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$90+ Cheap flights from Memphis (MEM) 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
MEM — MDW
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Memphis to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Memphis (MEM) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 17, 2025.

Round-trip from

$194
(Frontier)

One-way from

$90
(Kiwi.com)

Popular in

March

Cheapest in

May

Average price

$317

Good round-trip deal

$244 or less

Good one-way deal

$207 or less
From Memphis to Chicago Midway
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One-way flight from Memphis to Chicago Midway
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Highest demand for flights based on searches. 6% potential increase in price ($22 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 September 2025
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Price to beat on a round-trip flight from Memphis to Chicago Midway.
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Price to beat on a one-way flight from Memphis to Chicago Midway.
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Find flight deals from Memphis to Midway

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

This Frontier deal was found by Cheapflights users on 9/15. 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.
Mon 11/38:10 pmMEM - MDW
2 stops15h 28mFrontier
Thu 11/612:30 pmMDW - MEM
1 stop6h 52mFrontier
Deal found 9/15$194
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/213:20 pmMEM - MDW
Nonstop1h 35mSouthwest
Wed 10/227:45 amMDW - MEM
Nonstop1h 35mSouthwest
Deal found 9/16$197
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/213:20 pmMEM - MDW
Nonstop1h 35mSouthwest
Sat 10/258:30 amMDW - MEM
Nonstop1h 40mSouthwest
Deal found 9/16$207
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/227:00 amMEM - MDW
1 stop26h 47mMultiple Airlines
Sat 10/2511:31 amMDW - MEM
1 stop11h 37mMultiple Airlines
Deal found 9/16$210
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/74:19 pmMEM - MDW
1 stop18h 07mMultiple Airlines
Mon 11/108:00 amMDW - MEM
1 stop7h 14mMultiple Airlines
Deal found 9/16$211
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:48 pmMEM - MDW
1 stop16h 28mMultiple Airlines
Mon 10/205:28 pmMDW - MEM
1 stop26h 17mMultiple Airlines
Deal found 9/15$214
This Delta deal was found by Cheapflights users on 9/16. 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 10/219:36 amMEM - MDW
1 stop6h 33mDelta
Wed 10/229:35 amMDW - MEM
1 stop3h 52mDelta
Deal found 9/16$217
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/318:09 pmMEM - MDW
1 stop14h 17mMultiple Airlines
Mon 11/312:30 pmMDW - MEM
1 stop6h 52mMultiple Airlines
Deal found 9/14$218
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/247:00 amMEM - MDW
1 stop9h 20mMultiple Airlines
Sun 10/265:20 amMDW - MEM
1 stop13h 11mMultiple Airlines
Deal found 9/15$221

Cheapflights Fare Finder

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

Fly from

Memphis

Fly to

Midway

Route

Depart

Return

Price

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 10/27

6:55 am-8:35 am

Nonstop1h 40m

Chicago Midway

Wed 10/29

8:40 pm-10:15 pm

Nonstop1h 35m

$207

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 10/21

9:36 am-4:09 pm

1 stop6h 33m

Chicago Midway

Wed 10/22

9:35 am-1:27 pm

1 stop3h 52m

$217

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Fri 10/31

2:10 pm-3:50 pm

Nonstop1h 40m

Chicago Midway

Mon 11/3

8:40 pm-10:25 pm

Nonstop1h 45m

$217

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 10/21

6:06 pm-10:14 pm

1 stop4h 08m

Chicago Midway

Tue 10/28

10:35 am-5:01 pm

1 stop6h 26m

$217

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 12/17

6:00 am-2:55 pm

2 stops8h 55m

Chicago Midway

Mon 12/22

7:50 am-9:35 am

Nonstop1h 45m

$222

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 10/22

2:07 pm-6:25 pm

1 stop4h 18m

Chicago Midway

Mon 10/27

1:08 pm-5:01 pm

1 stop3h 53m

$227

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 10/21

6:06 pm-10:14 pm

1 stop4h 08m

Chicago Midway

Mon 10/27

1:08 pm-5:01 pm

1 stop3h 53m

$227

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 11/17

7:30 am-9:05 am

Nonstop1h 35m

Chicago Midway

Wed 11/19

9:40 am-5:15 pm

1 stop7h 35m

$227

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 10/25

4:40 pm-10:14 pm

1 stop5h 34m

Chicago Midway

Wed 10/29

6:00 am-11:32 am

1 stop5h 32m

$227

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 10/29

6:06 pm-10:14 pm

1 stop4h 08m

Chicago Midway

Sat 11/1

4:23 pm-8:51 pm

1 stop4h 28m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 23 results
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Best time to book a flight from Memphis to Midway

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

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

Currently, April is the cheapest month in which you can book a flight from Memphis to Chicago Midway Airport (average of $160). Flying from Memphis to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

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

Find hourly flight availability from Memphis 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 September 17, 2025.

It’s optimal to fly from Memphis to Chicago Midway Airport in the afternoon. By choosing this option you can save up to 16% on the cost of your flight, compared to a flight at noon.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated September 17, 2025.
Get a feel of what it's like to fly with Southwest and Delta from Memphis to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

  • What airport do you fly from for flights from Memphis to Chicago Midway?

    Memphis (MEM), located 8.3 mi from the city center, is the airport you fly out of when you book flights from Memphis to Chicago Midway. 2 airlines have flights from Memphis to Chicago Midway on a regular basis. Booking flights from Memphis to Chicago Midway should not be difficult; the airport handles an average of 1 outbound flight to Chicago Midway per day.

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

    For as low as $207, Southwest can have you in Chicago Midway Airport from Memphis in 1h 40m. Memphis and Chicago Midway Airport are separated by a distance of 481 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Memphis to Chicago Midway Airport round-trip?

    Flying on Southwest is currently your cheapest option to Chicago Midway Airport, with prices starting at $183. Another option worth looking into is Delta, starting at $250 round trip. These flights start at 44% lower than the current average price 3 months from now.

  • What are the cheapest flights from Memphis to Chicago Midway Airport?

    On average you can expect to pay $299 for a flight from Memphis to Chicago Midway Airport. The cheapest flight overall is $112 while the most popular route, (Memphis - Chicago Midway) is currently priced at $197.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Memphis 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.

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

    Currently, April is the cheapest month in which you can book a flight from Memphis to Chicago Midway Airport (average of $160). Flying from Memphis to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Chicago Midway Airport?

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

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Memphis to Midway

Discover the top 2 airlines that operate flights from Memphis 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$183Average$312FlexibilityNo cancel feeOn-time63%
DeltaCheapest$250Average$508FlexibilityNo cancel feeOn-timeN/A

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