connect
WN1725 Southwest Airlines
DL2407 Delta
05:25 Chicago Midway
09:55 Atlanta
08:10 Atlanta
11:45 Key West
Connect
WN1725 Southwest Airlines
DL377 Delta
05:25 Chicago Midway
11:15 Atlanta
08:10 Atlanta
13:05 Key West
Connect
DL2500 Delta
DL2476 Delta
06:00 Chicago Midway
14:09 Atlanta
08:49 Atlanta
16:00 Key West
Connect
DL2500 Delta
DL2407 Delta
06:00 Chicago Midway
09:55 Atlanta
08:49 Atlanta
11:45 Key West
Connect
DL2500 Delta
DL377 Delta
06:00 Chicago Midway
11:15 Atlanta
08:49 Atlanta
13:05 Key West
Connect
WN2987 Southwest Airlines
DL5738 Delta
06:05 Chicago Midway
11:00 New York La Guardia
09:10 New York La Guardia
14:36 Key West
Connect
WN1206 Southwest Airlines
3M75 Silver Airways
06:35 Chicago Midway
12:00 Orlando
10:05 Orlando
13:25 Key West
Connect
WN2066 Southwest Airlines
DL377 Delta
07:30 Chicago Midway
11:15 Atlanta
10:20 Atlanta
13:05 Key West
Connect
WN2066 Southwest Airlines
DL2476 Delta
07:30 Chicago Midway
14:09 Atlanta
10:20 Atlanta
16:00 Key West
Connect
WN527 Southwest Airlines
3M75 Silver Airways
07:40 Chicago Midway
12:00 Orlando
11:10 Orlando
13:25 Key West
Connect
WN527 Southwest Airlines
3M75 Silver Airways
07:40 Chicago Midway
15:00 Orlando
11:10 Orlando
16:25 Key West
Connect
F91355 Frontier Airlines
DL2476 Delta
07:53 Chicago Midway
14:09 Atlanta
10:43 Atlanta
16:00 Key West
Connect
WN3388 Southwest Airlines
3M70 Silver Airways
08:10 Chicago Midway
14:15 Orlando
11:40 Orlando
15:40 Key West
Connect
F91371 Frontier Airlines
AA766 American Airlines
09:11 Chicago Midway
12:40 Dallas/Ft.Worth
11:32 Dallas/Ft.Worth
16:35 Key West
Connect
WN2972 Southwest Airlines
AA422 American Airlines
09:30 Chicago Midway
13:26 Charlotte
12:20 Charlotte
15:37 Key West
Connect
DL3570 Delta
DL410 Delta
DL2477 Delta
09:34 Chicago Midway
13:58 Detroit
17:35 Atlanta
11:44 Detroit
15:54 Atlanta
19:26 Key West
Connect
DL2291 Delta
DL2477 Delta
10:45 Chicago Midway
17:35 Atlanta
13:30 Atlanta
19:26 Key West
Connect
WN1699 Southwest Airlines
3M70 Silver Airways
10:50 Chicago Midway
17:05 Orlando
14:25 Orlando
18:30 Key West
Connect
WN4320 Southwest Airlines
DL2477 Delta
10:55 Chicago Midway
17:35 Atlanta
13:45 Atlanta
19:26 Key West
Connect
WN4764 Southwest Airlines
AA3637 American Airlines
11:20 Chicago Midway
17:35 Miami
15:20 Miami
18:34 Key West
Connect
WN208 Southwest Airlines
G4376 Allegiant Air
11:30 Chicago Midway
14:32 Covington
13:40 Covington
17:04 Key West
Connect
WN546 Southwest Airlines
AA3637 American Airlines
11:55 Chicago Midway
17:35 Miami
15:55 Miami
18:34 Key West
Connect
WN1635 Southwest Airlines
AA2396 American Airlines
12:45 Chicago Midway
18:25 Charlotte
15:35 Charlotte
20:30 Key West
Connect
WN855 Southwest Airlines
DL2477 Delta
13:00 Chicago Midway
17:35 Atlanta
15:55 Atlanta
19:26 Key West
Connect
WN2643 Southwest Airlines
DL2477 Delta
13:30 Chicago Midway
17:35 Atlanta
16:20 Atlanta
19:26 Key West
Connect

3. South Bend to Key West

  1. You take a bus, shuttle or taxi from your location in Chicago (Station) to South Bend.

  2. You take a flight from South Bend to Key West and cost approximately 950 USD.

  3. You take a bus, shuttle or taxi from Key West to your destination in Key West (Island), FL, USA.

Flight Depart Arrive
AA5399 American Airlines
AA2663 American Airlines
06:00 South Bend
09:05 Charlotte
07:50 Charlotte
11:11 Key West
Connect
AA5399 American Airlines
AA373 American Airlines
AA3565 American Airlines
06:00 South Bend
09:05 Charlotte
15:30 Miami
07:50 Charlotte
11:08 Miami
16:30 Key West
Connect
AA5399 American Airlines
AA1675 American Airlines
AA3565 American Airlines
06:00 South Bend
11:18 Charlotte
15:30 Miami
07:50 Charlotte
13:30 Miami
16:30 Key West
Connect
AA5399 American Airlines
AA422 American Airlines
06:00 South Bend
13:26 Charlotte
07:50 Charlotte
15:37 Key West
Connect
DL3699 Delta
DL377 Delta
06:05 South Bend
11:15 Atlanta
07:55 Atlanta
13:05 Key West
Connect
DL3699 Delta
DL2407 Delta
06:05 South Bend
09:55 Atlanta
07:55 Atlanta
11:45 Key West
Connect
DL3699 Delta
DL2476 Delta
06:05 South Bend
14:09 Atlanta
07:55 Atlanta
16:00 Key West
Connect
DL3572 Delta
DL375 Delta
DL2476 Delta
07:10 South Bend
09:00 Minneapolis
14:09 Atlanta
07:55 Minneapolis
12:21 Atlanta
16:00 Key West
Connect
AA3289 American Airlines
AA766 American Airlines
07:40 South Bend
12:40 Dallas/Ft.Worth
09:17 Dallas/Ft.Worth
16:35 Key West
Connect
UA5444 United Airlines
UA3632 United Airlines
07:45 South Bend
11:25 Chicago O'Hare
07:41 Chicago O'Hare
15:35 Key West
Connect
DL3529 Delta
DL441 Delta
DL2477 Delta
08:15 South Bend
12:15 Detroit
17:35 Atlanta
09:22 Detroit
14:12 Atlanta
19:26 Key West
Connect
DL3529 Delta
DL410 Delta
DL2477 Delta
08:15 South Bend
13:58 Detroit
17:35 Atlanta
09:22 Detroit
15:54 Atlanta
19:26 Key West
Connect
UA5720 United Airlines
UA3632 United Airlines
09:30 South Bend
11:25 Chicago O'Hare
09:26 Chicago O'Hare
15:35 Key West
Connect
DL3757 Delta
DL2477 Delta
12:07 South Bend
17:35 Atlanta
14:00 Atlanta
19:26 Key West
Connect
AA5189 American Airlines
AA2700 American Airlines
AA3315 American Airlines
13:48 South Bend
18:15 Charlotte
21:20 Miami
15:37 Charlotte
20:20 Miami
22:31 Key West
Connect
AA5189 American Airlines
AA2396 American Airlines
13:48 South Bend
18:25 Charlotte
15:37 Charlotte
20:30 Key West
Connect
AA5189 American Airlines
AA2358 American Airlines
AA3315 American Airlines
13:48 South Bend
16:40 Charlotte
21:20 Miami
15:37 Charlotte
18:42 Miami
22:31 Key West
Connect

4. Milwaukee to Key West

  1. You take a bus, shuttle or taxi from your location in Chicago (Station) to Milwaukee.

  2. You take a flight from Milwaukee to Key West and cost approximately 700 USD.

  3. You take a bus, shuttle or taxi from Key West to your destination in Key West (Island), FL, USA.

Flight Depart Arrive
UA3816 United Airlines
AA2777 American Airlines
05:19 Milwaukee
08:20 Chicago O'Hare
06:20 Chicago O'Hare
12:20 Key West
Connect
UA3816 United Airlines
UA2326 United Airlines
3M136 Silver Airways
05:19 Milwaukee
08:00 Chicago O'Hare
13:05 Tampa
06:20 Chicago O'Hare
11:40 Tampa
14:20 Key West
Connect
AA1197 American Airlines
AA422 American Airlines
05:19 Milwaukee
13:26 Charlotte
08:23 Charlotte
15:37 Key West
Connect
UA3816 United Airlines
UA3632 United Airlines
05:19 Milwaukee
11:25 Chicago O'Hare
06:20 Chicago O'Hare
15:35 Key West
Connect
AA3969 American Airlines
AA3565 American Airlines
05:29 Milwaukee
15:30 Miami
09:45 Miami
16:30 Key West
Connect
WN2798 Southwest Airlines
3M75 Silver Airways
06:00 Milwaukee
12:00 Orlando
09:40 Orlando
13:25 Key West
Connect
DL2723 Delta
DL377 Delta
06:00 Milwaukee
11:15 Atlanta
08:58 Atlanta
13:05 Key West
Connect
DL2723 Delta
DL2407 Delta
06:00 Milwaukee
09:55 Atlanta
08:58 Atlanta
11:45 Key West
Connect
DL5130 Delta
DL5738 Delta
06:00 Milwaukee
11:00 New York La Guardia
09:09 New York La Guardia
14:36 Key West
Connect
DL2723 Delta
DL2476 Delta
06:00 Milwaukee
14:09 Atlanta
08:58 Atlanta
16:00 Key West
Connect
UA3713 United Airlines
UA3439 United Airlines
06:22 Milwaukee
10:59 Newark
09:41 Newark
14:20 Key West
Connect
AA3261 American Airlines
AA1058 American Airlines
AA3565 American Airlines
06:29 Milwaukee
08:29 Chicago O'Hare
15:30 Miami
07:29 Chicago O'Hare
12:30 Miami
16:30 Key West
Connect
AA3261 American Airlines
AA2777 American Airlines
06:29 Milwaukee
08:20 Chicago O'Hare
07:29 Chicago O'Hare
12:20 Key West
Connect
AA5217 American Airlines
AA2891 American Airlines
06:39 Milwaukee
10:46 Philadelphia
09:44 Philadelphia
13:51 Key West
Connect
AA2621 American Airlines
AA766 American Airlines
07:00 Milwaukee
12:40 Dallas/Ft.Worth
09:35 Dallas/Ft.Worth
16:35 Key West
Connect
UA3725 United Airlines
UA3632 United Airlines
07:00 Milwaukee
11:25 Chicago O'Hare
08:01 Chicago O'Hare
15:35 Key West
Connect
DL2466 Delta
DL2476 Delta
07:25 Milwaukee
14:09 Atlanta
10:23 Atlanta
16:00 Key West
Connect
DL2466 Delta
DL377 Delta
07:25 Milwaukee
11:15 Atlanta
10:23 Atlanta
13:05 Key West
Connect
UA5253 United Airlines
UA3632 United Airlines
08:37 Milwaukee
11:25 Chicago O'Hare
09:38 Chicago O'Hare
15:35 Key West
Connect
DL3859 Delta
DL434 Delta
DL2477 Delta
09:10 Milwaukee
12:45 Minneapolis
17:35 Atlanta
10:25 Minneapolis
16:11 Atlanta
19:26 Key West
Connect
NK529 Spirit Airlines
3M70 Silver Airways
09:15 Milwaukee
14:15 Orlando
13:02 Orlando
15:40 Key West
Connect
NK529 Spirit Airlines
3M75 Silver Airways
09:15 Milwaukee
15:00 Orlando
13:02 Orlando
16:25 Key West
Connect
DL2688 Delta
DL410 Delta
DL2477 Delta
09:33 Milwaukee
13:58 Detroit
17:35 Atlanta
11:45 Detroit
15:54 Atlanta
19:26 Key West
Connect
DL2446 Delta
DL2477 Delta
11:05 Milwaukee
17:35 Atlanta
14:00 Atlanta
19:26 Key West
Connect
AA3842 American Airlines
AA2565 American Airlines
AA3315 American Airlines
11:12 Milwaukee
14:09 Chicago O'Hare
21:20 Miami
12:11 Chicago O'Hare
18:16 Miami
22:31 Key West
Connect
AA2942 American Airlines
AA2396 American Airlines
13:55 Milwaukee
18:25 Charlotte
16:59 Charlotte
20:30 Key West
Connect

References

Find Hotels in Key West (Island), FL, USA

You can find hotels and accommodations in Key West (Island), FL, USA with our hotels search tool below

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