$70 Find Cheap Flights from Chicago Midway Airport to Mississippi

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 Mississippi departing on 5/24. 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 Mississippi

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Mississippi, 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 Mississippi, as well as popular online travel agencies
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Cheap Flights from Midway to Mississippi

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Jackson
Jackson1 stop$333
Gulfport
Gulfport1 stop$291
Memphis
Memphisnonstop$157
Jackson
Jackson1 stop$333
Gulfport
Gulfport1 stop$291
Memphis
Memphisnonstop$157

Book Cheap Midway to Mississippi 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 Mississippi 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 Mississippi

mar., may. 26 - mar., jun. 2
Southwest Logo
9:05 pm - 10:50 pm
MDW
-
MEM
1h 45mnonstop
Southwest Logo
5:15 am - 6:50 am
MEM
-
MDW
1h 35mnonstop
$157Southwest
mié., jun. 10 - mié., jun. 17
Southwest Logo
10:15 am - 5:30 pm
MDW
-
MEM
7h 15m
1 stop
Southwest Logo
5:20 am - 6:55 am
MEM
-
MDW
1h 35mnonstop
$167Southwest
mar., may. 26 - mar., jun. 2
Southwest Logo
9:05 pm - 10:50 pm
MDW
-
MEM
1h 45mnonstop
Southwest Logo
8:10 am - 3:45 pm
MEM
-
MDW
7h 35m
2 stops
$172Southwest
mié., may. 20 - mié., may. 27
Southwest Logo
12:15 pm - 8:40 pm
MDW
-
MEM
8h 25m
1 stop
Southwest Logo
3:00 pm - 4:35 pm
MEM
-
MDW
1h 35mnonstop
$173Southwest
mié., jun. 10 - mié., jun. 17
Southwest Logo
5:20 pm - 10:45 pm
MDW
-
MEM
5h 25m
1 stop
Southwest Logo
4:15 pm - 8:55 pm
MEM
-
MDW
4h 40m
1 stop
$177Southwest
mié., jun. 10 - mié., jun. 17
Southwest Logo
7:50 am - 3:00 pm
MDW
-
MEM
7h 10m
2 stops
Southwest Logo
4:15 pm - 8:55 pm
MEM
-
MDW
4h 40m
1 stop
$182Southwest
mié., may. 27 - mié., jun. 10
Southwest Logo
4:40 pm - 9:45 pm
MDW
-
MEM
5h 05m
2 stops
Southwest Logo
8:25 am - 1:35 pm
MEM
-
MDW
5h 10m
2 stops
$187Southwest
mié., may. 20 - mié., may. 27
Southwest Logo
12:15 pm - 8:40 pm
MDW
-
MEM
8h 25m
1 stop
Southwest Logo
8:10 am - 3:45 pm
MEM
-
MDW
7h 35m
2 stops
$188Southwest
mié., jul. 22 - mié., jul. 29
Delta Logo
12:41 pm - 6:10 pm
MDW
-
MOB
5h 29m
1 stop
Delta Logo
4:26 pm - 10:15 pm
MOB
-
MDW
5h 49m
1 stop
$251Delta
mar., jun. 2 - mar., jun. 9
Delta Logo
5:15 pm - 9:51 pm
MDW
-
GPT
4h 36m
1 stop
Delta Logo
5:56 pm - 10:17 pm
GPT
-
MDW
4h 21m
1 stop
$291Delta
Booking Insights

KAYAK's insights & trends for Midway to Mississippi flights

Get data-powered insights and trends into flights from Midway to Mississippi to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago Midway Airport to Mississippi?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Mississippi were found on Southwest ($157) and Delta ($251).

Good to know

Low seasonApril
Cheapest flight$70
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Chicago Midway Airport to Memphis

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 from Chicago Midway Airport to Mississippi 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 from Chicago Midway Airport to Mississippi 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 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 from Chicago Midway Airport to Mississippi up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Midway to Mississippi

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Mississippi. 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 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
SouthwestOverall score based on 4317 reviews
8.0Comfort
7.0Food
8.6Crew
7.5Entertainment
8.1Boarding
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

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

Information on your arrival and departure airports