Find flights
When to book
FAQs & Tips
Direct Flights
Deals

$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
Fri 6/7
Fri 6/14

Search hundreds of travel sites at once for deals on flights to Chicago

In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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

6/4Tue
1 stopSpirit Airlines
22h 07mPNS-ORD
6/18Tue
1 stopSpirit Airlines
11h 54mORD-PNS
$108
6/4Tue
2 stopsSpirit Airlines
21h 46mPNS-ORD
6/11Tue
1 stopSpirit Airlines
5h 57mORD-PNS
$110
6/1Sat
1 stopFrontier
13h 28mPNS-MDW
6/11Tue
1 stopFrontier
8h 32mMDW-PNS
$148
9/11Wed
1 stopFrontier
15h 42mPNS-MDW
9/14Sat
1 stopFrontier
13h 13mMDW-PNS
$158
8/16Fri
1 stopDelta
5h 04mHSV-ORD
8/24Sat
1 stopDelta
4h 23mORD-HSV
$176
9/24Tue
1 stopDelta
4h 14mMGM-MDW
9/28Sat
1 stopDelta
3h 38mMDW-MGM
$178
6/4Tue
1 stopAmerican Airlines
5h 18mMGM-ORD
6/6Thu
1 stopAmerican Airlines
5h 57mORD-MGM
$196
7/1Mon
nonstopAmerican Airlines
2h 05mHSV-ORD
7/2Tue
nonstopAmerican Airlines
1h 44mORD-HSV
$197
7/31Wed
1 stop
6h 17mPNS-ORD
8/6Tue
1 stop
13h 13mORD-PNS
$200
7/14Sun
1 stop
28h 53mPNS-ORD
7/17Wed
1 stop
12h 30mORD-PNS
$207

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/14Tue
2 stopsSpirit Airlines
28h 21mPNS-ORD
$57
9/10Tue
1 stopSpirit Airlines
6h 21mPNS-ORD
$58
5/29Wed
1 stopFrontier
13h 18mPNS-MDW
$84
9/10Tue
1 stopFrontier
15h 42mPNS-MDW
$86
7/3Wed
nonstopAmerican Airlines
2h 24mBHM-ORD
$120
5/31Fri
nonstopUnited Airlines
2h 20mBHM-ORD
$135
6/23Sun
1 stopDelta
4h 06mPNS-MDW
$139
7/3Wed
1 stopAmerican Airlines
4h 52mBHM-ORD
$144
6/5Wed
nonstopUnited Airlines
2h 19mBHM-ORD
$155
6/4Tue
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

5/12Sun
multi-stopFrontier
16h 52mPNS-MDW
5/17Fri
multi-stopFrontier
15h 41mMDW-PNS
$278
5/10Fri
multi-stopFrontier
22h 11mPNS-MDW
5/12Sun
multi-stopFrontier
21h 43mMDW-PNS
$363
5/10Fri
multi-stopAmerican Airlines
7h 36mPNS-ORD
5/12Sun
multi-stopAmerican Airlines
4h 19mORD-PNS
$375
5/10Fri
multi-stopDelta
5h 28mPNS-MDW
5/14Tue
multi-stopDelta
4h 10mMDW-PNS
$378
5/12Sun
multi-stopSpirit Airlines
5h 35mPNS-ORD
5/17Fri
multi-stopSpirit Airlines
16h 04mORD-PNS
$384
5/12Sun
multi-stopSpirit Airlines
5h 35mPNS-ORD
5/17Fri
multi-stopSpirit Airlines
33h 56mORD-PNS
$390
5/9Thu
multi-stopDelta
5h 59mPNS-MDW
5/14Tue
multi-stopDelta
5h 35mMDW-PNS
$458
5/10Fri
nonstopUnited Airlines
2h 07mHSV-ORD
5/15Wed
nonstopUnited Airlines
1h 53mORD-HSV
$458
5/10Fri
multi-stopUnited Airlines
5h 17mHSV-ORD
5/15Wed
nonstopUnited Airlines
1h 56mORD-HSV
$467
5/12Sun
nonstopAmerican Airlines
2h 12mHSV-ORD
5/19Sun
nonstopAmerican Airlines
1h 54mORD-HSV
$607

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