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$60 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 5/9. 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
lun. 5/27
lun. 6/3

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In the last 7 days travelers have searched 43,623,357 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$60
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly with an average 21% increase in price.
Flight from Pensacola to Chicago Midway 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, +78 more

ANA, Aer Lingus, +79 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, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 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, +78 more

ANA, Aer Lingus, +79 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, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

See more direct flights
See more direct flights

Book cheap flights from Alabama to Chicago

Recent round-trip flight deals

5/15mié.
1 stopSpirit Airlines
16h 01mPNS-ORD
5/18sáb.
1 stopSpirit Airlines
13h 22mORD-PNS
$121
5/16jue.
1 stopFrontier
18h 25mPNS-MDW
5/21mar.
1 stopFrontier
10h 55mMDW-PNS
$133
7/1lun.
nonstopAmerican Airlines
2h 05mHSV-ORD
7/10mié.
nonstopAmerican Airlines
1h 41mORD-HSV
$142
9/11mié.
1 stopAmerican Airlines
6h 14mMGM-ORD
9/14sáb.
1 stopAmerican Airlines
4h 46mORD-MGM
$166
5/29mié.
nonstopUnited Airlines
2h 14mHSV-ORD
6/5mié.
nonstopUnited Airlines
1h 56mORD-HSV
$180
8/13mar.
1 stopDelta
6h 16mBHM-MDW
8/17sáb.
1 stopDelta
4h 12mMDW-BHM
$193
8/13mar.
1 stopDelta
5h 59mBHM-ORD
8/17sáb.
1 stopDelta
5h 01mORD-BHM
$193
9/26jue.
1 stopUnited Airlines
6h 57mPNS-ORD
9/30lun.
nonstopUnited Airlines
2h 21mORD-PNS
$198
5/15mié.
2 stops
9h 02mHSV-ORD
5/19dom.
1 stop
18h 37mORD-HSV
$248
5/15mié.
2 stops
9h 02mHSV-ORD
5/20lun.
1 stop
6h 00mORD-HSV
$252

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/9jue.
1 stopFrontier
16h 33mPNS-MDW
$60
5/11sáb.
2 stopsSpirit Airlines
14h 53mPNS-ORD
$73
9/10mar.
nonstopAmerican Airlines
2h 15mBHM-ORD
$80
6/11mar.
1 stopDelta
6h 18mBHM-MDW
$89
6/11mar.
1 stopDelta
6h 06mBHM-ORD
$89
9/21sáb.
1 stopAmerican Airlines
6h 14mMOB-ORD
$98
5/15mié.
2 stops
9h 02mHSV-ORD
$101
6/1sáb.
1 stopUnited Airlines
6h 55mMOB-ORD
$114
5/28mar.
nonstopUnited Airlines
2h 20mBHM-ORD
$115
5/15mié.
3 stops
23h 39mHSV-ORD
$126

Search by stops

Search by airline

Search by price

Last minute flights from Alabama to Chicago

Last minute flight, train and bus deals

5/2jue.
multi-stop
29h 51mPNS-ORD
5/7mar.
multi-stop
6h 09mORD-PNS
$193
5/1mié.
multi-stop
29h 10mPNS-ORD
5/29mié.
multi-stop
6h 33mORD-PNS
$198
5/1mié.
multi-stopFrontier
12h 50mPNS-MDW
5/4sáb.
multi-stopFrontier
10h 23mMDW-PNS
$218
4/29lun.
multi-stopFrontier
24h 55mPNS-MDW
5/2jue.
multi-stopFrontier
18h 34mMDW-PNS
$219
5/1mié.
multi-stopSpirit Airlines
19h 01mPNS-ORD
5/29mié.
multi-stopSpirit Airlines
14h 21mORD-PNS
$223
5/2jue.
multi-stopSpirit Airlines
11h 01mPNS-ORD
5/7mar.
multi-stopSpirit Airlines
25h 57mORD-PNS
$226
5/1mié.
multi-stopUnited Airlines
7h 02mMOB-ORD
5/4sáb.
multi-stopUnited Airlines
7h 23mORD-MOB
$296
4/30mar.
multi-stopAmerican Airlines
4h 45mPNS-ORD
5/4sáb.
nonstopAmerican Airlines
2h 29mORD-PNS
$317
5/1mié.
nonstopUnited Airlines
2h 37mPNS-ORD
5/29mié.
nonstopUnited Airlines
2h 22mORD-PNS
$329
4/28dom.
multi-stopAmerican Airlines
4h 59mPNS-ORD
4/29lun.
multi-stopAmerican Airlines
5h 53mORD-PNS
$425

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Alabama

Cabin classes:

$739
$934
$1,019
$208