Find flights
Deals
When to book
FAQs & Tips
Airlines

Find cheap flights from Chicago Midway Airport to Mississippi from $236

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 Mississippi departing on 5/28. 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
0 bags
Wed 5/29
Wed 6/5

Search hundreds of travel sites at once for deals on flights to Mississippi

In the last 7 days travelers have searched 43,983,279 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Best Mississippi Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Gulfport
Gulfport1 stop$238
Jackson
Jackson1 stop$236
Memphis
Memphis1 stop$168

Good to know

Low season

January

High season

November

Cheapest flight

$236
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Chicago Midway Airport to Jackson

FAQs - booking Mississippi flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Mississippi?

    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 Mississippi.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Mississippi?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Mississippi from Chicago Midway Airport 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 Mississippi?

    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 to Mississippi with an airline and back to Chicago Midway Airport 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 Mississippi?

    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 to Mississippi from Chicago Midway Airport 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 Mississippi

  • Morning departure is around 5% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 3 airlines serving from Midway to Mississippi

 
Need help choosing which airline to fly with from Midway to Mississippi? 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
DeltaOverall score based on 10913 reviews
8.2Boarding
8.0Entertainment
7.4Food
8.6Crew
7.9Comfort
Airline reviews

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

8.0 ExcellentCynthia, Apr 2024TYS - ATL
Read more about Delta reviews

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

The boarding attendant was slightly rude when I asked about checking our stroller. Made me feel like I was bothering her.

My wife and I are both handicapped and at boarding they upgraded us to a seat closer to the front rather than all the way towards the back. Much appreciated.

Not much seat room, but that was unexpected. But the seat headrest was very uncomfortable.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries. They dont really bother you about carry-on size, I brought a descent sized backpack and they didnt even check.

Spirit canceled the flight in March and never notified me!

Seats suck, not enough room, overcrowded planes, hectic situation all together.

Pretty good. Would’ve been excellent if we would have left on time and the crew wasn’t late.

I do not like the customer service, I had an emergency and needed to cancel a pet reservation right after I had booked it and they would not do anything but issue a credit. I haven't flown in years as I have 7 kids and don't have spare time. I want my $125 back on my card please

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Not have to pay for every single item to take a flight. Seating and delays sucked.

Book cheap flights from Chicago to Mississippi

Recent round-trip flight deals

5/28Tue
1 stopDelta
5h 18mMDW-JAN
6/4Tue
1 stopDelta
4h 31mJAN-MDW
$236
8/7Wed
1 stopDelta
5h 04mMDW-GPT
8/10Sat
1 stopDelta
4h 14mGPT-MDW
$238
6/11Tue
2 stopsDelta
9h 58mMDW-GPT
6/18Tue
2 stopsDelta
8h 23mGPT-MDW
$305
8/7Wed
2 stopsDelta
8h 34mMDW-GPT
8/10Sat
1 stopDelta
4h 14mGPT-MDW
$322
6/11Tue
2 stopsDelta
9h 58mMDW-GPT
6/18Tue
1 stopDelta
4h 42mGPT-MDW
$332
6/11Tue
1 stopDelta
7h 18mMDW-GPT
6/18Tue
1 stopDelta
4h 42mGPT-MDW
$377
7/24Wed
1 stopDelta
4h 16mMDW-JAN
7/29Mon
1 stopDelta
3h 59mJAN-MDW
$412
8/7Wed
2 stopsDelta
8h 34mMDW-GPT
8/10Sat
2 stopsDelta
7h 36mGPT-MDW
$504
5/28Tue
2 stopsDelta
8h 57mMDW-GPT
5/29Wed
1 stopDelta
4h 45mGPT-MDW
$523
5/22Wed
1 stopDelta
7h 12mMDW-JAN
6/2Sun
1 stopDelta
4h 31mJAN-MDW
$527

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/3Fri
1 stopDelta
4h 19mMDW-JAN
$244
5/10Fri
1 stopDelta
4h 24mMDW-GPT
$359
5/10Fri
2 stopsDelta
6h 49mMDW-GPT
$614
5/3Fri
2 stopsDelta
9h 44mMDW-JAN
$674

Search by stops

Search by airline

Search by price

Last minute flights from Midway to Mississippi

Last minute flight, train and bus deals

4/30Tue
multi-stopDelta
4h 11mMDW-JAN
5/1Wed
multi-stopDelta
4h 58mJAN-MDW
$460
5/1Wed
multi-stopDelta
6h 20mMDW-JAN
5/6Mon
multi-stopDelta
5h 35mJAN-MDW
$528
5/3Fri
multi-stopDelta
4h 20mMDW-JAN
5/10Fri
multi-stopDelta
4h 31mJAN-MDW
$542
5/2Thu
multi-stopDelta
4h 19mMDW-JAN
5/12Sun
multi-stopDelta
5h 49mJAN-MDW
$621
4/30Tue
multi-stopDelta
5h 32mMDW-JAN
5/2Thu
multi-stopDelta
4h 15mJAN-MDW
$628
5/3Fri
multi-stopDelta
4h 20mMDW-JAN
5/5Sun
multi-stopDelta
7h 14mJAN-MDW
$673
5/1Wed
multi-stopDelta
5h 23mMDW-JAN
5/11Sat
multi-stopDelta
10h 10mJAN-MDW
$769
4/30Tue
multi-stopDelta
5h 23mMDW-JAN
5/1Wed
multi-stopDelta
13h 42mJAN-MDW
$808
5/3Fri
multi-stopDelta
6h 25mMDW-JAN
5/10Fri
multi-stopDelta
10h 27mJAN-MDW
$822
5/2Thu
multi-stopDelta
4h 20mMDW-JAN
5/5Sun
multi-stopDelta
5h 35mJAN-MDW
$827

Search by stops

Search by airline

Search by price

Chicago Midway Airport - Mississippi Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Mississippi - Chicago Midway Airport

Cabin classes: