$36 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 5/6. 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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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
Birminghamnonstop$290
Huntsville
Huntsville1 stop$239
Montgomery
Montgomery1 stop$186
Dothan
Dothan1 stop$479
Pensacola
Pensacola1 stop$120
Atlanta
Atlantanonstop$38

Good to know

Low season

September

High season

November

Cheapest flight

$36
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 1% increase in price.
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 $114 one-way - $176 round-trip
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be February, March and April. The cheapest month to fly from Chicago is February.
  • Morning departure is around 7% cheaper than an evening flight, on average*.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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.
8.1
SouthwestOverall score based on 4662 reviews
8.1Comfort
7.2Food
7.7Entertainment
8.7Crew
8.2Boarding
Airline reviews

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

10.0 ExcellentRachel, Jan 2025TPA - MDW
Read more Southwest reviews

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Wi Fi was horrible kept cutting out the whole time and too expensive

I really like open seating. I hate that I've heard this is going away. This is one of the unique things that makes Southwest my goto choice.

Boarding was a little late, but made up for it. It was quick to taxi to the runway, since it's a smallish airport.

Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group

Multiple delays and gate changes. Arrived at final destination 6 hours late. All rental cars had been taken.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

It was 2 hours 45 minutes late, for no apparently clear reason.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

Flight left early and arrived early. the whole trip was excellent.

Seats were really tight and the seat belts did not give enough slack.

I like in St George and prefer to fly out of CDC than SGU. Hopefully, they will continue the flights out of Cedar

Broken jer bridge. Poor communication about it. Lost 2 of 4 luggage pieces

Overall, it was okay. Seat was a little cramped. Would’ve liked more substantial snacks or opportunity to buy some.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Book cheap flights from Chicago to Alabama

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Chicago to Alabama found on KAYAK in the last 72 hours.
3/8Sat
nonstopFrontier
2h 15mMDW-ATL
3/10Mon
nonstopFrontier
2h 06mATL-MDW
$66
3/4Tue
nonstopFrontier
2h 06mMDW-ATL
3/11Tue
1 stopFrontier
25h 38mATL-MDW
$67
2/22Sat
nonstopFrontier
2h 15mMDW-ATL
2/24Mon
nonstopFrontier
2h 01mATL-MDW
$68
4/9Wed
nonstopDelta
2h 00mMDW-ATL
4/12Sat
nonstopDelta
1h 51mATL-MDW
$137
3/6Thu
nonstopAllegiant Air
2h 12mMDW-VPS
3/13Thu
nonstopAllegiant Air
2h 17mVPS-MDW
$184
2/18Tue
1 stopDelta
5h 16mMDW-MGM
2/25Tue
1 stopDelta
6h 33mMGM-MDW
$186
3/1Sat
2 stopsSouthwest
11h 25mMDW-PNS
3/5Wed
1 stopSouthwest
6h 15mPNS-MDW
$244
6/6Fri
nonstopAllegiant Air
2h 11mMDW-VPS
6/13Fri
nonstopAllegiant Air
2h 22mVPS-MDW
$264
3/2Sun
2 stopsSouthwest
7h 50mMDW-PNS
3/5Wed
1 stopSouthwest
6h 15mPNS-MDW
$274
2/2Sun
3 stops
31h 44mMDW-BHM
2/22Sat
3 stops
25h 23mBHM-MDW
$578

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Alabama found on KAYAK in the last 72 hours.
5/6Tue
nonstopFrontier
2h 12mMDW-ATL
$36
3/5Wed
nonstopFrontier
2h 06mMDW-ATL
$37
2/20Thu
1 stopSouthwest
7h 15mMDW-ATL
$99
2/13Thu
nonstopAllegiant Air
2h 12mMDW-VPS
$104
4/22Tue
1 stopDelta
3h 52mMDW-PNS
$109
2/23Sun
nonstopDelta
2h 00mMDW-ATL
$109
3/19Wed
1 stopSouthwest
6h 55mMDW-PNS
$125
3/27Thu
nonstopAllegiant Air
2h 12mMDW-VPS
$142
5/29Thu
1 stopAvelo Airlines
13h 32mMDW-ATL
$146
5/29Thu
1 stopAvelo Airlines
13h 32mMDW-ATL
$147

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Last minute flights from Midway to Alabama

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Alabama that are departing in the next 10 days.
1/23Thu
nonstopFrontier
2h 15mMDW-ATL
1/29Wed
nonstopFrontier
2h 03mATL-MDW
$93
1/23Thu
nonstopFrontier
2h 15mMDW-ATL
1/28Tue
nonstopFrontier
2h 02mATL-MDW
$105
1/23Thu
nonstopFrontier
2h 15mMDW-ATL
1/30Thu
nonstopFrontier
2h 01mATL-MDW
$108
1/23Thu
nonstopAllegiant Air
2h 26mMDW-VPS
1/26Sun
nonstopAllegiant Air
2h 23mVPS-MDW
$144
1/26Sun
nonstopFrontier
2h 15mMDW-ATL
2/4Tue
nonstopFrontier
2h 02mATL-MDW
$149
1/24Fri
nonstopFrontier
2h 05mMDW-ATL
1/28Tue
nonstopFrontier
2h 02mATL-MDW
$153
1/26Sun
nonstopDelta
2h 00mMDW-ATL
1/26Sun
nonstopDelta
1h 55mATL-MDW
$327
1/26Sun
multi-stopDelta
5h 27mMDW-ATL
1/30Thu
nonstopDelta
1h 59mATL-MDW
$337
1/26Sun
multi-stopSouthwest
5h 40mMDW-ATL
1/29Wed
multi-stopSouthwest
6h 25mATL-MDW
$387
1/24Fri
multi-stopSouthwest
8h 10mMDW-PNS
1/26Sun
multi-stopSouthwest
9h 55mPNS-MDW
$434

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

Information on your arrival and departure airports

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