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$40 Find cheap flights from Illinois to Pensacola

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Pensacola departing on 6/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 6/27
Thu 7/4

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In the last 7 days travelers have searched 42,816,550 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

May

Cheapest flight

$40
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Chicago O'Hare Airport to Pensacola

FAQs for booking flights from Illinois to Pensacola

  • How does KAYAK find such low prices on flights from Illinois to Pensacola?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Pensacola.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Pensacola?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Pensacola from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Illinois to Pensacola?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Pensacola with an airline and back to Illinois with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Pensacola?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Pensacola from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Illinois to Pensacola?

Find which airlines fly direct from Illinois to Pensacola, which days they fly and book direct flights.

Nonstop departures

Illinois to Pensacola

Monday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Tuesday

Aeromexico, Air Canada, Air France, +23 more

Aeromexico, Air Canada, +24 more

Wednesday

Aeromexico, Air Canada, Air France, +22 more

Aeromexico, Air Canada, +23 more

Thursday

Aeromexico, Air Canada, Air France, +23 more

Aeromexico, Air Canada, +24 more

Friday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Saturday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Sunday

Aeromexico, Air Canada, Air France, +23 more

Aeromexico, Air Canada, +24 more

See more direct flights

Nonstop returns

Pensacola to Illinois

Monday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Tuesday

Aeromexico, Air Canada, Air France, +23 more

Aeromexico, Air Canada, +24 more

Wednesday

Aeromexico, Air Canada, Air France, +22 more

Aeromexico, Air Canada, +23 more

Thursday

Aeromexico, Air Canada, Air France, +23 more

Aeromexico, Air Canada, +24 more

Friday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Saturday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Sunday

Aeromexico, Air Canada, Air France, +23 more

Aeromexico, Air Canada, +24 more

See more direct flights
See more direct flights

Book cheap flights from Illinois to Pensacola

Recent round-trip flight deals

8/20Tue
1 stopFrontier
10h 49mMDW-PNS
8/24Sat
1 stopFrontier
15h 42mPNS-MDW
$159
8/19Mon
1 stopFrontier
13h 13mMDW-PNS
8/24Sat
1 stopFrontier
15h 42mPNS-MDW
$176
10/1Tue
1 stopAmerican Airlines
6h 13mMLI-PNS
10/5Sat
1 stopAmerican Airlines
7h 31mPNS-MLI
$195
9/14Sat
1 stopDelta
5h 57mMLI-PNS
9/17Tue
1 stopDelta
4h 41mPNS-MLI
$198
7/5Fri
1 stopDelta
4h 22mMDW-PNS
7/10Wed
1 stopDelta
4h 03mPNS-MDW
$208
7/8Mon
1 stopSpirit Airlines
23h 41mORD-PNS
7/18Thu
1 stopSpirit Airlines
12h 29mPNS-ORD
$208
6/8Sat
1 stopSpirit Airlines
12h 31mORD-PNS
6/12Wed
3 stopsSpirit Airlines
24h 24mPNS-ORD
$209
6/9Sun
1 stopAmerican Airlines
4h 16mSTL-PNS
6/16Sun
1 stopAmerican Airlines
5h 57mPNS-STL
$221
7/8Mon
1 stop
23h 41mORD-PNS
7/15Mon
3 stops
42h 29mPNS-ORD
$223
6/1Sat
1 stop
21h 23mORD-PNS
6/5Wed
1 stop
15h 45mPNS-ORD
$238

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Recent one-way flight deals

6/4Tue
1 stopSpirit Airlines
14h 35mORD-PNS
$40
7/16Tue
1 stopSpirit Airlines
12h 30mORD-PNS
$58
6/6Thu
1 stopAmerican Airlines
5h 04mSTL-PNS
$83
6/4Tue
1 stopFrontier
10h 55mMDW-PNS
$96
6/29Sat
1 stopDelta
6h 20mSTL-PNS
$98
9/5Thu
1 stopFrontier
13h 13mMDW-PNS
$102
6/10Mon
2 stops
20h 25mMDW-PNS
$131
6/6Thu
1 stopAmerican Airlines
6h 07mORD-PNS
$173
7/14Sun
1 stopDelta
4h 20mMDW-PNS
$179
6/6Thu
3 stops
26h 31mSTL-PNS
$189

Search by stops

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Search by price

Last minute flights from Illinois to Pensacola

Last minute flight, train and bus deals

5/30Thu
multi-stopDelta
5h 44mSTL-PNS
6/2Sun
multi-stopDelta
3h 39mPNS-STL
$196
6/1Sat
multi-stop
21h 23mORD-PNS
6/5Wed
multi-stop
15h 45mPNS-ORD
$238
6/1Sat
multi-stopAmerican Airlines
6h 42mSTL-PNS
6/8Sat
multi-stopAmerican Airlines
7h 04mPNS-STL
$249
6/1Sat
multi-stopFrontier
17h 18mMDW-PNS
6/8Sat
multi-stopFrontier
16h 48mPNS-MDW
$258
5/31Fri
multi-stopSpirit Airlines
25h 52mORD-PNS
6/4Tue
multi-stopSpirit Airlines
21h 46mPNS-ORD
$273
5/29Wed
multi-stopSpirit Airlines
24h 20mORD-PNS
6/5Wed
multi-stopSpirit Airlines
15h 45mPNS-ORD
$281
5/31Fri
multi-stopFrontier
15h 41mMDW-PNS
6/4Tue
multi-stopFrontier
18h 05mPNS-MDW
$292
6/1Sat
nonstopAmerican Airlines
2h 25mORD-PNS
6/8Sat
multi-stopAmerican Airlines
5h 49mPNS-ORD
$317
6/1Sat
multi-stopUnited Airlines
12h 57mMLI-PNS
6/5Wed
multi-stopUnited Airlines
6h 52mPNS-MLI
$489
5/30Thu
multi-stopUnited Airlines
4h 56mSTL-PNS
6/2Sun
multi-stopUnited Airlines
29h 00mPNS-STL
$498

Search by stops

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Flights to Pensacola