American Airlines Chicago to Pensacola Flights

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Cheapflightsplus.com will find cheap American Airlines flights from Chicago to Pensacola. Compare airline ticket prices and book air tickets starting from $94 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of American Airlines, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Pensacola (FL) by American Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in january: one-way - $94, two-way – $161.

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Cheap Flights from Chicago to Pensacola by American Airlines

Look at the list of plane tickets for the most connecting flights by American Airlines, their prices start from $94. There’re no direct flights. The fastest connecting flight – 4h 31m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $94 Find flight	8:50 am Chicago O'Hare International	3:43 pm Pensacola Pensacola Regional	6h 53m layover 3h 4m - Charlotte	American Airlines	AA593 AA4553
from $94 Find flight	7:24 am Chicago O'Hare International	12:19 pm Pensacola Pensacola Regional	4h 55m layover 1h 6m - Charlotte	American Airlines	AA2052 AA5298
from $94 Find flight	5:49 am Chicago O'Hare International	12:19 pm Pensacola Pensacola Regional	6h 30m layover 2h 47m - Charlotte	American Airlines	AA2523 AA5298
from $94 Find flight	3:46 pm Chicago O'Hare International	8:42 pm Pensacola Pensacola Regional	4h 56m layover 1h 9m - Charlotte	American Airlines	AA1093 AA5103
from $94 Find flight	12:11 pm Chicago O'Hare International	6:27 pm Pensacola Pensacola Regional	6h 16m layover 2h 31m - Charlotte	American Airlines	AA2080 AA5463
from $94 Find flight	1:53 pm Chicago O'Hare International	6:27 pm Pensacola Pensacola Regional	4h 34m layover 0h 46m - Charlotte	American Airlines	AA864 AA5463
from $94 Find flight	1:53 pm Chicago O'Hare International	8:42 pm Pensacola Pensacola Regional	6h 49m layover 3h 0m - Charlotte	American Airlines	AA864 AA5103
from $95 Find flight	3:12 pm Chicago O'Hare International	9:07 pm Pensacola Pensacola Regional	5h 55m layover 1h 33m - Washington D.C.	American Airlines	AA2679 AA5597
from $95 Find flight	1:37 pm Chicago O'Hare International	9:07 pm Pensacola Pensacola Regional	7h 30m layover 3h 6m - Washington D.C.	American Airlines	AA1486 AA5597
from $95 Find flight	9:00 am Chicago O'Hare International	2:38 pm Pensacola Pensacola Regional	5h 38m layover 1h 20m - Dallas	American Airlines	AA2412 AA2389
from $95 Find flight	7:00 am Chicago O'Hare International	12:59 pm Pensacola Pensacola Regional	5h 59m layover 1h 43m - Washington D.C.	American Airlines	AA2378 AA3771
from $95 Find flight	7:05 am Chicago O'Hare International	12:04 pm Pensacola Pensacola Regional	4h 59m layover 0h 40m - Dallas	American Airlines	AA1625 AA3324
from $95 Find flight	5:15 am Chicago O'Hare International	12:04 pm Pensacola Pensacola Regional	6h 49m layover 2h 31m - Dallas	American Airlines	AA2429 AA3324
from $95 Find flight	10:50 am Chicago O'Hare International	6:44 pm Pensacola Pensacola Regional	7h 54m layover 3h 39m - Dallas	American Airlines	AA1408 AA3877
from $109 Find flight	3:46 pm Chicago O'Hare International	8:40 pm Pensacola Pensacola Regional	4h 54m layover 1h 8m - Charlotte	American Airlines	AA1195 AA5103
from $130 Find flight	10:35 am Chicago O'Hare International	3:31 pm Pensacola Pensacola Regional	4h 56m layover 1h 14m - Charlotte	American Airlines	AA1668 AA4553

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 12/22/2024

American Airlines Flight Schedule Chicago to Pensacola

Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.

Departure	Flight Details	Flight Time	Price
10:40 am — 3:43 pm	10:40 am — 1:37 pm AA1668 American Airlines Chicago — Charlotte 1h 18m stop 2:55 pm — 3:43 pm AA4553 American Airlines Charlotte — Pensacola	5h 3m including layover	Find flight from$94
10:50 am — 6:44 pm	10:50 am — 1:16 pm AA1408 American Airlines Chicago — Dallas 3h 39m stop 4:55 pm — 6:44 pm AA3877 American Airlines Dallas — Pensacola	7h 54m including layover	Find flight from$95
11:15 am — 6:35 pm	11:15 am — 1:37 pm AA2223 American Airlines Chicago — Dallas 3h 8m stop 4:45 pm — 6:35 pm AA3877 American Airlines Dallas — Pensacola	7h 20m including layover	Find flight from$227
12:11 pm — 6:27 pm	12:11 pm — 3:10 pm AA2080 American Airlines Chicago — Charlotte 2h 31m stop 5:41 pm — 6:27 pm AA5463 American Airlines Charlotte — Pensacola	6h 16m including layover	Find flight from$94
12:30 pm — 6:20 pm	12:30 pm — 3:33 pm AA2080 American Airlines Chicago — Charlotte 2h 8m stop 5:41 pm — 6:20 pm AA5463 American Airlines Charlotte — Pensacola	5h 50m including layover	Find flight from$163
1:53 pm — 6:27 pm	1:53 pm — 4:55 pm AA864 American Airlines Chicago — Charlotte 46m stop 5:41 pm — 6:27 pm AA5463 American Airlines Charlotte — Pensacola	4h 34m including layover	Find flight from$94
1:53 pm — 8:42 pm	1:53 pm — 4:55 pm AA864 American Airlines Chicago — Charlotte 3h stop 7:55 pm — 8:42 pm AA5103 American Airlines Charlotte — Pensacola	6h 49m including layover	Find flight from$94
2:05 pm — 8:40 pm	2:05 pm — 5:08 pm AA864 American Airlines Chicago — Charlotte 2h 47m stop 7:55 pm — 8:40 pm AA5103 American Airlines Charlotte — Pensacola	6h 35m including layover	Find flight from$184
2:23 pm — 10:30 pm	2:23 pm — 4:50 pm AA2346 American Airlines Chicago — Dallas 3h 55m stop 8:45 pm — 10:30 pm AA2641 American Airlines Dallas — Pensacola	8h 7m including layover	Find flight from$164
3:12 pm — 9:07 pm	3:12 pm — 6:02 pm AA2679 American Airlines Chicago — Washington D.C. 1h 33m stop 7:35 pm — 9:07 pm AA5597 American Airlines Washington D.C. — Pensacola	5h 55m including layover	Find flight from$95
3:46 pm — 8:42 pm	3:46 pm — 6:46 pm AA1093 American Airlines Chicago — Charlotte 1h 9m stop 7:55 pm — 8:42 pm AA5103 American Airlines Charlotte — Pensacola	4h 56m including layover	Find flight from$94
4:45 pm — 10:49 pm	4:45 pm — 8:51 pm AA160 American Airlines Chicago — Miami 1h stop 9:51 pm — 10:49 pm AA4109 American Airlines Miami — Pensacola	6h 4m including layover	Find flight from$112
4:55 pm — 10:17 pm	4:55 pm — 7:31 pm AA2501 American Airlines Chicago — Dallas 1h 9m stop 8:40 pm — 10:17 pm AA2641 American Airlines Dallas — Pensacola	5h 22m including layover	Find flight from$112
5:15 am — 12:04 pm	5:15 am — 7:49 am AA2429 American Airlines Chicago — Dallas 2h 31m stop 10:20 am — 12:04 pm AA3324 American Airlines Dallas — Pensacola	6h 49m including layover	Find flight from$95
5:49 am — 12:19 pm	5:49 am — 8:43 am AA2523 American Airlines Chicago — Charlotte 2h 47m stop 11:30 am — 12:19 pm AA5298 American Airlines Charlotte — Pensacola	6h 30m including layover	Find flight from$94
6:25 pm — 11:08 pm	6:25 pm — 9:20 pm AA354 American Airlines Chicago — Charlotte 1h 4m stop 10:24 pm — 11:08 pm AA5103 American Airlines Charlotte — Pensacola	4h 43m including layover	Find flight from$252
6:30 am — 10:49 pm	6:30 am — 10:34 am AA2498 American Airlines Chicago — Miami 11h 17m stop 9:51 pm — 10:49 pm AA4109 American Airlines Miami — Pensacola	16h 19m including layover	Find flight from$227
7:00 am — 12:59 pm	7:00 am — 9:47 am AA2378 American Airlines Chicago — Washington D.C. 1h 43m stop 11:30 am — 12:59 pm AA3771 American Airlines Washington D.C. — Pensacola	5h 59m including layover	Find flight from$95
7:24 am — 12:19 pm	7:24 am — 10:24 am AA2052 American Airlines Chicago — Charlotte 1h 6m stop 11:30 am — 12:19 pm AA5298 American Airlines Charlotte — Pensacola	4h 55m including layover	Find flight from$94
8:30 am — 2:38 pm	8:30 am — 11:05 am AA2428 American Airlines Chicago — Dallas 1h 55m stop 1:00 pm — 2:38 pm AA2389 American Airlines Dallas — Pensacola	6h 8m including layover	Find flight from$95
8:50 am — 3:43 pm	8:50 am — 11:51 am AA593 American Airlines Chicago — Charlotte 3h 4m stop 2:55 pm — 3:43 pm AA4553 American Airlines Charlotte — Pensacola	6h 53m including layover	Find flight from$94
9:00 am — 2:38 pm	9:00 am — 11:40 am AA2412 American Airlines Chicago — Dallas 1h 20m stop 1:00 pm — 2:38 pm AA2389 American Airlines Dallas — Pensacola	5h 38m including layover	Find flight from$95
9:05 am — 2:45 pm	9:05 am — 11:36 am AA2412 American Airlines Chicago — Dallas 1h 24m stop 1:00 pm — 2:45 pm AA2389 American Airlines Dallas — Pensacola	5h 40m including layover	Find flight from$164

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times are local. Last updated on 12/22/2024

Flight Information

There are 111 flight by American Airlines from Chicago to Pensacola every week with departures from Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee. All flights arrive at Ellyson NAS, Pensacola Regional, Pensacola NAS, Saufley NAS.

Departures start from 10:05 pm to 9:05 am. Nonstop flight is 4h 31m. The time difference between Chicago and Pensacola is 0h.

The fastest flight 4h 31m
Average flight time 8h 12m
The earliest flight 10:05 pm
The latest flight 9:05 am
Distance 789 ml

The cheapest flight by American Airlines that our users were able to find is $94. This airfare is economy class on one-way AA593 flight for December 7, 2018 leaving O'Hare International in Chicago at 8:50 am, it includes all taxes and additional fees.

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American Airlines Airplanes on the Route

List of the most popular American Airlines airplanes flying from Chicago to Pensacola:

Boeing 737

from $94

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Airbus A321

from $94

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Boeing 787

from $95

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Boeing 757

from $112

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Boeing 767

from $203

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Airbus A319

from $227

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Other Popular Airlines on the Route

Besides American Airlines there are other 1 airline carriers between Chicago and Pensacola. Please review schedules and prices from the most popular airlines to find the best airfare deals from Chicago to Pensacola.

Nonstop flights

There are 3 direct flights every day from Chicago. Airlines and fares are below:

UA - United Airlines

from $181

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Connecting Flights

List of flights with layovers (1 and more stops):

UA - United Airlines

from $108

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How to book an air ticket yourself?

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