$40 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 12/24. 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
Birmingham1 stop$253
Huntsville
Huntsville1 stop$229
Montgomery
Montgomery1 stop$238
Dothan
Dothan1 stop$423
Atlanta
Atlantanonstop$74
Birmingham
Birmingham1 stop$253
Huntsville
Huntsville1 stop$229
Montgomery
Montgomery1 stop$238
Dothan
Dothan1 stop$423
Atlanta
Atlantanonstop$74

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

Wed, Dec 3 - Sat, Dec 6
Frontier Logo
2:49 pm - 5:53 pmMDW-ATL
2h 04mnonstop
Frontier Logo
1:02 pm - 1:59 pmATL-MDW
1h 57mnonstop
$74Frontier
Find Deal
Mon, Jan 12 - Wed, Jan 14
Frontier Logo
6:10 am - 9:28 amMDW-ATL
2h 18mnonstop
Frontier Logo
9:15 pm - 10:19 pmATL-MDW
2h 04mnonstop
$76Frontier
Find Deal
Thu, Mar 5 - Sun, Mar 8
Allegiant Air Logo
8:46 pm - 10:54 pmMDW-VPS
2h 08mnonstop
Allegiant Air Logo
5:40 pm - 7:56 pmVPS-MDW
2h 16mnonstop
$166Allegiant Air
Find Deal
Thu, Dec 18 - Sun, Dec 21
Allegiant Air Logo
6:54 pm - 9:07 pmMDW-VPS
2h 13mnonstop
Allegiant Air Logo
3:45 pm - 6:04 pmVPS-MDW
2h 19mnonstop
$181Allegiant Air
Find Deal
Fri, Dec 12 - Sun, Dec 14
Delta Logo
5:13 pm - 11:26 pmMDW-CHA
5h 13m1 stop
Delta Logo
5:45 am - 9:54 amCHA-MDW
5h 09m1 stop
$209Delta
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Sat, Feb 14 - Tue, Feb 17
Delta Logo
4:13 pm - 11:00 pmMDW-MOB
6h 47m1 stop
Delta Logo
12:45 pm - 5:45 pmMOB-MDW
5h 00m1 stop
$211Delta
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Fri, Jan 23 - Tue, Jan 27
Multiple Airlines Logo
1:00 pm - 4:37 pmMDW-PNS
27h 37m1 stop
Multiple Airlines Logo
5:33 pm - 12:05 pmPNS-MDW
18h 32m2 stops
$216Multiple Airlines
Find Deal
Wed, Apr 1 - Wed, Apr 8
Southwest Logo
12:15 pm - 2:25 pmMDW-PNS
2h 10mnonstop
Southwest Logo
6:15 am - 11:40 amPNS-MDW
5h 25m1 stop
$219Southwest
Find Deal
Wed, Apr 1 - Wed, Apr 8
Southwest Logo
12:15 pm - 2:25 pmMDW-PNS
2h 10mnonstop
Southwest Logo
7:40 am - 3:45 pmPNS-MDW
8h 05m2 stops
$224Southwest
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Thu, Dec 18 - Thu, Dec 25
Multiple Airlines Logo
6:12 am - 1:03 pmMDW-HSV
30h 51m2 stops
Multiple Airlines Logo
12:29 pm - 9:58 pmHSV-MDW
9h 29m1 stop
$276Multiple Airlines
Find Deal
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 72 hours was to Birmingham, at $719 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 $719.

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 $364 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 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
Cheapest flight$40
Best time to beat the crowds with an average 53% drop in price.
Most popular time to fly and prices are also 20% 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 at night, when round-trip flights cost $366 on average. Morning departures are around 4% 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 $99 one-way - $155 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 4249 reviews
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
Airline reviews

No delays and arrived to destination 30 min early. Staff was super friendly.

10.0 ExcellentIlevba, Nov 2025DCA - DAL
Read more Southwest reviews

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

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

Information on your arrival and departure airports