$41 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 6/24. 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$337
Huntsville
Huntsville1 stop$289
Montgomery
Montgomery1 stop$292
Dothan
Dothan1 stop$416
Atlanta
Atlantanonstop$92
Birmingham
Birminghamnonstop$337
Huntsville
Huntsville1 stop$289
Montgomery
Montgomery1 stop$292
Dothan
Dothan1 stop$416
Atlanta
Atlantanonstop$92

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, Jul 14 - Tue, Jul 14
Frontier Logo
6:05 am - 9:22 am
MDW
-
ATL
2h 17mnonstop
Frontier Logo
8:59 pm - 10:03 pm
ATL
-
MDW
2h 04mnonstop
$92Frontier
Tue, Jun 30 - Wed, Jul 8
Frontier Logo
6:00 am - 9:19 am
MDW
-
ATL
2h 19mnonstop
Frontier Logo
8:59 pm - 10:03 pm
ATL
-
MDW
2h 04mnonstop
$96Frontier
Tue, Aug 18 - Thu, Aug 20
Frontier Logo
6:00 am - 9:19 am
MDW
-
ATL
2h 19mnonstop
Frontier Logo
9:05 pm - 10:11 pm
ATL
-
MDW
2h 06mnonstop
$98Frontier
Thu, Aug 27 - Tue, Sep 1
Frontier Logo
6:00 am - 9:19 am
MDW
-
ATL
2h 19mnonstop
Frontier Logo
9:05 pm - 10:11 pm
ATL
-
MDW
2h 06mnonstop
$99Frontier
Mon, Jul 20 - Fri, Jul 24
Allegiant Air Logo
9:20 pm - 11:34 pm
MDW
-
VPS
2h 14mnonstop
Allegiant Air Logo
6:11 pm - 8:31 pm
VPS
-
MDW
2h 20mnonstop
$113Allegiant Air
Fri, Jul 17 - Mon, Jul 20
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
$118Allegiant Air
Wed, Jul 1 - Fri, Jul 3
Delta Logo
6:00 am - 12:23 pm
MDW
-
CHA
5h 23m
1 stop
Delta Logo
3:20 pm - 6:31 pm
CHA
-
MDW
4h 11m
1 stop
$269Delta
Thu, Jul 2 - Mon, Jul 6
Delta Logo
9:17 am - 2:14 pm
MDW
-
CHA
3h 57m
1 stop
Delta Logo
6:00 am - 9:14 am
CHA
-
MDW
4h 14m
1 stop
$279Delta
Wed, Aug 12 - Wed, Aug 19
Southwest Logo
4:45 pm - 6:30 pm
MDW
-
BHM
1h 45mnonstop
Southwest Logo
5:20 am - 7:10 am
BHM
-
MDW
1h 50mnonstop
$337Southwest
Tue, Jun 30 - Wed, Jul 1
Southwest Logo
5:20 pm - 10:35 pm
MDW
-
BHM
5h 15m
1 stop
Southwest Logo
5:00 am - 6:50 am
BHM
-
MDW
1h 50mnonstop
$347Southwest
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 $184 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 $184.

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 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 $377, 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 Friday is the most expensive. Flying from Alabama back to Chicago Midway Airport, the best deals are generally found on Thursday, with Sunday being the most expensive.

Good to know

Low seasonJanuary
Cheapest flight$41
Best time to beat the crowds but there is an average 22% increase in price.
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 $130 one-way - $204 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 4256 reviews
7.0Food
7.5Entertainment
8.6Crew
8.1Boarding
8.0Comfort
Airline reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

2.0 MediocreDawn, Jun 2026
BUF - BWI
Read more Southwest reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

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.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Connection flights should be spaced out farther because too close I missed my connection.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Average seat comfort, a drink and chips were provided, early boarding because we checked a carryon at the gate was nice. Ticket pricing shenanigans, including fees to pick a seat, check a bag, and get food onboard - evidence the industry is reinvigorating last century’s strategies- destroys the experience before one ever arrives at the airport. It’s difficult to recognize any value or sustain loyalty in the end-to-end process making air travel more drudgery than pleasure.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

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

Information on your arrival and departure airports