$64 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 10/8. 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

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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Flights Deals

Best Mississippi Flight Deals from Midway

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Jackson
Jackson1 stop$257
Gulfport
Gulfport1 stop$279
Memphis
Memphisnonstop$164
Jackson
Jackson1 stop$257
Gulfport
Gulfport1 stop$279
Memphis
Memphisnonstop$164

Cheap Flights from Midway to Mississippi

 
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

Thu, Jul 31 - Mon, Aug 4
Southwest Logo
10:55 pm - 12:35 amMDW-MEM
1h 40mnonstop
Southwest Logo
5:00 am - 6:35 amMEM-MDW
1h 35mnonstop
$164Southwest
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Thu, Jul 31 - Mon, Aug 4
Southwest Logo
10:55 pm - 12:35 amMDW-MEM
1h 40mnonstop
Southwest Logo
7:45 pm - 1:05 amMEM-MDW
5h 20m1 stop
$174Southwest
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Tue, Aug 12 - Wed, Aug 20
Delta Logo
1:08 pm - 4:58 pmMDW-MEM
3h 50m1 stop
Delta Logo
7:30 am - 11:48 amMEM-MDW
4h 18m1 stop
$177Delta
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Thu, Sep 25 - Sun, Sep 28
Southwest Logo
8:45 pm - 10:25 pmMDW-MEM
1h 40mnonstop
Southwest Logo
7:05 am - 8:45 amMEM-MDW
1h 40mnonstop
$194Southwest
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Sat, Aug 16 - Mon, Aug 18
Delta Logo
6:04 am - 1:16 pmMDW-MEM
7h 12m1 stop
Delta Logo
12:20 pm - 5:37 pmMEM-MDW
5h 17m1 stop
$198Delta
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Fri, Aug 1 - Sun, Aug 3
 Logo
1:11 pm - 8:13 pmMDW-MEM
31h 02m2 stops
 Logo
12:12 pm - 12:21 pmMEM-MDW
24h 09m2 stops
Fri, Jul 18 - Thu, Jul 24
 Logo
10:31 am - 7:22 amMDW-MEM
20h 51m2 stops
 Logo
7:19 pm - 2:04 pmMEM-MDW
18h 45m2 stops
Fri, Jul 25 - Sun, Jul 27
Allegiant Air Logo
10:31 am - 7:22 amMDW-MEM
20h 51m2 stops
Allegiant Air Logo
8:42 pm - 9:41 amMEM-MDW
12h 59m2 stops
$350Allegiant Air
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Thu, Aug 14 - Sun, Aug 17
Frontier Logo
7:40 am - 6:48 pmMDW-MEM
11h 08m2 stops
Frontier Logo
7:48 pm - 3:06 pmMEM-MDW
19h 18m2 stops
$414Frontier
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Sun, Jul 27 - Sun, Aug 3
Frontier Logo
7:40 am - 6:48 pmMDW-MEM
11h 08m2 stops
Frontier Logo
7:48 pm - 3:06 pmMEM-MDW
19h 18m2 stops
$520Frontier
Find Deal
Useful Info

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.

What is the cheapest month to fly from Chicago Midway Airport to Mississippi?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Mississippi, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Mississippi is April, when tickets cost $248 (return) on average. On the other hand, the most expensive months are September and August, when the average cost of round-trip tickets is $586 and $507 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Mississippi?

The average price of all round-trip flights from Chicago Midway Airport to Mississippi clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Mississippi on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday is the most expensive day to fly from Chicago Midway Airport to Mississippi. For your return ticket, we recommend flying on a Wednesday and avoiding Sundays for the best deals.


Good to know

Low seasonJanuary
High seasonNovember
Cheapest flight$64
Best time to beat the crowds but there is an average 28% increase 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.

  • What is the cheapest time of day to fly to Mississippi?

    The cheapest time of day to fly to Mississippi is generally in the evening, when round-trip flights cost $442 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Mississippi is generally in the morning, which is peak travel time and where the average cost of a ticket is $442.

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 4287 reviews
7.1Food
8.2Boarding
8.0Comfort
7.6Entertainment
8.6Crew
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

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

Information on your arrival and departure airports

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