$39 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 6/29. 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$317
Huntsville
Huntsville1 stop$289
Montgomery
Montgomery1 stop$334
Dothan
Dothan1 stop$427
Atlanta
Atlantanonstop$86
Birmingham
Birminghamnonstop$317
Huntsville
Huntsville1 stop$289
Montgomery
Montgomery1 stop$334
Dothan
Dothan1 stop$427
Atlanta
Atlantanonstop$86

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

Wed, Jun 3 - Tue, Jun 9
Frontier Logo
6:00 am - 9:09 am
MDW
-
ATL
2h 09mnonstop
Frontier Logo
10:08 am - 11:12 am
ATL
-
MDW
2h 04mnonstop
$86Frontier
Sun, May 24 - Thu, Jun 4
Frontier Logo
6:00 am - 9:09 am
MDW
-
ATL
2h 09mnonstop
Frontier Logo
9:00 pm - 10:02 pm
ATL
-
MDW
2h 02mnonstop
$87Frontier
Tue, Jul 28 - Sat, Aug 15
Frontier Logo
12:11 pm - 3:13 pm
MDW
-
ATL
2h 02mnonstop
Frontier Logo
9:05 pm - 10:08 pm
ATL
-
MDW
2h 03mnonstop
$89Frontier
Mon, May 25 - Mon, Jun 1
Frontier Logo
6:00 am - 9:09 am
MDW
-
ATL
2h 09mnonstop
Frontier Logo
10:05 am - 11:09 am
ATL
-
MDW
2h 04mnonstop
$90Frontier
Mon, Jun 1 - Mon, Jun 15
Allegiant Air Logo
9:30 pm - 11:37 pm
MDW
-
VPS
2h 07mnonstop
Allegiant Air Logo
6:12 pm - 8:33 pm
VPS
-
MDW
2h 21mnonstop
$102Allegiant Air
Fri, Jul 3 - Mon, Jul 6
Allegiant Air Logo
9:15 pm - 11:29 pm
MDW
-
VPS
2h 14mnonstop
Allegiant Air Logo
6:10 pm - 8:30 pm
VPS
-
MDW
2h 20mnonstop
$108Allegiant Air
Wed, Jul 22 - Wed, Jul 29
Delta Logo
5:10 pm - 11:25 pm
MDW
-
MOB
6h 15m
1 stop
Delta Logo
4:26 pm - 10:15 pm
MOB
-
MDW
5h 49m
1 stop
$251Delta
Fri, Jun 26 - Mon, Jun 29
Delta Logo
6:00 am - 12:23 pm
MDW
-
CHA
5h 23m
1 stop
Delta Logo
3:00 pm - 6:31 pm
CHA
-
MDW
4h 31m
1 stop
$269Delta
Wed, Jun 17 - Wed, Jun 24
Southwest Logo
3:00 pm - 4:40 pm
MDW
-
BHM
1h 40mnonstop
Southwest Logo
5:00 am - 6:50 am
BHM
-
MDW
1h 50mnonstop
$317Southwest
Wed, Jun 17 - Wed, Jun 24
Southwest Logo
5:30 am - 2:30 pm
MDW
-
BHM
9h 00m
1 stop
Southwest Logo
5:00 am - 6:50 am
BHM
-
MDW
1h 50mnonstop
$327Southwest
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 $317 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 $317.

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 $293 on average. Morning departures are around 20% 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 $399.

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.

No, with an average price for the route of $402, prices are generally cheapest when you fly direct.

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 Saturday, with Sunday being the most expensive.

Good to know

Low seasonJanuary
Cheapest flight$39
Best time to beat the crowds but there is an average 23% increase in price.
Most popular time to fly and prices are also 2% 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.

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 $111 one-way - $161 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.
7.9
SouthwestOverall score based on 4303 reviews
7.0Food
8.1Boarding
8.0Comfort
7.5Entertainment
8.6Crew
Airline reviews

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

10.0 ExcellentRobert, May 2026
LAS - SFO
Read more Southwest reviews

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

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

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

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

Information on your arrival and departure airports