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$57 Find cheap flights from Alabama to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 5/14. 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
ven. 6/7
ven. 6/14

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Good to know

Low season

February

High season

July

Cheapest flight

$57
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Pensacola to Chicago O'Hare Airport

FAQs for booking flights from Alabama to Chicago

  • How does KAYAK find such low prices on flights from Alabama to Chicago?

    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 Alabama to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Alabama 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 Alabama to Chicago?

    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 Chicago with an airline and back to Alabama with another airline.

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

    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 Chicago from Alabama 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 Alabama to Chicago?

Find which airlines fly direct from Alabama to Chicago, which days they fly and book direct flights.

Nonstop departures

Alabama to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Chicago to Alabama

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Book cheap flights from Alabama to Chicago

Recent round-trip flight deals

6/1sam.
1 stopFrontier
13h 28mPNS-MDW
6/11mar.
1 stopFrontier
8h 32mMDW-PNS
$148
9/11mer.
1 stopFrontier
15h 42mPNS-MDW
9/14sam.
1 stopFrontier
13h 13mMDW-PNS
$158
9/24mar.
1 stopDelta
4h 14mMGM-MDW
9/28sam.
1 stopDelta
3h 38mMDW-MGM
$178
7/1lun.
nonstopAmerican Airlines
2h 05mHSV-ORD
7/2mar.
nonstopAmerican Airlines
1h 44mORD-HSV
$197
8/21mer.
1 stopDelta
6h 19mMOB-ORD
8/24sam.
1 stopDelta
5h 02mORD-MOB
$198
7/1lun.
nonstopAmerican Airlines
2h 05mHSV-ORD
7/2mar.
1 stopAmerican Airlines
4h 44mORD-HSV
$205
5/21mar.
1 stopSpirit Airlines
13h 53mPNS-ORD
5/24ven.
1 stopSpirit Airlines
23h 50mORD-PNS
$206
7/14dim.
1 stop
28h 53mPNS-ORD
7/17mer.
1 stop
12h 30mORD-PNS
$207
5/24ven.
1 stopSpirit Airlines
28h 29mPNS-ORD
5/26dim.
1 stopSpirit Airlines
16h 25mORD-PNS
$208
5/24ven.
2 stops
19h 50mPNS-ORD
5/26dim.
3 stops
33h 01mORD-PNS
$265

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/14mar.
2 stopsSpirit Airlines
28h 21mPNS-ORD
$57
5/31ven.
1 stopSpirit Airlines
21h 14mPNS-ORD
$63
5/29mer.
1 stopFrontier
13h 18mPNS-MDW
$84
6/12mer.
1 stopFrontier
5h 44mPNS-MDW
$108
7/3mer.
nonstopAmerican Airlines
2h 24mBHM-ORD
$120
6/23dim.
1 stopDelta
4h 06mPNS-MDW
$139
7/3mer.
1 stopAmerican Airlines
4h 52mBHM-ORD
$144
6/5mer.
nonstopUnited Airlines
2h 19mBHM-ORD
$155
6/5mer.
1 stopUnited Airlines
7h 56mBHM-ORD
$164
6/4mar.
1 stopDelta
3h 54mBHM-MDW
$169

Search by stops

Search by airline

Search by price

Last minute flights from Alabama to Chicago

Last minute flight, train and bus deals

5/13lun.
multi-stopSpirit Airlines
21h 14mPNS-ORD
5/18sam.
multi-stopSpirit Airlines
14h 21mORD-PNS
$171
5/13lun.
multi-stopFrontier
14h 28mPNS-MDW
5/18sam.
multi-stopFrontier
17h 39mMDW-PNS
$172
5/13lun.
multi-stopAmerican Airlines
6h 01mPNS-ORD
5/18sam.
nonstopAmerican Airlines
2h 25mORD-PNS
$347
5/9jeu.
multi-stopAmerican Airlines
6h 33mPNS-ORD
5/11sam.
nonstopAmerican Airlines
2h 25mORD-PNS
$367
5/9jeu.
multi-stop
29h 51mPNS-ORD
5/16jeu.
multi-stop
22h 51mORD-PNS
$376
5/10ven.
multi-stopDelta
5h 28mPNS-MDW
5/12dim.
multi-stopDelta
5h 39mMDW-PNS
$378
5/10ven.
multi-stopDelta
5h 46mPNS-ORD
5/12dim.
multi-stopDelta
5h 14mORD-PNS
$378
5/11sam.
multi-stopUnited Airlines
15h 58mHSV-ORD
5/12dim.
nonstopUnited Airlines
1h 53mORD-HSV
$380
5/8mer.
multi-stopUnited Airlines
7h 02mMOB-ORD
5/11sam.
multi-stopUnited Airlines
5h 15mORD-MOB
$380
5/9jeu.
multi-stop
27h 44mPNS-ORD
5/16jeu.
multi-stop
35h 46mORD-PNS
$431

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Alabama

Cabin classes:

$739
$1,078
$1,000
$208