Find cheap flights from Alabama to Chicago Midway Airport

MDW

Find cheap flights from Alabama to Chicago Midway Airport

Round-trip
Economy
Boston (BOS)
Chicago Midway
Tue 12/1
Tue 12/8
Any month
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Good to know

Low season

August Best time to beat the crowds with an average 5% drop in price.

High season

April Most popular time to fly with an average 18% increase in price.

Average price round-trip

$297 (avg. price over the last 2 weeks)

Good deal round-trip

$159 or less

Good deal one-way

$72 or less

FAQs for booking Alabama to Chicago Midway Airport flights

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Top airline flying Alabama to Chicago Midway

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 28,799 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Cons: "Just water and coffee. Needed some variety."

Cons: "Better space. Better service. Terrible directions"

Pros: "Quick boarding process! Everything was on time as estimated."

Pros: "nice crew and newer plane"

Pros: "Nice crew, easy process"
Cons: "Everything was fine"

Cons: "Filthy plane, and delayed too long"

Pros: "Wow. I have been flying American and United for years. Delta is friendly, competent, professsional and enjoyable. They treated us like friends instead of like cattle. It was great! Great job Delta. Oh, and for the first time in 50 years of flying my bags arrived sky first. Yes! They get it!"
Cons: "Perfect experience. Well done. Treat people like friends. Simple. Works."

Pros: "Nothing exceptional stands out"
Cons: "Flight was not on time"

Pros: "Everything met my expectations"
Cons: "Refreshments"

Pros: "Flights were both timely"
Cons: "WiFi on flight from Atl to Tallahassee wasn’t working at first"

Cons: "WiFi didn't work"

Pros: "It was fine. They didn't charge me for the exit row, so that was nice"
Cons: "N/a. It was fine"

Pros: "The seat was comfortable"
Cons: "Seats could be a couple of inches wider"

Pros: "Very smooth and friendly TSA personnel at the security point. Very friendly and respectful of the military. My husband is a Vietnam veteran."

Pros: "Boarding was smooth"
Cons: "Awful flight attendant that was rude in not passing a snack to us and then not handing a bottle of water to me when snacks were being stroked to the passengers. When asking her why she didn't provide us a snack she said that this is a plane and when the captain says we have to land that she doesn't have to pass out snacks. The interesting thing is that all the other passengers around us receive snacks and bottled water except us. When we were leaving the plane after it landed my mom had to stay behind while I went to the front of the plane a good wheelchair assistance. The same stewardess said why did your son leave you and my mother had to correct her and say that he went to the front to get wheelchair assistance. The lady was very rude and didn't know proper manners."

Pros: "see above"

Pros: "No surprises. On time. Courteous. I suppose the most amazing thing is their app. It tells you when your bags get on! Also I forgot that I had a knife in my pocket. I ran back to the desk and she went back, found my bag, put the knife in there. Wow. What service. Also I notice that Atlanta is a lot nicer than it use to be. Attendants are more friendly and loading is more organized. Way to go Delta."

Pros: "Great employees, genuine, quick drink service, early arrival, available entertainment"
Cons: "Boarding process was slow and backed up due to extra baggage needing to be checked involuntarily"

Pros: "With all the competition among airlines and the cutbacks we suffer as customers Delta manages to make you feel like you matter still. Timely boarding, actual help with finding seats making boarding efficient (not just hurrying you along), updates from the cockpit that you could hear and understand, multiple choices in snacks-one even a healthy option, staff that was friendly and interested in making it a good experience not one that seemed bothered they had to work."

Pros: "We flew Delta from Rome to Atlanta. Everyone was very accommodating and we had no problem with our tickets"

Pros: "Nothing"
Cons: "The fact that I sat on an airplane for over three hours due to a delay and couldnt get off"

Pros: "The flight was good but the air didn’t work again plane was warm the space was limited but the movies were good the flight attendants were OK"

Pros: "Clean and spacious plane, relaxed and organized gate cre"
Cons: "Crew member passing out ear buds ran out and never came back"

Pros: "Large jet, attentive crew, on time."

Pros: "20 minutes ahead of schedule"

Pros: "Everything was very standard, good crew, good gate agents, smooth flight."
Cons: "I purchase tickets using credit card points and was not allowed to have seat assignments until 24 hours before the flight. This is NOT going to work for me in the future"

Cons: "The boarding process is quite confusing with all the different categories of people prior to the actual listed "zone" boarding. As an example, if you have a "Zone 2" boarding pass, you think you will be second to board when in reality that means you are second to last to board. After those who need extra time, those with small children, active military, premier, whatever.... all that covers about 2/3 of the passengers. Then of course there's all the stepping over those who already boarded which seems to slow the process overall. It would be better to ask these questions when making your reservation. Then, the zones would be appropriate based on how you made your reservation to begin with."

Cons: "Flight delayed 2 hrs"

Pros: "No issues boarding as a group of 6, including one child. We all had at least a personal item and/or a carry-on to stow. The flight was easy, comfortable, and the free movies were current and definitely helped pass the time."
Cons: "We were seated right behind the delta comfort+ and saw the special snacks they got. Being teased by that is not a huge deal, just a little disappointed by the regular snack selection, the snack mix was definitely subpar."

Pros: "After almost every airline cancelled. Delta still took me to where I needed to go with not one single problem. That pilot was amazing. I forget his name. But the plane didn't slide or anything during take off. Amazing."
Cons: "What was there not to like. We were a little bit late but I wasn't in a rush. I planned well ahead. Delta moved my flight from 10 a.m. to 6 a.m. and that was perfectly fine with me."

Pros: "Nicest crew"

Pros: "Was initially hoping to fly a US airline but will now look for Aeromexico first. Exceeded my expectations!"
Cons: "The layover in Mexico City was a bit long and the airport was not so great"

Cons: "Courtesy, on time and good communication."

Cons: "Took forever to board and get off the plan."

Pros: "Not much"
Cons: "Security line, waiting an hour to take off, no time for drink service. Awful flight"

Pros: "Boarding, checking in etc. The usual stuff, nothign spectacular."
Cons: "Seats are getting too crowded!"

Cons: "Hurricane Irma, I was lucky enough to get a refund do to the natural disaster."

Pros: "The crew was beyond friendly and courteous. Lots of leg room."
Cons: "I was an older plane, it was louder than our flight down to Atlanta. Nothing they could do about it, but a slight annoyance."

Pros: "Boarding was quick and efficient. Landed early!"
Cons: "Food was Meh but fine"

Cons: "Long delay due to maintenance of oxygen masks issue. Why hadn't this been taken care of with preventive maintenance?"

Pros: "Friendly and informative flight attendants kept the passengers in reasonable spirit."
Cons: "Left nearly an hour late after confusion related to oversold seats and upgrades. The gate agent entered the plane multiple times. The landing was rough, the brakes were loud."

Cons: "Seating close and uncomfortable especially next to a big ol' boy."

Pros: "The crew was friendly and accommodating, and service was good"
Cons: "I purchased a basic economy ticket and upon checking in, my Delta app said my seat was unassigned and I had to get my boarding pass at the airport. I checked back later and the app had me as number 7 on the standby list. I called Delta (wait time 3+ hours... my flight was in 3), and then the Delta app support where I was able to get through to someone. She told me that the ticket I purchased over a month in advance did not guarantee me a seat on the plane (???). She said that if I was bumped from the flight they would reschedule me for the next morning. She was pretty rude and made it seem like I had a 50/50 shot of getting on this plane. I rushed to the airport in hopes that I would be the first from Standby there, and the gate agent told me that I was fine and would board right after first class and be assigned a seat then. Great. Once I got my seat assignment, I board to find out there is someone else sitting in my seat...... They eventually called the desk and had her moved, but it was the weirdest boarding experience I've had.. and I've flown Spirit. These planes that Delta fly's are SO OLD. Both times I have flown Delta the "turbulence" has been so bad and cold air was blowing right on my the whole flight with no option to turn it off (it wasn't from one of the vents, but from the side). Someone close to me works for Delta and I know for a fact that some of their engines blow mid-flight.. and they tell the passengers that it's turbulence.. so that doesn't make me feel very safe. I won't fly Delta again if there is another comparable option."

Cons: "Connection flight from LAX to Seattle was dropped off of booking completely. When Delta was able to fix the changes in Sydney Australia they put my husbands ticket as a standby instead of putting him in an assigned seat and reported that they couldn't fix it that we would have to wait and get to LAX before the changes could be made again. There was a one and a half hour flight delay from LAX to Seattle. From Sydney Australia to LAX entertainment system didn't work the whole entire flight, they were screaming children the entire flight, and Delta had double booked seats on several different people. There were no apologies and no compensation for any of the incidences."

Cons: "The flight attendant looked like she was mad throughout the whole flight"

Cons: "Flight attendants were a little snobby and didn't treat all passengers equally, in my humble opinion (note: I was sitting in 1st class)."

Cons: "Boarding was inefficient. Plane was packed to the last seat. No food for purchase."

Pros: "The plane was changed so some people had new seat and some not. The crew assigned tickets quickly at the entrance. Arrived 20 min earlier, which is great!"
Cons: "The peanut bad is now contains 13 peanuts, I counted them :).Where is a good food for a 3.5 hours flight?"

Pros: "Always have great experience with Delta flight attendants and staff. The entertainment on mobile phone was a really nice add-on, I had never seen before."
Cons: "Flight was delayed in taking off, waiting for connecting passengers. Plane was old, which is most Delta planes, but this one showed it. The tray table looked like it was from the 70s or 80s. Flying into Midway instead of O'hare was anticlimactic."

Read more about Delta

Book cheap flights from Alabama to Chicago Midway Airport

Recent round-trip flight deals

12/9
Wed
1 stop
Delta
5h 18m
PNS - MDW
12/12
Sat
1 stop
Delta
7h 19m
MDW - PNS
12/12
Sat
1 stop
Delta
6h 18m
BHM - MDW
12/17
Thu
1 stop
Delta
5h 08m
MDW - BHM
2/19
Fri
1 stop
Delta
5h 02m
PNS - MDW
2/21
Sun
1 stop
Delta
7h 49m
MDW - PNS
12/12
Sat
1 stop
Delta
4h 26m
BHM - MDW
12/17
Thu
1 stop
Delta
4h 31m
MDW - BHM
1/14
Thu
1 stop
Delta
6h 50m
HSV - MDW
1/17
Sun
1 stop
Delta
4h 45m
MDW - HSV
12/30
Wed
1 stop
Delta
4h 45m
MOB - MDW
1/5
Tue
1 stop
Delta
4h 45m
MDW - MOB
2/19
Fri
1 stop
Delta
5h 02m
PNS - MDW
2/21
Sun
1 stop
Delta
7h 49m
MDW - PNS
1/4
Mon
1 stop
Delta
7h 39m
MGM - MDW
1/6
Wed
1 stop
Delta
7h 00m
MDW - MGM
1/8
Fri
1 stop
Delta
7h 06m
BHM - MDW
1/11
Mon
1 stop
Delta
3h 32m
MDW - BHM
1/4
Mon
1 stop
Delta
3h 55m
MGM - MDW
1/6
Wed
1 stop
Delta
5h 49m
MDW - MGM
12/12
Sat
1 stop
Delta
6h 12m
BHM - MDW
12/17
Thu
1 stop
Delta
3h 28m
MDW - BHM
12/30
Wed
1 stop
Delta
4h 45m
MOB - MDW
1/5
Tue
1 stop
Delta
5h 49m
MDW - MOB
12/15
Tue
1 stop
Delta
4h 39m
PNS - MDW
12/22
Tue
1 stop
Delta
8h 30m
MDW - PNS
12/18
Fri
1 stop
Delta
7h 39m
MGM - MDW
1/2
Sat
1 stop
Delta
5h 23m
MDW - MGM
4/9
Fri
1 stop
Delta
6h 59m
BHM - MDW
4/10
Sat
2 stops
Delta
9h 57m
MDW - BHM
12/28
Mon
1 stop
Delta
3h 52m
PNS - MDW
1/2
Sat
1 stop
Delta
5h 35m
MDW - PNS
12/22
Tue
1 stop
Delta
8h 30m
HSV - MDW
12/27
Sun
1 stop
Delta
6h 12m
MDW - HSV
12/7
Mon
1 stop
Delta
6h 18m
BHM - MDW
12/14
Mon
1 stop
Delta
6h 26m
MDW - BHM
2/2
Tue
1 stop
Delta
7h 06m
BHM - MDW
2/16
Tue
1 stop
Delta
7h 31m
MDW - BHM
2/4
Thu
1 stop
Delta
9h 53m
DHN - MDW
2/6
Sat
1 stop
Delta
17h 50m
MDW - DHN
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Recent one-way flight deals

1/19
Tue
1 stop
Delta
5h 02m
PNS - MDW
1/1
Fri
1 stop
Delta
4h 38m
BHM - MDW
12/6
Sun
1 stop
Delta
5h 18m
PNS - MDW
12/21
Mon
1 stop
Delta
4h 38m
BHM - MDW
12/12
Sat
1 stop
Delta
6h 18m
BHM - MDW
12/22
Tue
1 stop
Delta
7h 00m
PNS - MDW
12/22
Tue
1 stop
Delta
7h 04m
MOB - MDW
12/7
Mon
1 stop
Delta
6h 12m
BHM - MDW
12/26
Sat
1 stop
Delta
7h 00m
PNS - MDW
12/27
Sun
1 stop
Delta
4h 17m
BHM - MDW
12/5
Sat
3 stops
Multiple Airlines
47h 38m
PNS - MDW
12/27
Sun
1 stop
Delta
6h 43m
HSV - MDW
12/5
Sat
1 stop
Delta
4h 39m
PNS - MDW
12/18
Fri
1 stop
Delta
3h 55m
MGM - MDW
12/26
Sat
1 stop
Delta
4h 17m
BHM - MDW
1/23
Sat
3 stops
Multiple Airlines
53h 06m
PNS - MDW
1/20
Wed
3 stops
Multiple Airlines
47h 28m
PNS - MDW
1/24
Sun
3 stops
Multiple Airlines
28h 36m
PNS - MDW
1/21
Thu
3 stops
Multiple Airlines
28h 36m
PNS - MDW
12/26
Sat
3 stops
Multiple Airlines
31h 52m
PNS - MDW
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