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Cheap flights from Chicago Midway Airport to Alabama from $48

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Alabama departing on 4/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Alabama

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:05 am - 9:31 am
MDW
-
ATL
2h 26mnonstop
Frontier Logo
9:15 pm - 10:19 pm
ATL
-
MDW
2h 04mnonstop
$87Frontier
Wed, Mar 18 - Sun, Mar 22
Frontier Logo
6:00 am - 9:26 am
MDW
-
ATL
2h 26mnonstop
Frontier Logo
6:44 pm - 7:47 pm
ATL
-
MDW
2h 03mnonstop
$88Frontier
Tue, Mar 17 - Thu, Mar 19
Allegiant Air Logo
9:23 pm - 11:36 pm
MDW
-
VPS
2h 13mnonstop
Allegiant Air Logo
6:05 pm - 8:25 pm
VPS
-
MDW
2h 20mnonstop
$157Allegiant Air
Mon, Jun 29 - Fri, Jul 3
Allegiant Air Logo
3:40 pm - 5:46 pm
MDW
-
VPS
2h 06mnonstop
Allegiant Air Logo
5:40 pm - 7:56 pm
VPS
-
MDW
2h 16mnonstop
$159Allegiant Air
Sun, Mar 1 - Sun, Mar 8
Delta Logo
9:35 am - 2:09 pm
MDW
-
CHA
3h 34m
1 stop
Delta Logo
3:07 pm - 5:54 pm
CHA
-
MDW
3h 47m
1 stop
$209Delta
Thu, Mar 12 - Sun, Mar 15
Southwest Logo
8:15 am - 3:15 pm
MDW
-
PNS
7h 00m
1 stop
Southwest Logo
5:20 pm - 7:35 pm
PNS
-
MDW
2h 15mnonstop
$217Southwest
Tue, Mar 3 - Tue, Mar 10
Multiple Airlines Logo
9:22 pm - 5:42 pm
MDW
-
PNS
20h 20m
1 stop
Multiple Airlines Logo
6:37 pm - 2:26 pm
PNS
-
MDW
19h 49m
1 stop
$219Multiple Airlines
Mon, Feb 16 - Thu, Feb 19
Multiple Airlines Logo
8:00 am - 5:42 pm
MDW
-
PNS
9h 42m
1 stop
Multiple Airlines Logo
6:37 pm - 9:12 pm
PNS
-
MDW
26h 35m
2 stops
$220Multiple Airlines
Sat, Feb 21 - Wed, Feb 25
Southwest Logo
6:10 am - 3:15 pm
MDW
-
PNS
9h 05m
2 stops
Southwest Logo
5:20 pm - 7:35 pm
PNS
-
MDW
2h 15mnonstop
$222Southwest
Tue, Mar 3 - Tue, Mar 10
Delta Logo
6:07 pm - 10:04 pm
MDW
-
PNS
3h 57m
1 stop
Delta Logo
12:16 pm - 5:22 pm
PNS
-
MDW
5h 06m
1 stop
$227Delta
Fri, Mar 13 - Tue, Mar 24

Frontier flights from Chicago Midway Airport to Alabama

Our best Frontier deals on Chicago Midway Airport to Alabama flight tickets
Frontier
Feb 12
MDW6:25 amChicago Midway
2h 17m
ATL9:42 amAtlanta Hartsfield-Jackson
Feb 14
ATL8:04 pmAtlanta Hartsfield-Jackson
2h 04m
MDW9:08 pmChicago Midway
$86
Frontier
Feb 12
MDW6:25 amChicago Midway
2h 17m
ATL9:42 amAtlanta Hartsfield-Jackson
Feb 14
ATL8:04 pmAtlanta Hartsfield-Jackson
2h 04m
MDW9:08 pmChicago Midway
$87
Frontier
Mar 17
MDW6:00 amChicago Midway
2h 26m
ATL9:26 amAtlanta Hartsfield-Jackson
Mar 19
ATL6:44 pmAtlanta Hartsfield-Jackson
2h 03m
MDW7:47 pmChicago Midway
$88

Southwest flights from Chicago Midway Airport to Alabama

Our best Southwest deals on Chicago Midway Airport to Alabama flight tickets
Southwest
Feb 14
MDW3:10 pmChicago Midway
1h 50m
ATL6:00 pmAtlanta Hartsfield-Jackson
Feb 21
ATL6:05 amAtlanta Hartsfield-Jackson
1h 55m
MDW7:00 amChicago Midway
$185
Southwest
Mar 3
MDW6:00 amChicago Midway
3h 50m
1 stop
PNS9:50 amPensacola
Mar 10
PNS5:20 pmPensacola
2h 15m
MDW7:35 pmChicago Midway
$217
Southwest
Mar 3
MDW9:50 amChicago Midway
8h 35m
2 stops
PNS6:25 pmPensacola
Mar 6
PNS5:25 pmPensacola
2h 15m
MDW7:40 pmChicago Midway
$222

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Alabama that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 4, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Alabama that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Wed 3/18

6:05 am-9:31 am

Nonstop2h 26m

Atlanta Hartsfield-Jackson

Sun 3/22

9:15 pm-10:19 pm

Nonstop2h 04m

$87

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Tue 3/17

6:00 am-9:26 am

Nonstop2h 26m

Atlanta Hartsfield-Jackson

Thu 3/19

6:44 pm-7:47 pm

Nonstop2h 03m

$88

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Mon 6/29

9:23 pm-11:36 pm

Nonstop2h 13m

Valparaiso Destin-Ft Walton Beach

Fri 7/3

6:05 pm-8:25 pm

Nonstop2h 20m

$157

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Sun 3/1

3:40 pm-5:46 pm

Nonstop2h 06m

Valparaiso Destin-Ft Walton Beach

Sun 3/8

5:40 pm-7:56 pm

Nonstop2h 16m

$159

ChicagoChattanooga

MDW - CHA

MDWCHA

Chicago Midway

Thu 3/12

9:35 am-2:09 pm

1 stop3h 34m

Chattanooga Lovell Field

Sun 3/15

3:07 pm-5:54 pm

1 stop3h 47m

$209

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

Tue 3/3

8:15 am-3:15 pm

1 stop7h 00m

Pensacola

Tue 3/10

5:20 pm-7:35 pm

Nonstop2h 15m

$217

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

Mon 2/16

9:22 pm-5:42 pm

1 stop20h 20m

Pensacola

Thu 2/19

6:37 pm-2:26 pm

1 stop19h 49m

$219

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

Sat 2/21

8:00 am-5:42 pm

1 stop9h 42m

Pensacola

Wed 2/25

6:37 pm-9:12 pm

2 stops26h 35m

$220

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

Tue 3/3

6:10 am-3:15 pm

2 stops9h 05m

Pensacola

Tue 3/10

5:20 pm-7:35 pm

Nonstop2h 15m

$222

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

Fri 3/13

6:07 pm-10:04 pm

1 stop3h 57m

Pensacola

Tue 3/24

12:16 pm-5:22 pm

1 stop5h 06m

$227

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Alabama from

How to get the cheapest flight ticket from Chicago Midway Airport to Alabama

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Alabama?

Our data shows that Wednesday is the least expensive day to fly to Alabama. Tickets to fly out on this day can be as low as $278. The most expensive day to fly to Alabama is Saturday, with ticket prices averaging around $427.

What is the cheapest time of day to depart on your flight to Alabama?

Our data shows that the cheapest Chicago Midway Airport to Alabama flights are usually those with departure times in the afternoon. Our users have found flights to Alabama in the afternoon for as low as $285. Flights in the morning are often more expensive with an average ticket price of $349.

What is the cheapest Chicago Midway to Alabama flight route?

Fly from Chicago Midway to Birmingham for the best Chicago Midway - Alabama flight prices

What cabin class options are available on Chicago Midway to Alabama flights?

There is only 1 cabin class available to choose from on Chicago Midway to Alabama flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Alabama flights?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Alabama.

Cheap Chicago Midway Airport to Alabama flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Alabama

Fastest flight time

1h 40m

Direct flights

Every day

Airports in Alabama

51 airports
The fastest flight from Chicago Midway Airport to Alabama takes 1h 40m
Direct flights go from Chicago Midway Airport to Alabama every day.
There are 51 airports in Alabama. From Chicago Midway Airport there are direct flights to Birmingham (BHM), Valparaiso Destin-Ft Walton Beach (VPS), Atlanta Hartsfield-Jackson (ATL).
Search flight deals

  • When did momondo last update prices for flights from Chicago Midway Airport to Alabama?

    Prices for flights from Chicago Midway Airport to Alabama refresh daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Alabama?

  • How old do you have to be to fly from Chicago Midway Airport to Alabama?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Alabama.

  • What documentation or ID do you need to fly to Alabama?

    The required travel and health documents for your Alabama trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Alabama. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Alabama?

Best airlines flying from Chicago Midway Airport to Alabama

Compare and see reviews for airlines that fly from Chicago Midway Airport to Alabama with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $269Free CancellationRating
8.0
4,272 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Alabama?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Alabama from Chicago.

Can I find flights from Chicago to Alabama with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Alabama flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Alabama?

momondo helps you find the best flight between Chicago and Alabama by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Alabama right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Alabama, momondo offers a useful price alert feature which will track prices for flights to Alabama from Chicago and alert you when they change.

An easier way to manage your Alabama trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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