$49 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 9/23. 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
1 adult, Economy

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Flight Deals

Cheap Flights from Alabama to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Alabama to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Alabama to Chicago

Fri, Nov 14 - Tue, Nov 18
Frontier Logo
5:40 pm - 6:39 pmATL-MDW
1h 59mnonstop
Frontier Logo
1:56 pm - 4:54 pmMDW-ATL
1h 58mnonstop
$77Frontier
Find Deal
Wed, Oct 15 - Sat, Oct 18
Frontier Logo
12:30 pm - 1:47 pmATL-ORD
2h 17mnonstop
Frontier Logo
6:00 am - 9:11 amORD-ATL
2h 11mnonstop
$78Frontier
Find Deal
Fri, Oct 3 - Sun, Oct 5
Multiple Airlines Logo
10:23 am - 5:39 pmATL-ORD
8h 16m1 stop
Multiple Airlines Logo
5:10 am - 8:19 amORD-ATL
2h 09mnonstop
$129Multiple Airlines
Find Deal
Fri, Oct 24 - Wed, Oct 29
Spirit Airlines Logo
4:36 pm - 11:45 pmPNS-ORD
7h 09m1 stop
Spirit Airlines Logo
6:00 am - 5:01 pmORD-PNS
11h 01m1 stop
$182Spirit Airlines
Find Deal
Fri, Oct 17 - Sun, Oct 19
Spirit Airlines Logo
4:36 pm - 11:45 pmPNS-ORD
7h 09m1 stop
Spirit Airlines Logo
5:05 am - 3:31 pmORD-PNS
10h 26m1 stop
$184Spirit Airlines
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Thu, Nov 13 - Sun, Nov 16
United Airlines Logo
8:45 am - 9:49 amCHA-ORD
2h 04mnonstop
United Airlines Logo
10:35 am - 1:23 pmORD-CHA
1h 48mnonstop
$189United Airlines
Find Deal
Tue, Sep 30 - Sat, Oct 11
United Airlines Logo
7:02 am - 8:05 amCHA-ORD
2h 03mnonstop
United Airlines Logo
1:55 pm - 4:46 pmORD-CHA
1h 51mnonstop
$194United Airlines
Find Deal
Sat, Oct 25 - Sat, Nov 1
American Airlines Logo
11:16 am - 1:27 pmHSV-ORD
2h 11mnonstop
American Airlines Logo
8:24 pm - 10:24 pmORD-HSV
2h 00mnonstop
$209American Airlines
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Fri, Sep 26 - Tue, Sep 30
Multiple Airlines Logo
5:52 pm - 4:12 pmCHA-ORD
23h 20m1 stop
Multiple Airlines Logo
5:17 pm - 2:46 pmORD-CHA
20h 29m1 stop
$218Multiple Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6
American Airlines Logo
10:22 am - 12:35 pmHSV-ORD
2h 13mnonstop
American Airlines Logo
8:24 pm - 10:24 pmORD-HSV
2h 00mnonstop
$219American Airlines
Find Deal

Everything you should know

Cheapest round-trip
$77
Overall average: $197
Frontier
Fri 11/14Tue 11/18
ATL - MDW • Non-stop
Cheapest one-way
$49
Typical prices: $72-190
Frontier
Tue 9/23
ATL - MDW • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$49
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Atlanta to Chicago Midway Airport

Flights from Alabama to Chicago: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Alabama to Chicago 
DouglasFlew with American AirlinesHSV-ORDJun 2025
Check your app for delay notices. This notice did come out early in the morning - I failed to check it. Checking it could have saved 4 hours at the airport
DinaFlew with United AirlinesHSV-ORDNov 2024
Be prepared for delays and plan to check your luggage. Overhead bins are ⅓ the size of a typical bin.

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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Valparaiso
Lansing
Munster
Chesterton
Schererville
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Alabama

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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