$38 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 5/3. 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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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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Best Alabama Flight Deals from Midway

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Birmingham
Birmingham1 stop$299
Huntsville
Huntsville1 stop$249
Montgomery
Montgomery1 stop$246
Dothan
Dothan1 stop$547
Atlanta
Atlantanonstop$77

Cheap Flight Deals from Midway to Alabama (MDW-USAL)

 
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.

Recent round-trip flight deals from Midway to Alabama

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to Alabama.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Frontier Logo
4:28 pm - 7:42 pmMDW-ATL
2h 14mnonstop
Frontier Logo
10:25 am - 11:26 amATL-MDW
2h 01mnonstop
$77Frontier
Find Deal
Wed, Apr 30 - Wed, May 7
Frontier Logo
9:34 am - 12:42 pmMDW-ATL
2h 08mnonstop
Frontier Logo
8:33 am - 9:33 amATL-MDW
2h 00mnonstop
$78Frontier
Find Deal
Tue, May 6 - Sat, May 10
Allegiant Air Logo
2:19 pm - 4:29 pmMDW-VPS
2h 10mnonstop
Allegiant Air Logo
11:16 am - 1:29 pmVPS-MDW
2h 13mnonstop
$92Allegiant Air
Find Deal
Sun, May 4 - Thu, May 8
Allegiant Air Logo
9:12 am - 11:23 amMDW-VPS
2h 11mnonstop
Allegiant Air Logo
6:00 am - 8:22 amVPS-MDW
2h 22mnonstop
$115Allegiant Air
Find Deal
Fri, Jul 4 - Fri, Jul 11
Southwest Logo
1:10 pm - 4:00 pmMDW-ATL
1h 50mnonstop
Southwest Logo
7:45 am - 8:40 amATL-MDW
1h 55mnonstop
$164Southwest
Find Deal
Sat, May 3 - Mon, May 5
Southwest Logo
8:00 am - 10:50 amMDW-ATL
1h 50mnonstop
Southwest Logo
5:15 pm - 10:00 pmATL-MDW
5h 45m1 stop
$174Southwest
Find Deal
Sat, May 3 - Mon, May 5
Delta Logo
6:45 pm - 9:49 pmMDW-ATL
2h 04mnonstop
Delta Logo
5:05 pm - 5:59 pmATL-MDW
1h 54mnonstop
$184Delta
Find Deal
Sat, May 3 - Mon, May 5
Delta Logo
6:45 pm - 9:49 pmMDW-ATL
2h 04mnonstop
Delta Logo
8:10 am - 9:07 amATL-MDW
1h 57mnonstop
$214Delta
Find Deal
Fri, Apr 25 - Sun, Apr 27
 Logo
10:59 am - 3:04 pmMDW-PNS
28h 05m3 stops
 Logo
6:00 am - 9:58 amPNS-MDW
27h 58m3 stops
Mon, May 5 - Sat, May 10
 Logo
8:04 pm - 10:20 pmMDW-PNS
26h 16m2 stops
 Logo
6:14 pm - 7:14 pmPNS-MDW
25h 00m3 stops
Fri, May 23 - Thu, May 29

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago Midway Airport to Alabama.
The cheapest ticket to Alabama from Chicago Midway Airport found in the last 72 hours was to Birmingham, at $264 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 $264.

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 $375 on average. Morning departures are around 3% 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 $693.

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 $218, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago Midway Airport to Alabama?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Alabama, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Alabama is April, when tickets cost $285 (return) on average. On the other hand, the most expensive months are January and November, when the average cost of round-trip tickets is $550 and $520 respectively.

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, Sunday is the cheapest day to fly on average and Saturday 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 season

September

High season

April

Cheapest flight

$38
Best time to beat the crowds with an average 13% 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.

See more FAQs

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 $83 one-way - $172 round-trip

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 4277 reviews
7.6Entertainment
8.2Boarding
8.0Comfort
7.1Food
8.7Crew
Airline reviews

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

6.0 GoodCarolynn, Mar 2025KOA - SMF
Read more Southwest reviews

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

1.5 hour delay, poor service, no compassion from the crew. Terrible experience

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

Short flight with plenty of open seats. Drinks and snacks were still provided even on such a short flight. <1 hr

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

Great experience flying Southwest. The crew was really kind and helpful, and very friendly with our toddler.

Very good. Sad to learn Southwest is going start to charge for bags

Our flight was diverted from being a non-stop to getting within 150 miles and requiring another plane. We heard 4 or 5 different versions from SW as to why we had to stop, then wait for a replacement plane. Five hour delay, weather did not come up as a single excuse.... communication was not clear and well explained. No one really took charge!

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.

WiFi on the flight was not working. Thus, entertainment options were limited.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Flights on time. .Ride was as comfortable as can be expected in steerage. Luggage arrived at destination. Attendants were fairly friendly.

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

The WiFi didn't seem as fast as it normally is

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

The crew was wonderful and attentive. The seats near exit row were restrictive. Offer healthy snacks please

Delta is a premier airline so my expectations are most always met.

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

Information on your arrival and departure airports

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