$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

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$273
Huntsville
Huntsville1 stop$289
Montgomery
Montgomery1 stop$292
Dothan
Dothan1 stop$447
Atlanta
Atlantanonstop$120
Birmingham
Birminghamnonstop$273
Huntsville
Huntsville1 stop$289
Montgomery
Montgomery1 stop$292
Dothan
Dothan1 stop$447
Atlanta
Atlantanonstop$120

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, 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
$92Allegiant Air
Fri, Jul 24 - Mon, Aug 3
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
$96Allegiant 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
$97Allegiant 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
$101Allegiant Air
Tue, Sep 15 - Wed, Sep 16
Frontier Logo
7:25 am - 10:23 am
MDW
-
ATL
1h 58mnonstop
Frontier Logo
9:00 pm - 9:58 pm
ATL
-
MDW
1h 58mnonstop
$120Frontier
Mon, Sep 21 - Sat, Sep 26
Frontier Logo
7:25 am - 10:23 am
MDW
-
ATL
1h 58mnonstop
Frontier Logo
9:00 pm - 9:58 pm
ATL
-
MDW
1h 58mnonstop
$121Frontier
Thu, Aug 20 - Thu, Aug 27
Delta Logo
5:10 pm - 11:43 pm
MDW
-
CHA
5h 33m
1 stop
Delta Logo
3:04 pm - 6:33 pm
CHA
-
MDW
4h 29m
1 stop
$197Delta
Wed, Sep 2 - Wed, Sep 9
Delta Logo
6:05 am - 12:26 pm
MDW
-
CHA
5h 21m
1 stop
Delta Logo
7:15 am - 10:37 am
CHA
-
MDW
4h 22m
1 stop
$207Delta
Sat, Jul 18 - Sat, Aug 1
Southwest Logo
8:45 pm - 10:35 pm
MDW
-
BHM
1h 50mnonstop
Southwest Logo
5:00 am - 6:50 am
BHM
-
MDW
1h 50mnonstop
$273Southwest
Sat, Jul 18 - Sat, Aug 8
Southwest Logo
6:35 am - 11:05 am
MDW
-
BHM
4h 30m
1 stop
Southwest Logo
3:20 pm - 5:10 pm
BHM
-
MDW
1h 50mnonstop
$283Southwest
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 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 $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 $392 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 Saturday, 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 20% increase in price.
Most popular time to fly with an average 12% 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 $129 one-way - $213 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 4243 reviews
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

2.0 MediocreIrene, Jun 2026
CMH - DEN
Read more Southwest reviews

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)