Cheap Flights from Chicago, IL to Pensacola, FL from $94

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On Cheapflightsplus.com you will find 3 direct and 103 connecting flights from Chicago to Pensacola. You can compare airfare deals from 2 airlines and multiple travel sites from $94, book and save on cheap plane tickets and last minute offers. Also check out CHI-PNS flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Pensacola Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $94 (one-way), $161 (round-trip).

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Best Flights from Chicago to Pensacola Today

Take a look at the list of non stop flights and flights with layovers from Chicago to Pensacola with the lowest price of $94. The fastest direct flight takes 2h 15m and the fastest connecting – 4h 31m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $181 Find flight	11:42 Chicago O'Hare International	14:06 Pensacola Pensacola Regional	2h 24m	United Airlines	UA3916
from $225 Find flight	11:29 Chicago O'Hare International	13:55 Pensacola Pensacola Regional	2h 26m	United Airlines	UA3809
from $94 Find flight	13:53 Chicago O'Hare International	18:27 Pensacola Pensacola Regional	4h 34m layover 0h 46m - Charlotte	American Airlines	AA864 AA5463
from $94 Find flight	07:24 Chicago O'Hare International	12:19 Pensacola Pensacola Regional	4h 55m layover 1h 6m - Charlotte	American Airlines	AA2052 AA5298
from $94 Find flight	15:46 Chicago O'Hare International	20:42 Pensacola Pensacola Regional	4h 56m layover 1h 9m - Charlotte	American Airlines	AA1093 AA5103
from $94 Find flight	10:40 Chicago O'Hare International	15:43 Pensacola Pensacola Regional	5h 3m layover 1h 18m - Charlotte	American Airlines	AA1668 AA4553
from $94 Find flight	12:11 Chicago O'Hare International	18:27 Pensacola Pensacola Regional	6h 16m layover 2h 31m - Charlotte	American Airlines	AA2080 AA5463
from $94 Find flight	05:49 Chicago O'Hare International	12:19 Pensacola Pensacola Regional	6h 30m layover 2h 47m - Charlotte	American Airlines	AA2523 AA5298
from $94 Find flight	08:50 Chicago O'Hare International	15:43 Pensacola Pensacola Regional	6h 53m layover 3h 4m - Charlotte	American Airlines	AA593 AA4553
from $95 Find flight	07:05 Chicago O'Hare International	12:04 Pensacola Pensacola Regional	4h 59m layover 0h 40m - Dallas	American Airlines	AA1625 AA3324
from $95 Find flight	09:00 Chicago O'Hare International	14:38 Pensacola Pensacola Regional	5h 38m layover 1h 20m - Dallas	American Airlines	AA2412 AA2389
from $95 Find flight	15:12 Chicago O'Hare International	21:07 Pensacola Pensacola Regional	5h 55m layover 1h 33m - Washington D.C.	American Airlines	AA2679 AA5597
from $95 Find flight	07:00 Chicago O'Hare International	12:59 Pensacola Pensacola Regional	5h 59m layover 1h 43m - Washington D.C.	American Airlines	AA2378 AA3771
from $95 Find flight	08:30 Chicago O'Hare International	14:38 Pensacola Pensacola Regional	6h 8m layover 1h 55m - Dallas	American Airlines	AA2428 AA2389
from $108 Find flight	06:08 Chicago O'Hare International	11:15 Pensacola Pensacola Regional	5h 7m layover 0h 53m - Houston	United Airlines	UA2043 UA6136
from $109 Find flight	15:46 Chicago O'Hare International	20:40 Pensacola Pensacola Regional	4h 54m layover 1h 8m - Charlotte	American Airlines	AA1195 AA5103

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on November 15, 2024

Flight Schedule Chicago (Illinois) to Pensacola (Florida)

Full flight schedule will help you in detecting at what time planes fly from Chicago to Pensacola. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
11:25 — 13:40	11:25 — 13:40 UA5803 United Airlines Chicago — Pensacola	2h 15m	Find flight from$239
11:29 — 13:55	11:29 — 13:55 UA3809 United Airlines Chicago — Pensacola	2h 26m	Find flight from$225
11:42 — 14:06	11:42 — 14:06 UA3916 United Airlines Chicago — Pensacola	2h 24m	Find flight from$181
05:15 — 12:04	05:15 — 07:49 AA2429 American Airlines Chicago — Dallas 2h 31m stop 10:20 — 12:04 AA3324 American Airlines Dallas — Pensacola	6h 49m including layover	Find flight from$95
05:49 — 12:19	05:49 — 08:43 AA2523 American Airlines Chicago — Charlotte 2h 47m stop 11:30 — 12:19 AA5298 American Airlines Charlotte — Pensacola	6h 30m including layover	Find flight from$94
06:00 — 11:14	06:00 — 08:45 UA2043 United Airlines Chicago — Houston 57m stop 09:42 — 11:14 UA6161 United Airlines Houston — Pensacola	5h 14m including layover	Find flight from$163
06:08 — 11:15	06:08 — 08:42 UA2043 United Airlines Chicago — Houston 53m stop 09:35 — 11:15 UA6136 United Airlines Houston — Pensacola	5h 7m including layover	Find flight from$108
07:00 — 12:59	07:00 — 09:47 AA2378 American Airlines Chicago — Washington D.C. 1h 43m stop 11:30 — 12:59 AA3771 American Airlines Washington D.C. — Pensacola	5h 59m including layover	Find flight from$95
07:24 — 12:19	07:24 — 10:24 AA2052 American Airlines Chicago — Charlotte 1h 6m stop 11:30 — 12:19 AA5298 American Airlines Charlotte — Pensacola	4h 55m including layover	Find flight from$94
08:30 — 14:38	08:30 — 11:05 AA2428 American Airlines Chicago — Dallas 1h 55m stop 13:00 — 14:38 AA2389 American Airlines Dallas — Pensacola	6h 8m including layover	Find flight from$95
08:50 — 15:43	08:50 — 11:51 AA593 American Airlines Chicago — Charlotte 3h 4m stop 14:55 — 15:43 AA4553 American Airlines Charlotte — Pensacola	6h 53m including layover	Find flight from$94
09:00 — 14:38	09:00 — 11:40 AA2412 American Airlines Chicago — Dallas 1h 20m stop 13:00 — 14:38 AA2389 American Airlines Dallas — Pensacola	5h 38m including layover	Find flight from$95
09:00 — 18:44	09:00 — 11:40 AA2412 American Airlines Chicago — Dallas 5h 15m stop 16:55 — 18:44 AA3877 American Airlines Dallas — Pensacola	9h 44m including layover	Find flight from$250
10:40 — 15:43	10:40 — 13:37 AA1668 American Airlines Chicago — Charlotte 1h 18m stop 14:55 — 15:43 AA4553 American Airlines Charlotte — Pensacola	5h 3m including layover	Find flight from$94
10:50 — 18:44	10:50 — 13:16 AA1408 American Airlines Chicago — Dallas 3h 39m stop 16:55 — 18:44 AA3877 American Airlines Dallas — Pensacola	7h 54m including layover	Find flight from$95
11:25 — 18:03	11:25 — 14:10 UA2171 United Airlines Chicago — Houston 2h 25m stop 16:35 — 18:03 UA6184 United Airlines Houston — Pensacola	6h 38m including layover	Find flight from$163
12:11 — 18:27	12:11 — 15:10 AA2080 American Airlines Chicago — Charlotte 2h 31m stop 17:41 — 18:27 AA5463 American Airlines Charlotte — Pensacola	6h 16m including layover	Find flight from$94
12:45 — 18:03	12:45 — 15:30 UA374 United Airlines Chicago — Houston 1h 5m stop 16:35 — 18:03 UA6184 United Airlines Houston — Pensacola	5h 18m including layover	Find flight from$163
13:53 — 18:27	13:53 — 16:55 AA864 American Airlines Chicago — Charlotte 46m stop 17:41 — 18:27 AA5463 American Airlines Charlotte — Pensacola	4h 34m including layover	Find flight from$94
13:53 — 20:42	13:53 — 16:55 AA864 American Airlines Chicago — Charlotte 3h stop 19:55 — 20:42 AA5103 American Airlines Charlotte — Pensacola	6h 49m including layover	Find flight from$94
14:11 — 21:09	14:11 — 16:58 UA1128 United Airlines Chicago — Houston 2h 43m stop 19:41 — 21:09 UA6086 United Airlines Houston — Pensacola	6h 58m including layover	Find flight from$163
14:15 — 21:18	14:15 — 17:02 UA1128 United Airlines Chicago — Houston 2h 39m stop 19:41 — 21:18 UA6187 United Airlines Houston — Pensacola	7h 3m including layover	Find flight from$108
15:12 — 21:07	15:12 — 18:02 AA2679 American Airlines Chicago — Washington D.C. 1h 33m stop 19:35 — 21:07 AA5597 American Airlines Washington D.C. — Pensacola	5h 55m including layover	Find flight from$95
15:46 — 20:42	15:46 — 18:46 AA1093 American Airlines Chicago — Charlotte 1h 9m stop 19:55 — 20:42 AA5103 American Airlines Charlotte — Pensacola	4h 56m including layover	Find flight from$94
16:45 — 22:49	16:45 — 20:51 AA160 American Airlines Chicago — Miami 1h stop 21:51 — 22:49 AA4109 American Airlines Miami — Pensacola	6h 4m including layover	Find flight from$112
16:55 — 22:17	16:55 — 19:31 AA2501 American Airlines Chicago — Dallas 1h 9m stop 20:40 — 22:17 AA2641 American Airlines Dallas — Pensacola	5h 22m including layover	Find flight from$112
22:05 — 15:52 +1 day	22:05 — 00:59 AA2506 American Airlines Chicago — Philadelphia 13h 5m stop 14:04 — 15:52 AA4537 American Airlines Philadelphia — Pensacola	17h 47m including layover	Find flight from$244
22:10 — 12:04 +1 day	22:10 — 00:38 AA2738 American Airlines Chicago — Dallas 9h 42m stop 10:20 — 12:04 AA3324 American Airlines Dallas — Pensacola	13h 54m including layover	Find flight from$250

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

*Departure and arrival times - local. Updated on November 15, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from Chicago to Pensacola depends on and how to choose the most interesting flight option for you.

Distance between Chicago and Pensacola is 1269 miles. Time difference between the cities is 0h. Airplanes depart 05:15 to 22:10 from 7 Chicago airports and arrive 05:15 to 22:10 to 4 Pensacola airports. Average flight time is 2h 24m.

The fastest flight 2h 15m
Average flight time 2h 24m
The earliest flight 05:15
The latest flight 22:10
Distance 789 ml

What is the lowest airfare Chicago to Pensacola?

The cheapest plane ticket found by our users is $94. This airfare is for economy class on one-way AA593 flight by American Airlines for December 7, 2018 which leaves O'Hare International in Chicago at 08:50 am and arrives at Pensacola Pensacola Regional at 15:43.

Economy class

$94

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First class

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Popular Airlines on the Route

The flight Chicago — Pensacola is served by 2 regular airlines . Most of the flights on this route are operated by American Airlines - 76 departures per week at the price of from $ 94 . And the most expensive tickets are offered by American Airlines airline - from $ 364.

Direct flights

There are 3 nonstop flights on the route. The fastest direct flight is UA5803 by United Airlines takes 2h 15m and the cheapest is AA593 by American Airlines for $181.

UA - United Airlines

from $181

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Connecting Flights

There are 103 flights with layovers on the route. The fastest connecting flight is AA2764 by American Airlines takes 4h 31m and the cheapest is AA593 by American Airlines for $94.

AA - American Airlines

from $94

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UA - United Airlines

from $108

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Airports

You can fly from Chicago to Pensacola from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

O'Hare International-ORD

from $94
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Midway-MDW

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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Pensacola airports

Ellyson NAS-NDP

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Pensacola Regional-PNS

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Pensacola NAS-NPA

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Saufley NAS-NUN

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Airplanes

There are flights to Pensacola from Chicago by 2 airlines that use 8 aircraft brands. They range from huge modern airplanes to small-sized.

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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Canadair JET

from $181

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Airbus A320

from $203

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Airbus A319

from $227

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Boeing 767

from $227

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Top Domestic Destinations from Chicago

You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.

Chicago — Las Vegas

from $508

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Chicago — Tampa

from $63

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Chicago — Los Angeles

from $181

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Chicago — Orlando

from $62

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Chicago — New York

from $74

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Chicago — Dallas

from $70

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Chicago — San Antonio

from $59

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Chicago — Atlanta

from $76

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Chicago — Miami

from $66

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Chicago — Denver

from $61

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Top International Destinations from Chicago

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Chicago — London

from $60

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Chicago — Manchester

from $58

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Chicago — Zurich

from $61

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Chicago — Cancun

from $72

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Chicago — Dublin

from $59

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Chicago — Madrid

from $72

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Chicago — Rome

from $79

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Chicago — Paris

from $61

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Chicago — Tel Aviv

from $628

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Chicago — Mumbai

from $74

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How to book a plane ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
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That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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