$49 Find Cheap Flights from Chicago Midway Airport to Alabama - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Alabama departing on 8/14. 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
1 adult, Economy, 0 bags

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Cheap Flights from Midway to Alabama

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Birmingham
Birminghamnonstop$271
Huntsville
Huntsville1 stop$289
Montgomery
Montgomery1 stop$334
Dothan
Dothan1 stop$447
Atlanta
Atlantanonstop$136
Birmingham
Birminghamnonstop$271
Huntsville
Huntsville1 stop$289
Montgomery
Montgomery1 stop$334
Dothan
Dothan1 stop$447
Atlanta
Atlantanonstop$136

Book Cheap Midway to Alabama Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Alabama 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 Midway to Alabama

Fri, Oct 2 - Mon, Oct 5
Allegiant Air Logo
9:24 pm - 11:35 pm
MDW
-
VPS
2h 11mnonstop
Allegiant Air Logo
5:54 pm - 8:12 pm
VPS
-
MDW
2h 18mnonstop
$96Allegiant Air
Fri, Jul 24 - Mon, Jul 27
Allegiant Air Logo
9:21 pm - 11:35 pm
MDW
-
VPS
2h 14mnonstop
Allegiant Air Logo
6:10 pm - 8:30 pm
VPS
-
MDW
2h 20mnonstop
$97Allegiant Air
Fri, Jul 24 - Fri, Jul 31
Allegiant Air Logo
9:21 pm - 11:35 pm
MDW
-
VPS
2h 14mnonstop
Allegiant Air Logo
6:11 pm - 8:31 pm
VPS
-
MDW
2h 20mnonstop
$101Allegiant Air
Mon, Nov 16 - Thu, Nov 19
Allegiant Air Logo
1:08 pm - 3:19 pm
MDW
-
VPS
2h 11mnonstop
Allegiant Air Logo
6:30 am - 8:54 am
VPS
-
MDW
2h 24mnonstop
$111Allegiant Air
Wed, Sep 23 - Wed, Sep 30
Frontier Logo
12:03 pm - 3:03 pm
MDW
-
ATL
2h 00mnonstop
Frontier Logo
9:59 am - 10:58 am
ATL
-
MDW
1h 59mnonstop
$136Frontier
Tue, Sep 22 - Wed, Sep 23
Frontier Logo
7:25 am - 10:23 am
MDW
-
ATL
1h 58mnonstop
Frontier Logo
9:00 pm - 9:58 pm
ATL
-
MDW
1h 58mnonstop
$137Frontier
Fri, Aug 14 - Mon, Aug 17
Delta Logo
5:10 pm - 10:18 pm
MDW
-
CHA
4h 08m
1 stop
Delta Logo
6:50 pm - 10:36 pm
CHA
-
MDW
4h 46m
1 stop
$269Delta
Tue, Aug 25 - Tue, Sep 1
Southwest Logo
4:45 pm - 6:30 pm
MDW
-
BHM
1h 45mnonstop
Southwest Logo
5:20 am - 7:10 am
BHM
-
MDW
1h 50mnonstop
$271Southwest
Wed, Jul 29 - Wed, Aug 5
Southwest Logo
3:00 pm - 4:40 pm
MDW
-
BHM
1h 40mnonstop
Southwest Logo
5:20 am - 7:10 am
BHM
-
MDW
1h 50mnonstop
$272Southwest
Wed, Aug 12 - Tue, Aug 18
Delta Logo
9:24 am - 2:15 pm
MDW
-
HSV
4h 51m
1 stop
Delta Logo
5:21 am - 9:59 am
HSV
-
MDW
4h 38m
1 stop
$289Delta
Booking Insights

KAYAK's insights & trends for Midway to Alabama flights

Get data-powered insights and trends into flights from Midway to Alabama to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Alabama flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Alabama from Chicago Midway Airport found in the last 5 days was to Birmingham, at $377 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Birmingham (BHM), and the cheapest round-trip airline ticket found on this route in the last 5 days was $377.

What is the cheapest time of day to fly to Alabama?

The average price for all round-trip flights from Chicago Midway Airport to Alabama depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Alabama is generally in the evening, when round-trip flights cost $317 on average. Morning departures are around 26% more expensive than evening flights, on average. The most expensive time of day to fly to Alabama is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $406.

Can I save money by flying with a layover from Chicago Midway Airport to Alabama?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $446 on average.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Alabama?

The average price of all round-trip flights from Chicago Midway Airport to Alabama clicked on KAYAK for each day over the last 12 months.

For Chicago Midway Airport to Alabama, Wednesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Alabama back to Chicago Midway Airport, the best deals are generally found on Wednesday, with Sunday being the most expensive.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$49
Best time to beat the crowds but there is an average 19% increase in price.
Most popular time to fly with an average 11% increase in price.
Flight from Chicago Midway Airport to Valparaiso

FAQs - booking Alabama flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Alabama?

    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 Chicago Midway Airport to Alabama.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Alabama?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to 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 Chicago Midway Airport to Alabama?

    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 from Chicago Midway Airport to Alabama with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Alabama?

    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 from Chicago Midway Airport to Alabama up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Alabama

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Atlanta $131 one-way - $218 round-trip

Reviews of the top airline flying from Midway to Alabama

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Alabama. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Alabama? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4250 reviews
7.0Food
8.1Boarding
8.0Comfort
7.5Entertainment
8.6Crew
Airline reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

6.0 GoodAnonymous, Jun 2026
MDW - BDL
Read more Southwest reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

Excellent experience. WiFi worked on this leg of My trip

wifi wasn't working correctly so couldn't watch live tv

Everything you need to know for your flight from Midway to Alabama

Information on your arrival and departure airports

Chicago Midway Airport (MDW)