Cheap flights from Chicago Midway Airport to Alabama from $45

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 9/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Alabama

Cheap round-trip flights

Frontier Logo
2:32 pm - 5:33 pmMDW-ATL
2h 01mnonstop
Frontier Logo
3:00 pm - 3:58 pmATL-MDW
1h 58mnonstop
$78Frontier
Find Deal
Tue, Sep 16 - Tue, Sep 23
Frontier Logo
6:20 am - 9:27 amMDW-ATL
2h 07mnonstop
Frontier Logo
10:46 pm - 11:41 pmATL-MDW
1h 55mnonstop
$79Frontier
Find Deal
Mon, Sep 29 - Sat, Oct 4
Allegiant Air Logo
11:07 am - 1:12 pmMDW-VPS
2h 05mnonstop
Allegiant Air Logo
9:00 am - 11:17 amVPS-MDW
2h 17mnonstop
$134Allegiant Air
Find Deal
Sun, Oct 19 - Thu, Oct 30
Allegiant Air Logo
11:07 am - 1:12 pmMDW-VPS
2h 05mnonstop
Allegiant Air Logo
8:00 am - 10:17 amVPS-MDW
2h 17mnonstop
$149Allegiant Air
Find Deal
Thu, Oct 2 - Sun, Oct 5
Delta Logo
9:32 am - 2:12 pmMDW-CHA
3h 40m1 stop
Delta Logo
6:56 am - 9:52 amCHA-MDW
3h 56m1 stop
$159Delta
Find Deal
Wed, Nov 19 - Sun, Nov 23
Delta Logo
9:35 am - 2:04 pmMDW-CHA
3h 29m1 stop
Delta Logo
3:05 pm - 6:25 pmCHA-MDW
4h 20m1 stop
$169Delta
Find Deal
Thu, Oct 2 - Tue, Oct 7
 Logo
11:07 am - 1:12 pmMDW-VPS
2h 05mnonstop
 Logo
6:30 am - 11:25 pmVPS-MDW
16h 55m1 stop
Sun, Oct 19 - Thu, Oct 30
 Logo
9:48 am - 10:52 pmMDW-VPS
13h 04m2 stops
 Logo
8:00 am - 10:17 amVPS-MDW
2h 17mnonstop
Fri, Sep 26 - Thu, Oct 2
Southwest Logo
10:15 am - 2:35 pmMDW-PNS
4h 20m1 stop
Southwest Logo
7:35 am - 3:00 pmPNS-MDW
7h 25m2 stops
$238Southwest
Find Deal
Fri, Sep 12 - Tue, Sep 16
Southwest Logo
8:20 am - 10:30 amMDW-PNS
2h 10mnonstop
Southwest Logo
7:35 am - 3:00 pmPNS-MDW
7h 25m2 stops
$244Southwest
Find Deal
Sat, Sep 13 - Tue, Sep 16

Frontier flights from Chicago Midway Airport to Alabama

Our best Frontier deals on Chicago Midway Airport to Alabama flight tickets
Frontier
Sep 16
MDW2:32 pmChicago Midway
2h 01m
ATL5:33 pmAtlanta Hartsfield-Jackson
Sep 23
ATL3:00 pmAtlanta Hartsfield-Jackson
1h 58m
MDW3:58 pmChicago Midway
Frontier
Sep 29
MDW6:20 amChicago Midway
2h 07m
ATL9:27 amAtlanta Hartsfield-Jackson
Oct 4
ATL10:46 pmAtlanta Hartsfield-Jackson
1h 55m
MDW11:41 pmChicago Midway
Frontier
Sep 17
MDW9:00 amChicago Midway
1h 58m
ATL11:58 amAtlanta Hartsfield-Jackson
Sep 17
ATL3:00 pmAtlanta Hartsfield-Jackson
1h 58m
MDW3:58 pmChicago Midway

Delta flights from Chicago Midway Airport to Alabama

Our best Delta deals on Chicago Midway Airport to Alabama flight tickets
Delta
Nov 19
MDW9:32 amChicago Midway
3h 40m
1 stop
CHA2:12 pmChattanooga Lovell Field
Nov 23
CHA6:56 amChattanooga Lovell Field
3h 56m
1 stop
MDW9:52 amChicago Midway
Delta
Oct 2
MDW9:35 amChicago Midway
3h 29m
1 stop
CHA2:04 pmChattanooga Lovell Field
Oct 7
CHA3:05 pmChattanooga Lovell Field
4h 20m
1 stop
MDW6:25 pmChicago Midway
Delta
Sep 24
MDW9:35 amChicago Midway
3h 41m
1 stop
HSV1:16 pmHuntsville
Sep 28
HSV2:05 pmHuntsville
4h 30m
1 stop
MDW6:35 pmChicago Midway

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 August 28, 2025.
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

Tue 9/16

2:32 pm-5:33 pm

Nonstop2h 01m

Atlanta Hartsfield-Jackson

Tue 9/23

3:00 pm-3:58 pm

Nonstop1h 58m

$78

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Mon 9/29

6:20 am-9:27 am

Nonstop2h 07m

Atlanta Hartsfield-Jackson

Sat 10/4

10:46 pm-11:41 pm

Nonstop1h 55m

$79

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Sun 10/19

11:07 am-1:12 pm

Nonstop2h 05m

Valparaiso Destin-Ft Walton Beach

Thu 10/30

9:00 am-11:17 am

Nonstop2h 17m

$134

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Thu 10/2

11:07 am-1:12 pm

Nonstop2h 05m

Valparaiso Destin-Ft Walton Beach

Sun 10/5

8:00 am-10:17 am

Nonstop2h 17m

$149

ChicagoChattanooga

MDW - CHA

MDWCHA

Chicago Midway

Wed 11/19

9:32 am-2:12 pm

1 stop3h 40m

Chattanooga Lovell Field

Sun 11/23

6:56 am-9:52 am

1 stop3h 56m

$159

ChicagoChattanooga

MDW - CHA

MDWCHA

Chicago Midway

Thu 10/2

9:35 am-2:04 pm

1 stop3h 29m

Chattanooga Lovell Field

Tue 10/7

3:05 pm-6:25 pm

1 stop4h 20m

$169

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Sun 10/19

11:07 am-1:12 pm

Nonstop2h 05m

Valparaiso Destin-Ft Walton Beach

Thu 10/30

6:30 am-11:25 pm

1 stop16h 55m

$228

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Fri 9/26

9:48 am-10:52 pm

2 stops13h 04m

Valparaiso Destin-Ft Walton Beach

Thu 10/2

8:00 am-10:17 am

Nonstop2h 17m

$230

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

Fri 9/12

10:15 am-2:35 pm

1 stop4h 20m

Pensacola

Tue 9/16

7:35 am-3:00 pm

2 stops7h 25m

$238

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

Sat 9/13

8:20 am-10:30 am

Nonstop2h 10m

Pensacola

Tue 9/16

7:35 am-3:00 pm

2 stops7h 25m

$244

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 month to fly to Alabama?

In general, May is the cheapest month to fly from Chicago Midway Airport to Alabama. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $320. If you’re not able to fly to Alabama in May, then April is your next best option. Flight prices from Chicago Midway Airport to Alabama during April average around $332.

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

Our data shows that Thursday is the least expensive day to fly to Alabama. Tickets to fly out on this day can be as low as $350. The most expensive day to fly to Alabama is Saturday, with ticket prices averaging around $463.

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 $351. Flights at noon are often more expensive with an average ticket price of $693.

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?

You could potentially save up to 56% on your flight if you consider stops on a Chicago Midway Airport to Alabama flight.

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

Best Price Found

$188

Fastest flight time

1h 40m

Direct flights

Every day

Airports in Alabama

2 airports
The best flight deal from Chicago Midway Airport to Alabama found on momondo in the last 72 hours is $188
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 2 airports near Alabama: Birmingham (BHM), Atlanta Hartsfield-Jackson (ATL)
  • 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
DeltaPriceFrom $213Free CancellationRating
7.9
7,977 reviews
Search Delta flights
SouthwestPriceFrom $269Free CancellationRating
8.0
4,242 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

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1 adult
Tue 9/2
Tue 9/9

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