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$89+ Cheap flights from Midway (MDW) to Mississippi

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JAN
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Midway to Mississippi

Keep the following information in mind while searching for Midway to Mississippi flight deals. Data was last updated July 31, 2025.

Round-trip from

$187
(Southwest)

One-way from

$89
(Southwest)

Popular in

April

Cheapest in

October

Average price

$412
From Chicago Midway to Mississippi
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One-way flight from Chicago Midway to Mississippi
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Highest demand for flights based on searches. 10% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Midway to Mississippi

Cheapest flights from Midway to Mississippi
Explore the most affordable flight options available from Midway to Mississippi. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/308:30 amMDW - MEM
Nonstop1h 40mSouthwest
Thu 9/43:35 pmMEM - MDW
1 stop5h 00mSouthwest
Deal found 7/31$187
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/306:00 amMDW - MEM
1 stop4h 25mDelta
Sun 8/312:21 pmMEM - MDW
1 stop6h 51mDelta
Deal found 7/29$206
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2711:00 amMDW - MOB
1 stop4h 46mDelta
Wed 10/16:00 amMOB - MDW
1 stop3h 51mDelta
Deal found 7/28$211
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/166:00 amMDW - JAN
1 stop6h 26mDelta
Sat 11/85:58 pmJAN - MDW
1 stop4h 16mDelta
Deal found 7/30$237
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/169:00 amMDW - JAN
1 stop6h 15mSouthwest
Sat 11/81:25 pmJAN - MDW
2 stops5h 30mSouthwest
Deal found 7/30$242
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:00 amMDW - BTR
1 stop6h 52mDelta
Mon 9/154:39 pmBTR - MDW
1 stop4h 57mDelta
Deal found 7/29$249
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/274:25 pmMDW - GPT
1 stop5h 13mDelta
Wed 9/35:00 pmGPT - MDW
1 stop4h 26mDelta
Deal found 7/30$279
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/274:25 pmMDW - AEX
1 stop4h 41mDelta
Wed 9/35:05 pmAEX - MDW
1 stop4h 21mDelta
Deal found 7/30$286

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Mississippi that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Mississippi that are best for you.

Fly from

Midway

Fly to

Mississippi

Route

Depart

Return

Price

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Sat 8/30

8:30 am-10:10 am

Nonstop1h 40m

Memphis

Thu 9/4

3:35 pm-8:35 pm

1 stop5h 00m

$187

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Sat 8/30

6:00 am-10:25 am

1 stop4h 25m

Memphis

Sun 8/31

2:21 pm-9:12 pm

1 stop6h 51m

$206

ChicagoMobile

MDW - MOB

MDWMOB

Chicago Midway

Sat 9/27

11:00 am-3:46 pm

1 stop4h 46m

Mobile

Wed 10/1

6:00 am-9:51 am

1 stop3h 51m

$211

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 9/16

6:00 am-12:26 pm

1 stop6h 26m

Jackson-Evers Intl

Sat 11/8

5:58 pm-10:14 pm

1 stop4h 16m

$237

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 9/16

9:00 am-3:15 pm

1 stop6h 15m

Jackson-Evers Intl

Sat 11/8

1:25 pm-6:55 pm

2 stops5h 30m

$242

ChicagoBaton Rouge

MDW - BTR

MDWBTR

Chicago Midway

Sat 9/13

6:00 am-12:52 pm

1 stop6h 52m

Baton Rouge Ryan

Mon 9/15

4:39 pm-9:36 pm

1 stop4h 57m

$249

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Wed 8/27

4:25 pm-9:38 pm

1 stop5h 13m

Gulfport Biloxi Regional

Wed 9/3

5:00 pm-9:26 pm

1 stop4h 26m

$279

ChicagoAlexandria

MDW - AEX

MDWAEX

Chicago Midway

Wed 8/27

4:25 pm-9:06 pm

1 stop4h 41m

Alexandria

Wed 9/3

5:05 pm-9:26 pm

1 stop4h 21m

$286

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Sat 8/30

8:30 am-10:10 am

Nonstop1h 40m

$89

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Mon 9/29

7:03 pm-1:57 pm

1 stop18h 54m

$95

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 18 results
1
2

Best time to book a flight from Midway to Mississippi

Have a flexible travel schedule? Discover the best time to fly to Mississippi from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Mississippi

What is the cheapest month to book a flight from Chicago Midway Airport to Mississippi?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Mississippi (average of $371). Flying from Chicago Midway Airport to Mississippi in March is currently the most expensive (average of $449). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Mississippi

Get insights into the airlines that provide service to Mississippi. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Mississippi. Reviews last updated July 31, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Mississippi, such as Southwest, Delta, and Frontier. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,238 reviews
Southwest
8.0
Very good
4,244 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Midway to Mississippi. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Mississippi one-way?

    One-way options have recently been found by users for as low as $89 on Southwest. Other airlines that offer cheap prices include Delta from $99 and Frontier from $111 one-way.

  • What are the most popular routes from Chicago Midway Airport to Mississippi?

    Most travelers choose Chicago Midway - Memphis, Chicago Midway - Jackson-Evers Intl or Chicago Midway - Baton Rouge Ryan when deciding on the best route from Chicago Midway Airport to Mississippi.

  • Can I find deals for flights from Midway to Mississippi that include hotel bookings?

    Yes. In addition to deals on Midway to Mississippi flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Mississippi?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Mississippi.

  • Can I find deals for business class flights from Midway to Mississippi?

    Yes. Cheapflights offers flight deals from Midway to Mississippi by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Mississippi?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Mississippi (average of $371). Flying from Chicago Midway Airport to Mississippi in March is currently the most expensive (average of $449). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Midway to Mississippi

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Midway to Mississippi

Discover the top 2 airlines that operate flights from Midway to Mississippi. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$248Average$439FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$316Average$466FlexibilityNo cancel feeOn-time63%

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