$30 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 7/29. 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

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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Flights Deals

Best Alabama Flight Deals from Midway

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Birmingham
Birminghamnonstop$181
Huntsville
Huntsville1 stop$229
Montgomery
Montgomery1 stop$328
Dothan
Dothan1 stop$367
Atlanta
Atlantanonstop$69
Birmingham
Birminghamnonstop$181
Huntsville
Huntsville1 stop$229
Montgomery
Montgomery1 stop$328
Dothan
Dothan1 stop$367
Atlanta
Atlantanonstop$69

Cheap Flights from Midway to Alabama

 
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 29 - Tue, Aug 5
Frontier Logo
11:39 am - 2:45 pmMDW-ATL
2h 06mnonstop
Frontier Logo
9:37 am - 10:40 amATL-MDW
2h 03mnonstop
$69Frontier
Find Deal
Wed, Aug 13 - Wed, Aug 20
Frontier Logo
11:39 am - 2:45 pmMDW-ATL
2h 06mnonstop
Frontier Logo
1:02 pm - 2:01 pmATL-MDW
1h 59mnonstop
$73Frontier
Find Deal
Fri, Jul 18 - Mon, Jul 21
Allegiant Air Logo
9:12 am - 11:23 amMDW-VPS
2h 11mnonstop
Allegiant Air Logo
6:00 am - 8:22 amVPS-MDW
2h 22mnonstop
$79Allegiant Air
Find Deal
Mon, Jul 28 - Mon, Aug 4
Allegiant Air Logo
9:12 am - 11:23 amMDW-VPS
2h 11mnonstop
Allegiant Air Logo
6:00 am - 8:22 amVPS-MDW
2h 22mnonstop
$87Allegiant Air
Find Deal
Wed, Jul 30 - Wed, Aug 6
Southwest Logo
7:45 am - 9:25 amMDW-BHM
1h 40mnonstop
Southwest Logo
7:10 am - 9:00 amBHM-MDW
1h 50mnonstop
$181Southwest
Find Deal
Wed, Jul 30 - Wed, Aug 6
Southwest Logo
7:45 am - 9:25 amMDW-BHM
1h 40mnonstop
Southwest Logo
5:55 pm - 11:20 pmBHM-MDW
5h 25m1 stop
$191Southwest
Find Deal
Thu, Aug 14 - Thu, Aug 21
Delta Logo
12:43 pm - 4:31 pmMDW-BHM
3h 48m1 stop
Delta Logo
5:36 pm - 9:44 pmBHM-MDW
4h 08m1 stop
$201Delta
Find Deal
Fri, Aug 15 - Sat, Aug 16
Delta Logo
12:43 pm - 7:19 pmMDW-CHA
5h 36m1 stop
Delta Logo
3:00 pm - 6:37 pmCHA-MDW
4h 37m1 stop
$209Delta
Find Deal
Fri, Jul 11 - Sun, Jul 13
 Logo
10:31 am - 8:56 amMDW-CHA
21h 25m2 stops
 Logo
4:58 pm - 9:41 amCHA-MDW
17h 43m2 stops
Sun, Jul 27 - Sun, Aug 3
 Logo
11:37 am - 12:20 pmMDW-CHA
23h 43m3 stops
 Logo
4:58 pm - 1:56 pmCHA-MDW
21h 58m2 stops
Useful Info

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 $258 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 $258.

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 $349, 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 May, when tickets cost $320 (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, Thursday 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 Friday being the most expensive.


Good to know

Low seasonSeptember
High seasonMay
Cheapest flight$30
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 16% 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 $375 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. 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.

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 $119 one-way - $196 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 4278 reviews
8.0Comfort
8.2Boarding
7.6Entertainment
8.6Crew
7.0Food
Airline reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

Crew was excellent. Comfort seats not as nice as other kinds of planes.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Only not having an assigned seat was an issue. Rest was great

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Boarding was organised and relaxed. Crew were fantastic! Seats were lacking padding causing butt pain and stiffness.

I like for how they process during check in. It was very smoothly.

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

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

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