Find flights
When to book
FAQs & Tips
Direct Flights
Deals

$61 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 5/28. 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
dim. 6/9
dim. 6/16

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

In the last 7 days travelers have searched 43,895,468 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

$61
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

6/5mer.
1 stopSpirit Airlines
8h 34mPNS-ORD
6/11mar.
2 stopsSpirit Airlines
19h 22mORD-PNS
$97
6/5mer.
1 stopSpirit Airlines
7h 22mPNS-ORD
6/11mar.
3 stopsSpirit Airlines
21h 48mORD-PNS
$118
6/5mer.
1 stopFrontier
5h 44mPNS-MDW
6/11mar.
1 stopFrontier
8h 32mMDW-PNS
$140
5/29mer.
1 stopFrontier
13h 18mPNS-MDW
6/2dim.
1 stopFrontier
10h 18mMDW-PNS
$154
9/11mer.
1 stopAmerican Airlines
7h 42mMGM-ORD
9/14sam.
1 stopAmerican Airlines
4h 46mORD-MGM
$177
7/1lun.
nonstopAmerican Airlines
2h 05mHSV-ORD
7/2mar.
nonstopAmerican Airlines
1h 44mORD-HSV
$197
9/18mer.
1 stopDelta
4h 08mMOB-MDW
9/21sam.
1 stopDelta
4h 46mMDW-MOB
$198
8/21mer.
1 stopDelta
6h 19mMOB-ORD
8/24sam.
1 stopDelta
6h 54mORD-MOB
$198
7/31mer.
1 stop
6h 17mPNS-ORD
8/6mar.
1 stop
13h 13mORD-PNS
$200
7/24mer.
1 stop
6h 17mPNS-ORD
7/28dim.
1 stop
11h 10mORD-PNS
$241

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/28mar.
1 stopSpirit Airlines
22h 14mPNS-ORD
$61
8/20mar.
1 stopSpirit Airlines
15h 54mPNS-ORD
$63
6/1sam.
1 stopFrontier
13h 28mPNS-MDW
$76
5/18sam.
1 stopFrontier
13h 28mPNS-MDW
$85
8/3sam.
1 stopDelta
3h 58mPNS-MDW
$99
8/3sam.
1 stopDelta
6h 16mPNS-ORD
$99
7/3mer.
nonstopAmerican Airlines
2h 24mBHM-ORD
$120
7/3mer.
1 stopAmerican Airlines
4h 50mBHM-ORD
$128
7/4jeu.
3 stops
25h 03mPNS-ORD
$178
7/12ven.
2 stops
10h 18mPNS-MDW
$197

Search by stops

Search by airline

Search by price

Last minute flights from Alabama to Chicago

Last minute flight, train and bus deals

5/14mar.
multi-stopSpirit Airlines
12h 34mPNS-ORD
5/21mar.
multi-stopSpirit Airlines
6h 33mORD-PNS
$224
5/14mar.
multi-stopSpirit Airlines
12h 34mPNS-ORD
5/21mar.
multi-stopSpirit Airlines
16h 01mORD-PNS
$253
5/12dim.
multi-stopFrontier
16h 52mPNS-MDW
5/17ven.
multi-stopFrontier
15h 41mMDW-PNS
$278
5/12dim.
multi-stopFrontier
16h 52mPNS-MDW
5/17ven.
multi-stopFrontier
15h 41mMDW-PNS
$298
5/10ven.
multi-stopAmerican Airlines
5h 47mPNS-ORD
5/12dim.
multi-stopAmerican Airlines
4h 52mORD-PNS
$375
5/10ven.
multi-stopDelta
5h 28mPNS-MDW
5/14mar.
multi-stopDelta
4h 10mMDW-PNS
$378
5/12dim.
multi-stopAmerican Airlines
7h 10mPNS-ORD
5/17ven.
multi-stopAmerican Airlines
7h 33mORD-PNS
$425
5/10ven.
multi-stopDelta
5h 28mPNS-MDW
5/12dim.
multi-stopDelta
4h 10mMDW-PNS
$458
5/15mer.
nonstopUnited Airlines
2h 10mHSV-ORD
5/22mer.
nonstopUnited Airlines
1h 53mORD-HSV
$547
5/15mer.
multi-stopUnited Airlines
5h 20mHSV-ORD
5/22mer.
nonstopUnited Airlines
1h 53mORD-HSV
$556

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