$41 Find Cheap Flights from Chicago Midway Airport to Alabama

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Alabama departing on 3/11. 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$285
Huntsville
Huntsville1 stop$207
Montgomery
Montgomery1 stop$206
Dothan
Dothan1 stop$469
Pensacola
Pensacolanonstop$213
Atlanta
Atlantanonstop$32

Good to know

Low season

September

High season

March

Cheapest flight

$41
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 2% 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 $100 one-way - $165 round-trip
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be January, February and March. The cheapest month to fly from Chicago is April.
  • Morning departure is around 14% 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 4411 reviews
8.1Comfort
7.6Entertainment
7.1Food
8.7Crew
8.2Boarding
Airline reviews

Gate agents were informative and friendly… flight attendants were as well. Had a fun time chatting about their legacy AirTran experiences as a former fan of the airline that Southwest acquired.

10.0 ExcellentAnonymous, Jan 2025ATL - LGA
Read more Southwest reviews

Gate agents were informative and friendly… flight attendants were as well. Had a fun time chatting about their legacy AirTran experiences as a former fan of the airline that Southwest acquired.

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.

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

This was the second flight this week with flight attendant Marcus I’m not sure if his last name is Lane or Lang but this guy is awesome. He funny, attentive and his service is 5 stars. Marcus makes business travel more enjoyable !

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Lower number on this flight so spaced out passengers. Able to enjoy more room to relax during flight. It was lovely.

Kind staff. Snacks are small but that’s the new normal.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

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.

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.
3/15Sat
nonstopFrontier
2h 15mMDW-ATL
3/23Sun
nonstopFrontier
2h 01mATL-MDW
$72
3/29Sat
nonstopFrontier
2h 15mMDW-ATL
4/2Wed
nonstopFrontier
1h 58mATL-MDW
$73
3/19Wed
nonstopFrontier
2h 15mMDW-ATL
3/21Fri
nonstopFrontier
2h 06mATL-MDW
$74
4/14Mon
nonstopFrontier
2h 09mMDW-ATL
4/20Sun
nonstopFrontier
2h 02mATL-MDW
$75
5/21Wed
nonstopAllegiant Air
2h 11mMDW-VPS
5/28Wed
nonstopAllegiant Air
2h 22mVPS-MDW
$97
4/3Thu
nonstopAllegiant Air
2h 10mMDW-VPS
4/10Thu
nonstopAllegiant Air
2h 13mVPS-MDW
$119
3/11Tue
1 stopSouthwest
3h 30mMDW-ATL
3/18Tue
1 stopSouthwest
4h 20mATL-MDW
$192
4/3Thu
nonstopSouthwest
1h 55mMDW-ATL
4/7Mon
nonstopSouthwest
2h 00mATL-MDW
$194
3/11Tue
1 stopDelta
4h 21mMDW-MGM
3/19Wed
1 stopDelta
4h 24mMGM-MDW
$206
4/26Sat
1 stopDelta
6h 40mMDW-HSV
5/6Tue
1 stopDelta
4h 36mHSV-MDW
$207

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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.
5/15Thu
nonstopFrontier
2h 12mMDW-ATL
$41
4/10Thu
nonstopFrontier
2h 09mMDW-ATL
$43
3/9Sun
nonstopAllegiant Air
2h 12mMDW-VPS
$54
3/2Sun
nonstopAllegiant Air
2h 11mMDW-VPS
$64
4/12Sat
nonstopSouthwest
1h 50mMDW-ATL
$80
4/7Mon
nonstopSouthwest
2h 15mMDW-PNS
$99
4/21Mon
1 stopDelta
3h 48mMDW-PNS
$109
4/20Sun
1 stopDelta
5h 57mMDW-PNS
$125
4/13Sun
2 stops
32h 44mMDW-ATL
$131
4/13Sun
3 stops
42h 50mMDW-ATL
$146

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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.
2/25Tue
nonstopFrontier
2h 06mMDW-ATL
2/26Wed
nonstopFrontier
2h 02mATL-MDW
$102
2/25Tue
nonstopFrontier
2h 06mMDW-ATL
2/28Fri
nonstopFrontier
2h 01mATL-MDW
$107
2/25Tue
nonstopFrontier
2h 06mMDW-ATL
3/27Thu
nonstopFrontier
2h 01mATL-MDW
$109
2/25Tue
nonstopFrontier
2h 06mMDW-ATL
3/3Mon
nonstopFrontier
2h 01mATL-MDW
$133
2/22Sat
multi-stopSouthwest
6h 10mMDW-PNS
2/26Wed
multi-stopSouthwest
6h 15mPNS-MDW
$369
2/22Sat
multi-stopSouthwest
9h 10mMDW-PNS
2/26Wed
multi-stopSouthwest
6h 15mPNS-MDW
$374
2/21Fri
multi-stopDelta
6h 36mMDW-CHA
2/23Sun
multi-stopDelta
5h 24mCHA-MDW
$409
2/21Fri
multi-stopDelta
6h 03mMDW-PNS
2/25Tue
multi-stopDelta
3h 48mPNS-MDW
$429
2/25Tue
multi-stop
24h 43mMDW-ATL
3/3Mon
multi-stop
35h 35mATL-MDW
$535
2/25Tue
multi-stop
23h 17mMDW-ATL
3/3Mon
multi-stop
35h 35mATL-MDW
$646

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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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