Flight Schedules
Last Updated: Thu, 2 Jan, 2025
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14:21 PNS16:53 ORD2Hrs, 32m Direct
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PNSPensacola Municipal Airport 14:21 - ORD 16:53 2h 32m Direct
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PNSPensacola Municipal Airport 14:21
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ORDChicago O'Hare International Airport 16:53
- 2h 32m
- Direct
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United Airlines (UA 2652)Boeing 737 700 -
United Airlines (UA 2652) -
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- Boeing 737 700
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14:21 PNS16:53 ORD2Hrs, 32m Direct
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PNSPensacola Municipal Airport 14:21 - ORD 16:53 2h 32m Direct
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PNSPensacola Municipal Airport 14:21
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ORDChicago O'Hare International Airport 16:53
- 2h 32m
- Direct
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United Airlines (UA 2652)Airbus -
United Airlines (UA 2652) -
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14:21 PNS16:53 ORD2Hrs, 32m Direct
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PNSPensacola Municipal Airport 14:21 - ORD 16:53 2h 32m Direct
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PNSPensacola Municipal Airport 14:21
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ORDChicago O'Hare International Airport 16:53
- 2h 32m
- Direct
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United Airlines (UA 2652)Airbus -
United Airlines (UA 2652) -
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14:22 PNS16:54 ORD2Hrs, 32m Direct
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PNSPensacola Municipal Airport 14:22 - ORD 16:54 2h 32m Direct
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PNSPensacola Municipal Airport 14:22
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ORDChicago O'Hare International Airport 16:54
- 2h 32m
- Direct
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United Airlines (UA 2652)Boeing 737 800 -
United Airlines (UA 2652) -
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- Boeing 737 800
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14:25 PNS16:57 ORD2Hrs, 32m Direct
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PNSPensacola Municipal Airport 14:25 - ORD 16:57 2h 32m Direct
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PNSPensacola Municipal Airport 14:25
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ORDChicago O'Hare International Airport 16:57
- 2h 32m
- Direct
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United Airlines (UA 2652)Boeing 737 Max 8 Passenger -
United Airlines (UA 2652) -
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- Boeing 737 Max 8 Passenger
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18:25 PNS00:25 MDW6Hrs, 00m 1 Stop (BNA)
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PNSPensacola Municipal Airport 18:25 - MDW 00:25 6h 1 Stop (BNA) Nashville
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PNSPensacola Municipal Airport 18:25BNANashville Airport 22:50
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BNANashville Airport 19:50MDWChicago Midway Airport 00:25
- 6h (3h)
- 1 Stop BNA · Nashville 3h
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Southwest Airlines (WN 3401)Boeing 737 700 Southwest Airlines (WN 1647)Boeing 737 800 -
Southwest Airlines (WN 3401) -
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05:27 PNS11:44 ORD6Hrs, 17m 1 Stop (MIA)
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PNSPensacola Municipal Airport 05:27 - ORD 11:44 6h 17m 1 Stop (MIA) Miami
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PNSPensacola Municipal Airport 05:27MIAMiami International Airport 09:12
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MIAMiami International Airport 08:09ORDChicago O'Hare International Airport 11:44
- 6h 17m (1h 03m)
- 1 Stop MIA · Miami 1h 03m
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American Airlines (AA 3508)Embraer Emb 175 American Airlines (AA 2174)Boeing 737 800 -
American Airlines (AA 3508) -
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05:30 PNS12:07 ORD6Hrs, 37m 1 Stop (CLT)
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PNSPensacola Municipal Airport 05:30 - ORD 12:07 6h 37m 1 Stop (CLT) Charlotte
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PNSPensacola Municipal Airport 05:30CLTCharlotte Airport 10:59
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CLTCharlotte Airport 08:15ORDChicago O'Hare International Airport 12:07
- 6h 37m (2h 44m)
- 1 Stop CLT · Charlotte 2h 44m
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American Airlines (AA 5510)Canadair Regional American Airlines (AA 2279)Boeing 737 800 -
American Airlines (AA 5510) -
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07:30 PNS12:07 ORD4Hrs, 37m 1 Stop (CLT)
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PNSPensacola Municipal Airport 07:30 - ORD 12:07 4h 37m 1 Stop (CLT) Charlotte
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PNSPensacola Municipal Airport 07:30CLTCharlotte Airport 10:59
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CLTCharlotte Airport 10:15ORDChicago O'Hare International Airport 12:07
- 4h 37m (44m)
- 1 Stop CLT · Charlotte 44m
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American Airlines (AA 5353)Canadair Regional American Airlines (AA 2279)Boeing 737 800 -
American Airlines (AA 5353) -
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07:30 PNS13:00 ORD5Hrs, 30m 1 Stop (BNA)
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PNSPensacola Municipal Airport 07:30 - ORD 13:00 5h 30m 1 Stop (BNA) Nashville
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PNSPensacola Municipal Airport 07:30BNANashville Airport 11:15
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BNANashville Airport 08:55ORDChicago O'Hare International Airport 13:00
- 5h 30m (2h 20m)
- 1 Stop BNA · Nashville 2h 20m
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Southwest Airlines (WN 1106)Boeing 737 800 Southwest Airlines (WN 467)Boeing 737 800 -
Southwest Airlines (WN 1106) -
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07:30 PNS14:00 MDW6Hrs, 30m 1 Stop (BNA)
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PNSPensacola Municipal Airport 07:30 - MDW 14:00 6h 30m 1 Stop (BNA) Nashville
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PNSPensacola Municipal Airport 07:30BNANashville Airport 12:25
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BNANashville Airport 08:55MDWChicago Midway Airport 14:00
- 6h 30m (3h 30m)
- 1 Stop BNA · Nashville 3h 30m
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Southwest Airlines (WN 1106)Boeing 737 800 Southwest Airlines (WN 2412)Boeing 737 700 -
Southwest Airlines (WN 1106) -
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08:45 PNS13:00 ORD4Hrs, 15m 1 Stop (BNA)
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PNSPensacola Municipal Airport 08:45 - ORD 13:00 4h 15m 1 Stop (BNA) Nashville
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PNSPensacola Municipal Airport 08:45BNANashville Airport 11:15
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BNANashville Airport 10:10ORDChicago O'Hare International Airport 13:00
- 4h 15m (1h 05m)
- 1 Stop BNA · Nashville 1h 05m
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Southwest Airlines (WN 1106)Boeing 737 800 Southwest Airlines (WN 983)Boeing 737 800 -
Southwest Airlines (WN 1106) -
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14:00 CMH10:10 BNA5Hrs, 30m 1 Stop (MDW)
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CMHColumbus Port Columbus Intl Airport 14:00 - BNA 10:10 5h 30m 1 Stop (MDW) Chicago
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CMHColumbus Port Columbus Intl Airport 14:00PNSPensacola Municipal Airport 08:45
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MDWChicago Midway Airport 14:15BNANashville Airport 10:10
- 5h 30m (1h 30m)
- 1 Stop MDW · Chicago 1h 30m
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Southwest Airlines (WN 2328)Boeing 737 700 Southwest Airlines (WN 1106)Boeing 737 800 -
Southwest Airlines (WN 2328) -
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14:10 PIT10:10 BNA5Hrs, 50m 1 Stop (MDW)
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PITPittsburgh International Airport 14:10 - BNA 10:10 5h 50m 1 Stop (MDW) Chicago
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PITPittsburgh International Airport 14:10PNSPensacola Municipal Airport 08:45
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MDWChicago Midway Airport 14:35BNANashville Airport 10:10
- 5h 50m (1h 30m)
- 1 Stop MDW · Chicago 1h 30m
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Southwest Airlines (WN 3286)Boeing 737 Max 8 Passenger Southwest Airlines (WN 1106)Boeing 737 800 -
Southwest Airlines (WN 3286) -
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08:45 PNS15:10 MDW6Hrs, 25m 1 Stop (BNA)
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PNSPensacola Municipal Airport 08:45 - MDW 15:10 6h 25m 1 Stop (BNA) Nashville
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PNSPensacola Municipal Airport 08:45BNANashville Airport 13:35
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BNANashville Airport 10:10MDWChicago Midway Airport 15:10
- 6h 25m (3h 25m)
- 1 Stop BNA · Nashville 3h 25m
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Southwest Airlines (WN 1106)Boeing 737 800 Southwest Airlines (WN 1622)Boeing 737 700 -
Southwest Airlines (WN 1106) -
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09:42 PNS16:42 ORD7Hrs, 00m 1 Stop (MIA)
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PNSPensacola Municipal Airport 09:42 - ORD 16:42 7h 1 Stop (MIA) Miami
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PNSPensacola Municipal Airport 09:42MIAMiami International Airport 14:15
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MIAMiami International Airport 12:25ORDChicago O'Hare International Airport 16:42
- 7h (1h 50m)
- 1 Stop MIA · Miami 1h 50m
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American Airlines (AA 3617)Embraer Emb 175 American Airlines (AA 795)Boeing 737 800 -
American Airlines (AA 3617) -
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09:42 PNS16:42 ORD7Hrs, 00m 1 Stop (MIA)
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PNSPensacola Municipal Airport 09:42 - ORD 16:42 7h 1 Stop (MIA) Miami
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PNSPensacola Municipal Airport 09:42MIAMiami International Airport 14:15
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MIAMiami International Airport 12:25ORDChicago O'Hare International Airport 16:42
- 7h (1h 50m)
- 1 Stop MIA · Miami 1h 50m
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American Airlines (AA 3617)Embraer Emb 175 American Airlines (AA 1813)Boeing 737 800 -
American Airlines (AA 3617) -
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10:35 PNS15:45 MDW5Hrs, 10m 1 Stop (DAL)
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PNSPensacola Municipal Airport 10:35 - MDW 15:45 5h 10m 1 Stop (DAL) Dallas
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PNSPensacola Municipal Airport 10:35DALDallas/Fort Worth Love Field Airport 13:35
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DALDallas/Fort Worth Love Field Airport 12:30MDWChicago Midway Airport 15:45
- 5h 10m (1h 05m)
- 1 Stop DAL · Dallas 1h 05m
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Southwest Airlines (WN 1164)Boeing 737 700 Southwest Airlines (WN 2564)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 1164) -
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10:47 PNS15:51 ORD5Hrs, 04m 1 Stop (CLT)
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PNSPensacola Municipal Airport 10:47 - ORD 15:51 5h 04m 1 Stop (CLT) Charlotte
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PNSPensacola Municipal Airport 10:47CLTCharlotte Airport 14:41
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CLTCharlotte Airport 13:33ORDChicago O'Hare International Airport 15:51
- 5h 04m (1h 08m)
- 1 Stop CLT · Charlotte 1h 08m
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American Airlines (AA 5563)Canadair Regional American Airlines (AA 614)Boeing 737 800 -
American Airlines (AA 5563) -
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11:09 PNS17:43 ORD6Hrs, 34m 1 Stop (CLT)
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PNSPensacola Municipal Airport 11:09 - ORD 17:43 6h 34m 1 Stop (CLT) Charlotte
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PNSPensacola Municipal Airport 11:09CLTCharlotte Airport 16:38
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CLTCharlotte Airport 13:48ORDChicago O'Hare International Airport 17:43
- 6h 34m (2h 50m)
- 1 Stop CLT · Charlotte 2h 50m
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American Airlines (AA 2737)Airbus American Airlines (AA 2569)Airbus -
American Airlines (AA 2737) -
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11:15 PNS16:15 MDW5Hrs, 00m 1 Stop (DAL)
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PNSPensacola Municipal Airport 11:15 - MDW 16:15 5h 1 Stop (DAL) Dallas
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PNSPensacola Municipal Airport 11:15DALDallas/Fort Worth Love Field Airport 14:05
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DALDallas/Fort Worth Love Field Airport 13:10MDWChicago Midway Airport 16:15
- 5h (55m)
- 1 Stop DAL · Dallas 55m
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Southwest Airlines (WN 2768)Boeing 737 700 Southwest Airlines (WN 2564)Boeing 737 800 -
Southwest Airlines (WN 2768) -
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11:33 PNS17:36 ORD6Hrs, 03m 1 Stop (DFW)
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PNSPensacola Municipal Airport 11:33 - ORD 17:36 6h 03m 1 Stop (DFW) Dallas
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PNSPensacola Municipal Airport 11:33DFWDallas/Fort Worth Intl Airport 15:14
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DFWDallas/Fort Worth Intl Airport 13:47ORDChicago O'Hare International Airport 17:36
- 6h 03m (1h 27m)
- 1 Stop DFW · Dallas 1h 27m
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American Airlines (AA 3894)Embraer Emb 175 American Airlines (AA 2412)Boeing 737 800 -
American Airlines (AA 3894) -
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11:43 PNS17:07 ORD5Hrs, 24m 1 Stop (IAH)
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PNSPensacola Municipal Airport 11:43 - ORD 17:07 5h 24m 1 Stop (IAH) Houston
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PNSPensacola Municipal Airport 11:43IAHHouston George Bush Intercontinental Airport 14:21
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IAHHouston George Bush Intercontinental Airport 13:40ORDChicago O'Hare International Airport 17:07
- 5h 24m (41m)
- 1 Stop IAH · Houston 41m
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United Airlines (UA 4897)Embraer United Airlines (UA 2125)Airbus A321 Neo -
United Airlines (UA 4897) -
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11:43 PNS17:07 ORD5Hrs, 24m 1 Stop (IAH)
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PNSPensacola Municipal Airport 11:43 - ORD 17:07 5h 24m 1 Stop (IAH) Houston
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PNSPensacola Municipal Airport 11:43IAHHouston George Bush Intercontinental Airport 14:21
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IAHHouston George Bush Intercontinental Airport 13:40ORDChicago O'Hare International Airport 17:07
- 5h 24m (41m)
- 1 Stop IAH · Houston 41m
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United Airlines (UA 4897)Embraer United Airlines (UA 2125)Boeing 737 900 -
United Airlines (UA 4897) -
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11:45 PNS18:15 MDW6Hrs, 30m 1 Stop (HOU)
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PNSPensacola Municipal Airport 11:45 - MDW 18:15 6h 30m 1 Stop (HOU) Houston
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PNSPensacola Municipal Airport 11:45HOUHouston Hobby Airport 15:50
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HOUHouston Hobby Airport 13:30MDWChicago Midway Airport 18:15
- 6h 30m (2h 20m)
- 1 Stop HOU · Houston 2h 20m
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Southwest Airlines (WN 2382)Boeing 737 700 Southwest Airlines (WN 528)Boeing 737 800 -
Southwest Airlines (WN 2382) -
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12:10 PNS16:20 MDW4Hrs, 10m 1 Stop (BNA)
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PNSPensacola Municipal Airport 12:10 - MDW 16:20 4h 10m 1 Stop (BNA) Nashville
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PNSPensacola Municipal Airport 12:10BNANashville Airport 14:45
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BNANashville Airport 13:40MDWChicago Midway Airport 16:20
- 4h 10m (1h 05m)
- 1 Stop BNA · Nashville 1h 05m
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Southwest Airlines (WN 2567)Boeing 737 700 Southwest Airlines (WN 4066)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 2567) -
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14:20 PNS19:50 MDW5Hrs, 30m 1 Stop (STL)
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PNSPensacola Municipal Airport 14:20 - MDW 19:50 5h 30m 1 Stop (STL) Saint Louis
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PNSPensacola Municipal Airport 14:20STLSt Louis Lambert Intl Airport 18:40
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STLSt Louis Lambert Intl Airport 16:05MDWChicago Midway Airport 19:50
- 5h 30m (2h 35m)
- 1 Stop STL · Saint Louis 2h 35m
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Southwest Airlines (WN 3731)Boeing 737 700 Southwest Airlines (WN 1253)Boeing 737 700 -
Southwest Airlines (WN 3731) -
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15:05 PNS20:56 ORD5Hrs, 51m 1 Stop (IAH)
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PNSPensacola Municipal Airport 15:05 - ORD 20:56 5h 51m 1 Stop (IAH) Houston
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PNSPensacola Municipal Airport 15:05IAHHouston George Bush Intercontinental Airport 18:15
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IAHHouston George Bush Intercontinental Airport 17:04ORDChicago O'Hare International Airport 20:56
- 5h 51m (1h 11m)
- 1 Stop IAH · Houston 1h 11m
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United Airlines (UA 4306)Embraer United Airlines (UA 321)Boeing 757 200 Series -
United Airlines (UA 4306) -
- M
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15:46 PNS21:19 ORD5Hrs, 33m 1 Stop (DFW)
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PNSPensacola Municipal Airport 15:46 - ORD 21:19 5h 33m 1 Stop (DFW) Dallas
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PNSPensacola Municipal Airport 15:46DFWDallas/Fort Worth Intl Airport 18:55
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DFWDallas/Fort Worth Intl Airport 17:56ORDChicago O'Hare International Airport 21:19
- 5h 33m (59m)
- 1 Stop DFW · Dallas 59m
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American Airlines (AA 1475)Airbus American Airlines (AA 566)Boeing 737 800 -
American Airlines (AA 1475) -
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16:25 PNS22:00 ORD5Hrs, 35m 1 Stop (BNA)
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PNSPensacola Municipal Airport 16:25 - ORD 22:00 5h 35m 1 Stop (BNA) Nashville
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PNSPensacola Municipal Airport 16:25BNANashville Airport 20:10
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BNANashville Airport 17:50ORDChicago O'Hare International Airport 22:00
- 5h 35m (2h 20m)
- 1 Stop BNA · Nashville 2h 20m
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Southwest Airlines (WN 3401)Boeing 737 700 Southwest Airlines (WN 4180)Boeing 737 800 -
Southwest Airlines (WN 3401) -
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16:25 PNS22:20 MDW5Hrs, 55m 1 Stop (BNA)
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PNSPensacola Municipal Airport 16:25 - MDW 22:20 5h 55m 1 Stop (BNA) Nashville
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PNSPensacola Municipal Airport 16:25BNANashville Airport 20:45
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BNANashville Airport 17:50MDWChicago Midway Airport 22:20
- 5h 55m (2h 55m)
- 1 Stop BNA · Nashville 2h 55m
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Southwest Airlines (WN 3401)Boeing 737 700 Southwest Airlines (WN 1647)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 3401) -
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16:33 PNS21:57 ORD5Hrs, 24m 1 Stop (CLT)
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PNSPensacola Municipal Airport 16:33 - ORD 21:57 5h 24m 1 Stop (CLT) Charlotte
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PNSPensacola Municipal Airport 16:33CLTCharlotte Airport 20:45
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CLTCharlotte Airport 19:19ORDChicago O'Hare International Airport 21:57
- 5h 24m (1h 26m)
- 1 Stop CLT · Charlotte 1h 26m
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American Airlines (AA 5055)Canadair Regional American Airlines (AA 815)Airbus -
American Airlines (AA 5055) -
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17:15 PNS22:10 MDW4Hrs, 55m 1 Stop (DAL)
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PNSPensacola Municipal Airport 17:15 - MDW 22:10 4h 55m 1 Stop (DAL) Dallas
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PNSPensacola Municipal Airport 17:15DALDallas/Fort Worth Love Field Airport 20:00
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DALDallas/Fort Worth Love Field Airport 19:10MDWChicago Midway Airport 22:10
- 4h 55m (50m)
- 1 Stop DAL · Dallas 50m
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Southwest Airlines (WN 3096)Boeing 737 700 Southwest Airlines (WN 2866)Boeing 737 700 -
Southwest Airlines (WN 3096) -
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What’s the fastest flight time from Pensacola to Chicago?
The fastest flight time for direct flights from Pensacola to Chicago is 2 hours 32 minutes. Check latest flight schedules & prices on Wego.
How far is Chicago from Pensacola?
The flight distance between Pensacola and Chicago is 1274km. Check all available flights on Wego.
When is the earliest and latest flight of the day?
The earliest flight of the day departs at 05:27. The last flight of the day departs at 18:25. See the full list of flight times on Wego.
How many airlines offer direct flights from Pensacola to Chicago?
There are 1 airlines that offer direct flights from Pensacola to Chicago. Find out the list of airlines on Wego.
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