$43 Find Cheap Flights from Chicago Midway Airport to Alabama

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 2/5. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Alabama

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Alabama, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Alabama, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Midway to Alabama

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Birmingham
Birminghamnonstop$219
Huntsville
Huntsville1 stop$229
Montgomery
Montgomery1 stop$258
Dothan
Dothan1 stop$387
Atlanta
Atlantanonstop$74
Birmingham
Birminghamnonstop$219
Huntsville
Huntsville1 stop$229
Montgomery
Montgomery1 stop$258
Dothan
Dothan1 stop$387
Atlanta
Atlantanonstop$74

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

Tue, Jan 20 - Fri, Jan 23
Frontier Logo
1:20 pm - 4:22 pm
MDW
-
ATL
2h 02mnonstop
Frontier Logo
10:37 am - 11:45 am
ATL
-
MDW
2h 08mnonstop
$74Frontier
Fri, Jan 23 - Sun, Jan 25
Frontier Logo
5:01 pm - 8:15 pm
MDW
-
ATL
2h 14mnonstop
Frontier Logo
9:15 pm - 10:19 pm
ATL
-
MDW
2h 04mnonstop
$79Frontier
Thu, Feb 19 - Sun, Feb 22
Allegiant Air Logo
4:10 pm - 6:16 pm
MDW
-
VPS
2h 06mnonstop
Allegiant Air Logo
12:31 pm - 2:50 pm
VPS
-
MDW
2h 19mnonstop
$175Allegiant Air
Sat, Feb 28 - Wed, Mar 11
Delta Logo
6:00 am - 11:50 am
MDW
-
CHA
4h 50m1 stop
Delta Logo
3:07 pm - 5:54 pm
CHA
-
MDW
3h 47m1 stop
$209Delta
Tue, Jan 27 - Wed, Jan 28
Southwest Logo
8:45 pm - 10:30 pm
MDW
-
BHM
1h 45mnonstop
Southwest Logo
7:20 am - 9:15 am
BHM
-
MDW
1h 55mnonstop
$219Southwest
Sat, Mar 21 - Wed, Mar 25
Southwest Logo
12:35 pm - 9:55 pm
MDW
-
PNS
9h 20m2 stops
Southwest Logo
5:20 pm - 7:35 pm
PNS
-
MDW
2h 15mnonstop
$224Southwest
Sun, Apr 5 - Sun, Apr 12
Allegiant Air Logo
5:47 pm - 7:56 pm
MDW
-
VPS
2h 09mnonstop
Allegiant Air Logo
2:40 pm - 4:57 pm
VPS
-
MDW
2h 17mnonstop
$224Allegiant Air
Fri, Feb 13 - Fri, Feb 20
Multiple Airlines Logo
7:45 am - 3:54 pm
MDW
-
PNS
32h 09m2 stops
Multiple Airlines Logo
6:37 pm - 2:55 pm
PNS
-
MDW
20h 18m1 stop
$226Multiple Airlines
Wed, Feb 18 - Tue, Feb 24
Delta Logo
12:45 pm - 6:42 pm
MDW
-
PNS
5h 57m1 stop
Delta Logo
6:00 am - 11:59 am
PNS
-
MDW
5h 59m1 stop
$228Delta
Sun, Feb 1 - Sun, Feb 8
Multiple Airlines Logo
1:00 pm - 4:37 pm
MDW
-
PNS
27h 37m1 stop
Multiple Airlines Logo
5:33 pm - 11:45 am
PNS
-
MDW
18h 12m2 stops
$234Multiple Airlines
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 72 hours was to Birmingham, at $249 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 72 hours was $249.

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 $356 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 Sunday is the most expensive. Flying from Alabama back to Chicago Midway Airport, the best deals are generally found on Tuesday, with Sunday being the most expensive.

Good to know

Low seasonSeptember
Cheapest flight$43
Best time to beat the crowds with an average 52% drop in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Chicago Midway Airport to Atlanta

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.

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

    The cheapest time of day to fly to Alabama is generally in the evening, when round-trip flights cost $319 on average. Morning departures are around 17% more expensive than evening flights, on average. The most expensive time of day to fly to Alabama is generally in the morning, which is peak travel time and where the average cost of a ticket is $373.

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 $118 one-way - $169 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 4247 reviews
7.0Food
7.5Entertainment
8.0Comfort
8.6Crew
8.1Boarding
Airline reviews

The flight crew was extremely rude and especially not helpful when our flight was delayed.

2.0 MediocreMatthew, Jan 2026
DAL - SAN
Read more Southwest reviews

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

This flight was a first class choice and left much to be desired. Seat backs on seats were falling apart and torn. Seats actually didn't come to a "full & upright position". Pull out table was sprung. Not any significant leg room. All in all we were on an obviously older plane and felt overcharged for what we received as first class.

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

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

Information on your arrival and departure airports