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Flight from Gulf Shores to Chicago, IL, USA

How to get to Chicago, IL, USA from Gulf Shores by flight ? You can check flights from Gulf Shores to Chicago, IL, USA below.

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You can find flight ticket prices from Gulf Shores to Chicago, IL, USA with our flight tickets search tool below

1. Pensacola to Chicago Midway

  1. You take a bus, shuttle or taxi from your location in Gulf Shores to Pensacola.

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

  3. You take a bus, shuttle or taxi from Chicago Midway to your destination in Chicago, IL, USA.

Flight Depart Arrive
DL2795 Delta
DL5759 Delta
06:45 Pensacola
11:00 Atlanta
09:01 Atlanta
11:51 Chicago Midway
Connect
WN2145 Southwest Airlines
WN623 Southwest Airlines
06:45 Pensacola
09:25 Dallas
08:35 Dallas
11:40 Chicago Midway
Connect
WN1204 Southwest Airlines
WN2573 Southwest Airlines
07:15 Pensacola
11:05 Nashville
08:40 Nashville
12:35 Chicago Midway
Connect
WN1569 1884 Southwest Airlines
WN4941 Southwest Airlines
07:35 Pensacola
11:00 Nashville
09:00 Nashville
12:30 Chicago Midway
Connect
WN1724 5528 Southwest Airlines
WN4941 Southwest Airlines
08:15 Pensacola
11:00 Nashville
09:35 Nashville
12:30 Chicago Midway
Connect
WN1753 Southwest Airlines
09:25 Pensacola
11:40 Chicago Midway Direct
WN585 Southwest Airlines
WN1594 Southwest Airlines
11:35 Pensacola
14:30 Kansas City
13:35 Kansas City
15:55 Chicago Midway
Connect
WN585 Southwest Airlines
WN4224 Southwest Airlines
11:35 Pensacola
15:05 Kansas City
13:35 Kansas City
16:25 Chicago Midway
Connect
WN2489 Southwest Airlines
12:50 Pensacola
15:00 Chicago Midway Direct
WN4188 Southwest Airlines
WN1959 Southwest Airlines
13:45 Pensacola
16:30 St. Louis
15:40 St. Louis
17:35 Chicago Midway
Connect
WN3813 Southwest Airlines
WN3893 Southwest Airlines
13:55 Pensacola
17:45 St. Louis
15:40 St. Louis
18:50 Chicago Midway
Connect
WN3518 Southwest Airlines
14:35 Pensacola
16:50 Chicago Midway Direct
WN371 Southwest Airlines
WN6182 Southwest Airlines
15:20 Pensacola
18:30 Nashville
16:45 Nashville
20:00 Chicago Midway
Connect
WN371 Southwest Airlines
WN524 Southwest Airlines
15:20 Pensacola
19:00 Nashville
16:45 Nashville
20:30 Chicago Midway
Connect
WN5308 Southwest Airlines
WN2207 Southwest Airlines
15:35 Pensacola
18:50 Atlanta
17:45 Atlanta
19:45 Chicago Midway
Connect
WN4219 Southwest Airlines
WN524 Southwest Airlines
15:40 Pensacola
19:00 Nashville
17:05 Nashville
20:30 Chicago Midway
Connect
WN4219 Southwest Airlines
WN6182 Southwest Airlines
15:40 Pensacola
18:30 Nashville
17:05 Nashville
20:00 Chicago Midway
Connect
WN166 Southwest Airlines
WN847 Southwest Airlines
16:15 Pensacola
19:35 Atlanta
18:30 Atlanta
20:30 Chicago Midway
Connect
WN5757 Southwest Airlines
WN5545 Southwest Airlines
16:25 Pensacola
19:30 Nashville
17:50 Nashville
21:05 Chicago Midway
Connect
WN5974 Southwest Airlines
WN847 Southwest Airlines
16:30 Pensacola
19:35 Atlanta
18:40 Atlanta
20:30 Chicago Midway
Connect
WN5974 Southwest Airlines
WN4438 5379 Southwest Airlines
16:30 Pensacola
20:55 Atlanta
18:40 Atlanta
21:50 Chicago Midway
Connect
WN3254 Southwest Airlines
WN5030 Southwest Airlines
16:55 Pensacola
19:55 Nashville
18:20 Nashville
21:25 Chicago Midway
Connect
WN1568 Southwest Airlines
WN4524 Southwest Airlines
18:30 Pensacola
21:45 Dallas
20:15 Dallas
23:50 Chicago Midway
Connect
WN4331 Southwest Airlines
WN2802 Southwest Airlines
18:50 Pensacola
21:25 Houston Hobby Apt
20:25 Houston Hobby Apt
23:45 Chicago Midway
Connect

2. Pensacola to Chicago O'Hare

  1. You take a bus, shuttle or taxi from your location in Gulf Shores to Pensacola.

  2. You take a flight from Pensacola to Chicago O'Hare and cost approximately 110 USD.

  3. You take a bus, shuttle or taxi from Chicago O'Hare to your destination in Chicago, IL, USA.

Flight Depart Arrive
DL1676 Delta
DL1725 Delta
05:30 Pensacola
10:00 Atlanta
07:42 Atlanta
11:05 Chicago O'Hare
Connect
UA3961 United Airlines
UA427 United Airlines
06:18 Pensacola
10:50 Washington Dulles
09:49 Washington Dulles
11:57 Chicago O'Hare
Connect
UA3908 United Airlines
UA427 United Airlines
06:25 Pensacola
10:50 Washington Dulles
09:50 Washington Dulles
11:57 Chicago O'Hare
Connect
DL2795 Delta
DL1725 Delta
06:45 Pensacola
10:00 Atlanta
09:01 Atlanta
11:05 Chicago O'Hare
Connect
UA5500 United Airlines
UA503 United Airlines
07:00 Pensacola
09:37 Houston
08:47 Houston
12:23 Chicago O'Hare
Connect
UA6123 United Airlines
UA503 United Airlines
07:00 Pensacola
09:37 Houston
08:40 Houston
12:23 Chicago O'Hare
Connect
WN1204 Southwest Airlines
WN1670 2384 4399 Southwest Airlines
07:15 Pensacola
09:50 Nashville
08:40 Nashville
11:30 Chicago O'Hare
Connect
WN1569 1884 Southwest Airlines
WN1670 6238 Southwest Airlines
07:35 Pensacola
09:55 Nashville
09:00 Nashville
11:30 Chicago O'Hare
Connect
WN1569 1884 Southwest Airlines
WN1670 2384 4399 Southwest Airlines
07:35 Pensacola
09:50 Nashville
09:00 Nashville
11:30 Chicago O'Hare
Connect
AA5444 American Airlines
AA1650 American Airlines
09:04 Pensacola
13:10 Charlotte
11:59 Charlotte
14:25 Chicago O'Hare
Connect
AA5942 American Airlines
AA2412 American Airlines
09:37 Pensacola
12:30 Dallas/Ft.Worth
11:39 Dallas/Ft.Worth
15:10 Chicago O'Hare
Connect
AA5780 American Airlines
AA2412 American Airlines
09:37 Pensacola
12:30 Dallas/Ft.Worth
11:39 Dallas/Ft.Worth
15:10 Chicago O'Hare
Connect
DL1217 Delta
DL1466 Delta
09:58 Pensacola
14:40 Atlanta
12:08 Atlanta
15:35 Chicago O'Hare
Connect
3M64 Silver Airways
UA1500 United Airlines
10:25 Pensacola
14:05 Orlando
13:10 Orlando
15:55 Chicago O'Hare
Connect
AA738 American Airlines
AA1883 American Airlines
10:34 Pensacola
14:46 Charlotte
13:17 Charlotte
15:57 Chicago O'Hare
Connect
AA4282 4283 American Airlines
10:44 Pensacola
13:25 Chicago O'Hare Direct
F91430 Frontier Airlines
10:45 Pensacola
13:19 Chicago O'Hare Direct
WN4571 Southwest Airlines
WN30 2184 Southwest Airlines
11:55 Pensacola
15:15 Dallas
13:45 Dallas
17:30 Chicago O'Hare
Connect
UA3949 United Airlines
UA468 United Airlines
13:00 Pensacola
17:30 Washington Dulles
16:29 Washington Dulles
18:36 Chicago O'Hare
Connect
UA5341 United Airlines
UA1601 United Airlines
13:45 Pensacola
16:25 Houston
15:31 Houston
19:10 Chicago O'Hare
Connect
UA5341 United Airlines
UA1452 United Airlines
13:45 Pensacola
16:25 Houston
15:31 Houston
19:11 Chicago O'Hare
Connect
DL2163 Delta
DL1666 Delta
14:15 Pensacola
17:45 Atlanta
16:35 Atlanta
18:58 Chicago O'Hare
Connect
UA2081 United Airlines
14:25 Pensacola
16:49 Chicago O'Hare Direct
AA5453 American Airlines
AA2857 American Airlines
14:34 Pensacola
18:14 Charlotte
17:24 Charlotte
19:28 Chicago O'Hare
Connect
WN371 Southwest Airlines
WN48 2508 3943 Southwest Airlines
15:20 Pensacola
18:00 Nashville
16:45 Nashville
19:40 Chicago O'Hare
Connect
WN371 Southwest Airlines
WN3493 Southwest Airlines
15:20 Pensacola
18:05 Nashville
16:45 Nashville
19:40 Chicago O'Hare
Connect
UA4801 United Airlines
UA547 United Airlines
15:30 Pensacola
18:05 Houston
17:12 Houston
20:51 Chicago O'Hare
Connect
UA4801 United Airlines
UA588 United Airlines
15:30 Pensacola
18:15 Houston
17:12 Houston
21:00 Chicago O'Hare
Connect
AA3563 American Airlines
AA2881 American Airlines
15:39 Pensacola
18:30 Dallas/Ft.Worth
17:39 Dallas/Ft.Worth
21:07 Chicago O'Hare
Connect
WN4219 Southwest Airlines
WN48 2508 3943 Southwest Airlines
15:40 Pensacola
18:00 Nashville
17:05 Nashville
19:40 Chicago O'Hare
Connect
WN4219 Southwest Airlines
WN3493 Southwest Airlines
15:40 Pensacola
18:05 Nashville
17:05 Nashville
19:40 Chicago O'Hare
Connect
AA3810 American Airlines
15:45 Pensacola
18:28 Chicago O'Hare Direct
UA5343 United Airlines
15:45 Pensacola
18:19 Chicago O'Hare Direct
UA6158 United Airlines
UA1638 United Airlines
17:05 Pensacola
20:05 Houston
18:51 Houston
22:40 Chicago O'Hare
Connect
UA6158 United Airlines
UA2263 United Airlines
17:05 Pensacola
19:55 Houston
18:51 Houston
22:31 Chicago O'Hare
Connect
UA4821 United Airlines
UA1638 United Airlines
17:09 Pensacola
20:05 Houston
18:52 Houston
22:40 Chicago O'Hare
Connect
UA4821 United Airlines
UA2263 United Airlines
17:09 Pensacola
19:55 Houston
18:52 Houston
22:31 Chicago O'Hare
Connect
AA4252 American Airlines
AA1294 American Airlines
17:47 Pensacola
20:45 Dallas/Ft.Worth
19:49 Dallas/Ft.Worth
23:14 Chicago O'Hare
Connect
AA5948 American Airlines
AA2585 American Airlines
19:37 Pensacola
22:30 Dallas/Ft.Worth
21:39 Dallas/Ft.Worth
00:54 Chicago O'Hare
Connect

3. Valparaiso to Chicago Midway

  1. You take a bus, shuttle or taxi from your location in Gulf Shores to Valparaiso.

  2. You take a flight from Valparaiso to Chicago Midway and cost approximately 350 USD.

  3. You take a bus, shuttle or taxi from Chicago Midway to your destination in Chicago, IL, USA.

Flight Depart Arrive
DL2203 Delta
DL5759 Delta
07:15 Valparaiso
11:00 Atlanta
09:28 Atlanta
11:51 Chicago Midway
Connect
WN4949 Southwest Airlines
WN2573 Southwest Airlines
07:30 Valparaiso
11:05 Nashville
08:55 Nashville
12:35 Chicago Midway
Connect
WN2346 Southwest Airlines
WN4941 Southwest Airlines
07:35 Valparaiso
11:00 Nashville
09:00 Nashville
12:30 Chicago Midway
Connect
WN6241 Southwest Airlines
WN4941 Southwest Airlines
07:50 Valparaiso
11:00 Nashville
09:10 Nashville
12:30 Chicago Midway
Connect
WN2263 Southwest Airlines
10:15 Valparaiso
12:20 Chicago Midway Direct
DL2661 Delta
DL2537 Delta
11:08 Valparaiso
14:38 Atlanta
13:21 Atlanta
15:25 Chicago Midway
Connect
WN1802 Southwest Airlines
WN2876 Southwest Airlines
12:50 Valparaiso
15:20 Nashville
14:15 Nashville
16:50 Chicago Midway
Connect
WN3732 Southwest Airlines
13:30 Valparaiso
15:40 Chicago Midway Direct
G42713 Allegiant Air
13:45 Valparaiso
15:55 Chicago Midway Direct
WN5037 Southwest Airlines
WN3825 5126 Southwest Airlines
14:40 Valparaiso
17:25 Nashville
16:05 Nashville
18:55 Chicago Midway
Connect
WN4375 Southwest Airlines
15:25 Valparaiso
17:30 Chicago Midway Direct
WN4544 Southwest Airlines
15:35 Valparaiso
17:40 Chicago Midway Direct
WN6182 Southwest Airlines
WN524 Southwest Airlines
16:10 Valparaiso
19:00 Nashville
17:35 Nashville
20:30 Chicago Midway
Connect
WN6182 Southwest Airlines
WN6182 Southwest Airlines
16:10 Valparaiso
18:30 Nashville
17:35 Nashville
20:00 Chicago Midway
Connect
WN4772 Southwest Airlines
WN5545 Southwest Airlines
16:15 Valparaiso
19:30 Nashville
17:40 Nashville
21:05 Chicago Midway
Connect
WN3232 Southwest Airlines
WN5030 Southwest Airlines
16:45 Valparaiso
19:55 Nashville
18:05 Nashville
21:25 Chicago Midway
Connect
WN1308 Southwest Airlines
WN4152 Southwest Airlines
17:00 Valparaiso
20:15 Nashville
18:20 Nashville
21:45 Chicago Midway
Connect
WN3320 Southwest Airlines
WN2862 Southwest Airlines
18:45 Valparaiso
21:20 St. Louis
20:25 St. Louis
22:25 Chicago Midway
Connect

4. Valparaiso to Chicago O'Hare

  1. You take a bus, shuttle or taxi from your location in Gulf Shores to Valparaiso.

  2. You take a flight from Valparaiso to Chicago O'Hare and cost approximately 270 USD.

  3. You take a bus, shuttle or taxi from Chicago O'Hare to your destination in Chicago, IL, USA.

Flight Depart Arrive
DL1336 Delta
DL1725 Delta
06:00 Valparaiso
10:00 Atlanta
08:08 Atlanta
11:05 Chicago O'Hare
Connect
AA5625 American Airlines
AA2408 American Airlines
06:57 Valparaiso
10:59 Charlotte
09:49 Charlotte
12:13 Chicago O'Hare
Connect
AA354 2391 American Airlines
AA2408 American Airlines
06:57 Valparaiso
10:59 Charlotte
09:43 Charlotte
12:13 Chicago O'Hare
Connect
DL2203 Delta
DL2864 Delta
07:15 Valparaiso
12:10 Atlanta
09:28 Atlanta
13:10 Chicago O'Hare
Connect
WN4949 Southwest Airlines
WN1670 2384 4399 Southwest Airlines
07:30 Valparaiso
09:50 Nashville
08:55 Nashville
11:30 Chicago O'Hare
Connect
WN2346 Southwest Airlines
WN1670 2384 4399 Southwest Airlines
07:35 Valparaiso
09:50 Nashville
09:00 Nashville
11:30 Chicago O'Hare
Connect
WN2346 Southwest Airlines
WN1670 6238 Southwest Airlines
07:35 Valparaiso
09:55 Nashville
09:00 Nashville
11:30 Chicago O'Hare
Connect
UA4982 United Airlines
UA1752 United Airlines
09:00 Valparaiso
12:05 Houston
10:53 Houston
14:51 Chicago O'Hare
Connect
AA1734 American Airlines
AA1650 American Airlines
09:00 Valparaiso
13:10 Charlotte
11:44 Charlotte
14:25 Chicago O'Hare
Connect
UA4262 United Airlines
UA1752 United Airlines
09:10 Valparaiso
12:05 Houston
10:59 Houston
14:51 Chicago O'Hare
Connect
AA3524 3812 3812 American Airlines
AA2412 American Airlines
09:31 Valparaiso
12:30 Dallas/Ft.Worth
11:39 Dallas/Ft.Worth
15:10 Chicago O'Hare
Connect
AA5415 American Airlines
AA1883 American Airlines
10:36 Valparaiso
14:46 Charlotte
13:21 Charlotte
15:57 Chicago O'Hare
Connect
AA2128 2619 American Airlines
AA1883 American Airlines
10:36 Valparaiso
14:46 Charlotte
13:19 Charlotte
15:57 Chicago O'Hare
Connect
WN4063 Southwest Airlines
WN35 2510 Southwest Airlines
10:45 Valparaiso
15:10 Baltimore
14:05 Baltimore
16:15 Chicago O'Hare
Connect
WN4008 Southwest Airlines
WN35 2510 Southwest Airlines
11:05 Valparaiso
15:10 Baltimore
14:20 Baltimore
16:15 Chicago O'Hare
Connect
DL2661 Delta
DL1466 Delta
11:08 Valparaiso
14:40 Atlanta
13:21 Atlanta
15:35 Chicago O'Hare
Connect
AA3722 American Airlines
11:10 Valparaiso
13:55 Chicago O'Hare Direct
WN3121 Southwest Airlines
WN6239 4480 579 765 Southwest Airlines
11:50 Valparaiso
15:50 Nashville
13:15 Nashville
17:30 Chicago O'Hare
Connect
WN818 Southwest Airlines
WN6239 4480 579 765 Southwest Airlines
12:35 Valparaiso
15:50 Nashville
14:00 Nashville
17:30 Chicago O'Hare
Connect
WN1802 Southwest Airlines
WN6239 4480 579 765 Southwest Airlines
12:50 Valparaiso
15:50 Nashville
14:15 Nashville
17:30 Chicago O'Hare
Connect
AA5953 American Airlines
AA2418 American Airlines
13:30 Valparaiso
16:30 Dallas/Ft.Worth
15:38 Dallas/Ft.Worth
19:09 Chicago O'Hare
Connect
DL2660 Delta
DL1666 Delta
14:00 Valparaiso
17:45 Atlanta
16:12 Atlanta
18:58 Chicago O'Hare
Connect
UA3639 United Airlines
14:05 Valparaiso
16:37 Chicago O'Hare Direct
WN4921 Southwest Airlines
WN48 2508 3943 Southwest Airlines
14:15 Valparaiso
18:00 Nashville
15:40 Nashville
19:40 Chicago O'Hare
Connect
WN45 Southwest Airlines
WN4487 Southwest Airlines
14:25 Valparaiso
17:50 Dallas
16:40 Dallas
20:05 Chicago O'Hare
Connect
AA5239 American Airlines
AA2857 American Airlines
14:34 Valparaiso
18:14 Charlotte
17:23 Charlotte
19:28 Chicago O'Hare
Connect
WN5037 Southwest Airlines
WN48 2508 3943 Southwest Airlines
14:40 Valparaiso
18:00 Nashville
16:05 Nashville
19:40 Chicago O'Hare
Connect
UA4924 United Airlines
UA547 United Airlines
15:00 Valparaiso
18:05 Houston
16:53 Houston
20:51 Chicago O'Hare
Connect
AA5735 American Airlines
AA2881 American Airlines
15:32 Valparaiso
18:30 Dallas/Ft.Worth
17:39 Dallas/Ft.Worth
21:07 Chicago O'Hare
Connect
AA5185 5516 American Airlines
AA583 American Airlines
16:21 Valparaiso
20:40 Charlotte
19:09 Charlotte
21:49 Chicago O'Hare
Connect
WN5128 Southwest Airlines
WN3349 Southwest Airlines
16:35 Valparaiso
19:55 Dallas
18:35 Dallas
22:20 Chicago O'Hare
Connect
UA6338 United Airlines
UA1638 United Airlines
16:50 Valparaiso
20:05 Houston
18:40 Houston
22:40 Chicago O'Hare
Connect
UA6338 United Airlines
UA2263 United Airlines
16:50 Valparaiso
19:55 Houston
18:40 Houston
22:31 Chicago O'Hare
Connect
UA4924 United Airlines
UA2263 United Airlines
16:59 Valparaiso
19:55 Houston
18:50 Houston
22:31 Chicago O'Hare
Connect
UA4924 United Airlines
UA1638 United Airlines
16:59 Valparaiso
20:05 Houston
18:50 Houston
22:40 Chicago O'Hare
Connect
AA4273 American Airlines
17:01 Valparaiso
19:47 Chicago O'Hare Direct
AA5950 American Airlines
AA1294 American Airlines
17:20 Valparaiso
20:45 Dallas/Ft.Worth
19:29 Dallas/Ft.Worth
23:14 Chicago O'Hare
Connect
DL2184 Delta
DL2451 Delta
17:41 Valparaiso
20:51 Atlanta
19:56 Atlanta
21:57 Chicago O'Hare
Connect
AA5384 American Airlines
AA689 American Airlines
18:39 Valparaiso
22:57 Charlotte
21:29 Charlotte
23:58 Chicago O'Hare
Connect
AA4290 American Airlines
AA2585 American Airlines
19:17 Valparaiso
22:30 Dallas/Ft.Worth
21:25 Dallas/Ft.Worth
00:54 Chicago O'Hare
Connect

References

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