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$81+ Cheap flights from Mississippi to Midway (MDW)

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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — MDW
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
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Cheap flight deals from Mississippi to Midway

Cheapest flights from Mississippi to Midway
Explore the most affordable flight options available from Mississippi to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 17, 2025.

This Southwest deal was found by Cheapflights users on 12/17. 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.
Wed 12/313:30 pmMEM - MDW
1 stop4h 45mSouthwest
Thu 1/18:15 amMDW - MEM
Nonstop1h 45mSouthwest
Deal found 12/17$199
This Frontier deal was found by Cheapflights users on 12/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/214:18 pmMEM - MDW
1 stop5h 54mFrontier
Thu 1/16:12 amMDW - MEM
1 stop8h 56mFrontier
Deal found 12/15$248
This Delta deal was found by Cheapflights users on 12/17. 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.
Thu 12/2510:34 amBTR - MDW
1 stop4h 06mDelta
Wed 12/313:29 pmMDW - BTR
1 stop4h 19mDelta
Deal found 12/17$249
This Delta deal was found by Cheapflights users on 12/17. 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.
Thu 12/2510:34 amBTR - MDW
1 stop4h 06mDelta
Fri 1/25:05 pmMDW - BTR
1 stop4h 48mDelta
Deal found 12/17$264
This Southwest deal was found by Cheapflights users on 12/15. 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.
Wed 12/313:00 pmMEM - MDW
Nonstop1h 35mSouthwest
Fri 1/27:50 amMDW - MEM
Nonstop1h 45mSouthwest
Deal found 12/15$280
This Delta deal was found by Cheapflights users on 12/17. 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.
Thu 12/253:46 pmBTR - MDW
1 stop6h 36mDelta
Tue 12/305:05 pmMDW - BTR
1 stop4h 48mDelta
Deal found 12/17$294
This Delta deal was found by Cheapflights users on 12/17. 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.
Sun 12/213:46 pmBTR - MDW
1 stop6h 36mDelta
Sun 1/49:50 amMDW - BTR
1 stop5h 11mDelta
Deal found 12/17$324
This Expedia deal was found by Cheapflights users on 12/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/184:18 pmMEM - MDW
1 stop5h 54mFrontier
Sun 12/216:00 amMDW - MEM
1 stop9h 08mFrontier
Deal found 12/16$327
This Delta deal was found by Cheapflights users on 12/16. 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 12/243:46 pmBTR - MDW
1 stop6h 36mDelta
Sun 1/49:50 amMDW - BTR
1 stop5h 11mDelta
Deal found 12/16$329
This Delta deal was found by Cheapflights users on 12/17. 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.
Sun 12/216:07 amBTR - MDW
1 stop5h 51mDelta
Tue 12/305:05 pmMDW - BTR
1 stop4h 48mDelta
Deal found 12/17$354
This Delta deal was found by Cheapflights users on 12/16. 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 12/233:46 pmBTR - MDW
1 stop6h 36mDelta
Tue 12/305:05 pmMDW - BTR
1 stop4h 48mDelta
Deal found 12/16$369
This Southwest deal was found by Cheapflights users on 12/15. 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 12/305:30 pmMEM - MDW
Nonstop1h 40mSouthwest
Fri 1/27:50 amMDW - MEM
Nonstop1h 45mSouthwest
Deal found 12/15$371

Find flight deals from Mississippi to Midway

Keep the following information in mind while searching for Mississippi to Midway flight deals. Data was last updated December 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$197
(Frontier)

One-way from

$81
(Frontier)

Popular in

April

Cheapest in

September

Average price

$321
Provider with most accurate pricing for Jackson-Evers Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jackson-Evers Intl-Chicago (CHI) flights.
Search Deals
From Mississippi to Chicago Midway
Search Deals
One-way flight from Mississippi to Chicago Midway
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Mississippi to Midway 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 December 17, 2025.
Use the filters below to find and compare flights from Mississippi to Chicago Midway Airport that are best for you.

Fly from

Mississippi

Fly to

Midway

Route

Depart

Return

Price

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 12/31

3:30 pm-8:15 pm

1 stop4h 45m

Chicago Midway

Thu 1/1

8:15 am-10:00 am

Nonstop1h 45m

$199

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 1/17

6:10 am-12:48 pm

1 stop6h 38m

Chicago Midway

Sun 1/18

5:59 pm-11:18 pm

1 stop5h 19m

$209

MobileChicago

MOB - MDW

MOBMDW

Mobile

Sat 1/17

6:00 am-10:32 am

1 stop4h 32m

Chicago Midway

Sat 1/24

6:25 am-11:45 am

1 stop5h 20m

$211

MobileChicago

MOB - MDW

MOBMDW

Mobile

Wed 2/11

12:34 pm-5:29 pm

1 stop4h 55m

Chicago Midway

Tue 2/17

6:40 pm-10:58 pm

1 stop4h 18m

$211

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 1/21

11:44 am-11:45 am

2 stops24h 01m

Chicago Midway

Fri 1/23

1:00 pm-10:49 am

1 stop21h 49m

$216

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 1/17

7:05 am-8:50 am

Nonstop1h 45m

Chicago Midway

Sun 1/18

8:10 am-9:55 am

Nonstop1h 45m

$219

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 1/8

8:15 am-4:35 pm

2 stops8h 20m

Chicago Midway

Tue 1/13

8:10 am-9:55 am

Nonstop1h 45m

$227

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 2/19

3:30 pm-5:05 pm

Nonstop1h 35m

Chicago Midway

Sat 2/21

2:05 pm-3:45 pm

Nonstop1h 40m

$231

Baton RougeChicago

BTR - MDW

BTRMDW

Baton Rouge Ryan

Wed 12/31

3:46 pm-10:22 pm

1 stop6h 36m

Chicago Midway

Sun 1/4

12:45 pm-6:18 pm

1 stop5h 33m

$264

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 1/20

6:10 am-12:51 pm

1 stop6h 41m

Chicago Midway

Tue 1/20

6:14 pm-11:13 pm

1 stop4h 59m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 56 results
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Best time to book a flight from Mississippi to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Mississippi 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 Mississippi to Chicago Midway Airport

What is the cheapest time of day to fly from MS to MDW?

Find hourly flight availability from Mississippi to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 17, 2025.

One of the essential ways to save on airfare from Mississippi to Chicago Midway Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 26% on airfare.

Related info for your journey

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

  • How long is the flight from Mississippi to Chicago Midway Airport?

    Departing from Mississippi to Chicago Midway Airport will take you 4h 45m. There are 481 mi between Mississippi and Chicago Midway Airport. This flight may include one or multiple stops.

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

    The most popular route from Mississippi to Chicago Midway Airport is Memphis - Chicago Midway. You may also consider Jackson-Evers Intl - Chicago Midway or Mobile - Chicago Midway.

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

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

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

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

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

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

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Mississippi to Midway

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

Discover the top 2 airlines that operate flights from Mississippi to Midway. 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 December 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$196Average$350FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$234Average$392FlexibilityNo cancel feeOn-time63%

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