$54 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 7/23. 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$197
Huntsville
Huntsville1 stop$229
Montgomery
Montgomery1 stop$328
Dothan
Dothan1 stop$427
Atlanta
Atlantanonstop$97
Birmingham
Birminghamnonstop$197
Huntsville
Huntsville1 stop$229
Montgomery
Montgomery1 stop$328
Dothan
Dothan1 stop$427
Atlanta
Atlantanonstop$97

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

Wed, Jul 16 - Mon, Jul 21
Allegiant Air Logo
4:27 pm - 6:38 pmMDW-VPS
2h 11mnonstop
Allegiant Air Logo
6:00 am - 8:22 amVPS-MDW
2h 22mnonstop
$87Allegiant Air
Find Deal
Fri, Jul 11 - Wed, Jul 16
Allegiant Air Logo
9:12 am - 11:23 amMDW-VPS
2h 11mnonstop
Allegiant Air Logo
1:15 pm - 3:37 pmVPS-MDW
2h 22mnonstop
$91Allegiant Air
Find Deal
Wed, Jul 30 - Wed, Aug 6
Frontier Logo
11:39 am - 2:45 pmMDW-ATL
2h 06mnonstop
Frontier Logo
9:37 am - 10:40 amATL-MDW
2h 03mnonstop
$97Frontier
Find Deal
Tue, Jul 15 - Tue, Jul 22
Frontier Logo
11:39 am - 2:45 pmMDW-ATL
2h 06mnonstop
Frontier Logo
9:37 am - 10:40 amATL-MDW
2h 03mnonstop
$98Frontier
Find Deal
Fri, Jul 11 - Sun, Jul 13
Delta Logo
6:00 am - 8:57 amMDW-ATL
1h 57mnonstop
Delta Logo
8:51 am - 9:45 amATL-MDW
1h 54mnonstop
$161Delta
Find Deal
Wed, Jul 30 - Thu, Aug 14
Southwest Logo
7:45 am - 10:35 amMDW-ATL
1h 50mnonstop
Southwest Logo
7:50 pm - 11:50 pmATL-MDW
5h 00m1 stop
$167Southwest
Find Deal
Tue, Jul 15 - Tue, Jul 22
Southwest Logo
7:45 am - 10:35 amMDW-ATL
1h 50mnonstop
Southwest Logo
6:15 pm - 9:40 pmATL-MDW
4h 25m1 stop
$169Southwest
Find Deal
Tue, Jul 29 - Tue, Aug 5
Delta Logo
6:00 am - 12:50 pmMDW-VPS
6h 50m1 stop
Delta Logo
9:17 am - 4:10 pmVPS-MDW
6h 53m1 stop
$177Delta
Find Deal
Fri, Jul 25 - Sun, Jul 27
 Logo
10:31 am - 8:56 amMDW-CHA
21h 25m2 stops
 Logo
8:31 am - 2:04 pmCHA-MDW
30h 33m2 stops
Fri, Jul 25 - Sun, Jul 27
 Logo
10:31 am - 8:56 amMDW-CHA
21h 25m2 stops
 Logo
8:31 am - 2:04 pmCHA-MDW
30h 33m2 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 $341, 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$54
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 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.

  • 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. Morning departures are around 1% 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.

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 $125 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 4278 reviews
8.6Crew
8.0Comfort
8.2Boarding
7.6Entertainment
7.1Food
Airline reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

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.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

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

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