$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 11/13. 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.
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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$257
Huntsville
Huntsville1 stop$184
Montgomery
Montgomery1 stop$298
Dothan
Dothan1 stop$419
Atlanta
Atlantanonstop$156
Birmingham
Birminghamnonstop$257
Huntsville
Huntsville1 stop$184
Montgomery
Montgomery1 stop$298
Dothan
Dothan1 stop$419
Atlanta
Atlantanonstop$156

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

Mon, Oct 19 - Fri, Oct 23
Allegiant Air Logo
6:15 pm - 8:26 pm
MDW
-
VPS
2h 11mnonstop
Allegiant Air Logo
6:07 pm - 8:25 pm
VPS
-
MDW
2h 18mnonstop
$112Allegiant Air
Fri, Oct 23 - Mon, Nov 2
Frontier Logo
12:03 pm - 3:03 pm
MDW
-
ATL
2h 00mnonstop
Frontier Logo
9:59 am - 10:58 am
ATL
-
MDW
1h 59mnonstop
$156Frontier
Sat, Aug 8 - Sun, Aug 9
Frontier Logo
11:06 am - 2:09 pm
MDW
-
ATL
2h 03mnonstop
Frontier Logo
8:50 am - 9:51 am
ATL
-
MDW
2h 01mnonstop
$158Frontier
Fri, Sep 4 - Tue, Sep 8
Frontier Logo
11:50 am - 2:51 pm
MDW
-
ATL
2h 01mnonstop
Frontier Logo
9:44 pm - 10:47 pm
ATL
-
MDW
2h 03mnonstop
$159Frontier
Wed, Aug 19 - Sun, Aug 23
Frontier Logo
6:05 am - 9:22 am
MDW
-
ATL
2h 17mnonstop
Frontier Logo
9:55 am - 10:55 am
ATL
-
MDW
2h 00mnonstop
$160Frontier
Thu, Aug 20 - Sat, Aug 29
Frontier Logo
11:50 am - 2:51 pm
MDW
-
ATL
2h 01mnonstop
Frontier Logo
9:50 am - 10:50 am
ATL
-
MDW
2h 00mnonstop
$161Frontier
Sat, Sep 5 - Sun, Sep 6
Delta Logo
6:05 am - 11:46 am
MDW
-
HSV
5h 41m
1 stop
Delta Logo
6:00 am - 10:10 am
HSV
-
MDW
4h 10m
1 stop
$184Delta
Tue, Sep 8 - Tue, Sep 15
Delta Logo
4:30 pm - 11:04 pm
MDW
-
HSV
6h 34m
1 stop
Delta Logo
5:25 am - 9:49 am
HSV
-
MDW
4h 24m
1 stop
$188Delta
Tue, Aug 18 - Tue, Aug 25
Southwest Logo
4:45 pm - 6:30 pm
MDW
-
BHM
1h 45mnonstop
Southwest Logo
5:20 am - 7:10 am
BHM
-
MDW
1h 50mnonstop
$257Southwest
Thu, Sep 3 - Sun, Sep 6
Southwest Logo
12:20 pm - 2:00 pm
MDW
-
BHM
1h 40mnonstop
Southwest Logo
8:00 am - 9:45 am
BHM
-
MDW
1h 45mnonstop
$262Southwest
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 $379 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 $379.

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 at night, when round-trip flights cost $363 on average. Morning departures are around 6% 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 $471 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 Monday, with Sunday being the most expensive.

Good to know

Low season

January

Cheapest flight

$49
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly with an average 7% 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 $130 one-way - $225 round-trip

Reviews of the top airlines 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.
8.0
SouthwestOverall score based on 4233 reviews
7.0Food
8.1Boarding
8.0Comfort
7.5Entertainment
8.6Crew
Airline reviews

Overall good, just screaming kids in the area the whole flight.

8.0 ExcellentAnonymous, Jul 2026
MDW - MHT
Read more Southwest reviews

Overall good, just screaming kids in the area the whole flight.

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

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

Very easy to use and convenient, you can perform any action within the same portal

Okay considering we had weather delays which the Pilot notified us of immediately!

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Stop changing gates. Stop cancelling flights Stop moving my seat.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

It was very cold because the air conditioner was on high power, and my son got sick.

The boarding process was terrible especially with an indirect flight Chicago to Seattle to San Diego was terrible talking about we overbooked a flight idk if I’d take this airline ever again we got off our flight from Chicago to Seattle and we traveled for business and they told us our connecting flight was over booked and their was no seats asking people to take a delayed next flight and they don’t tell anyone coughing to wear masks seats 30A-B were terrible during the flight no one wants to sit next to people coughing all around I don’t want to be sick traveling for work or get sick anytime it’s very upsetting the staff doesn’t take this stuff serious to tell them to wear masks when they see people coughing and sneezing

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

Information on your arrival and departure airports