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$48+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
MEM — MDW
Mar 26 — Apr 21
Thu 3/26
Thu 4/2
1 adult, Economy
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Cheap 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 February 24, 2026.

This Southwest deal was found by Cheapflights users on 2/20. 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 4/143:00 pm
MEM
-
MDW
Nonstop1h 35m
Southwest
Wed 4/1510:05 am
MDW
-
MEM
Nonstop1h 40m
Southwest
Deal found 2/20$97
This Southwest deal was found by Cheapflights users on 2/22. 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 3/245:30 am
MEM
-
MDW
1 stop11h 15m
Southwest
Tue 3/318:40 pm
MDW
-
MEM
Nonstop1h 45m
Southwest
Deal found 2/22$113
This Southwest deal was found by Cheapflights users on 2/21. 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.
Thu 3/194:25 pm
MEM
-
MDW
Nonstop1h 35m
Southwest
Wed 3/258:40 pm
MDW
-
MEM
Nonstop1h 45m
Southwest
Deal found 2/21$134
This Southwest deal was found by Cheapflights users on 2/22. 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.
Sun 3/225:00 am
MEM
-
MDW
Nonstop1h 35m
Southwest
Wed 3/258:40 pm
MDW
-
MEM
Nonstop1h 45m
Southwest
Deal found 2/22$139
This Southwest deal was found by Cheapflights users on 2/22. 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 4/115:00 am
MEM
-
MDW
Nonstop1h 40m
Southwest
Sat 4/1110:00 am
MDW
-
MEM
Nonstop1h 40m
Southwest
Deal found 2/22$143
This Southwest deal was found by Cheapflights users on 2/21. 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 4/226:10 pm
MEM
-
MDW
1 stop4h 55m
Southwest
Sat 4/2510:00 am
MDW
-
MEM
Nonstop1h 40m
Southwest
Deal found 2/21$148

Find 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 February 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$97
(Southwest)

One-way from

$48
(Southwest)

Popular in

January

Cheapest in

October

Average price

$508

Good round-trip deal

$341 or less

Good one-way deal

$165 or less
Provider with most accurate pricing for Memphis-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Memphis-Chicago Midway flights.
Search Deals
From Memphis to Chicago Midway
Search Deals
One-way flight from Memphis to Chicago Midway
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($122 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Memphis to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Memphis to Chicago Midway.
Search Deals

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 February 24, 2026.
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

Tue 4/14

6:35 am-4:40 pm

2 stops10h 05m

Chicago Midway

Wed 4/15

4:40 pm-9:45 pm

2 stops5h 05m

$127

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 4/1

6:22 am-12:29 pm

1 stop6h 07m

Chicago Midway

Sun 4/5

6:00 am-11:02 am

1 stop5h 02m

$179

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sun 3/22

5:00 am-6:35 am

Nonstop1h 35m

Chicago Midway

Sun 3/29

9:40 pm-11:25 pm

Nonstop1h 45m

$181

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 3/21

5:05 am-6:40 am

Nonstop1h 35m

Chicago Midway

Mon 3/23

9:35 pm-11:20 pm

Nonstop1h 45m

$199

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Fri 3/20

4:25 pm-6:00 pm

Nonstop1h 35m

Chicago Midway

Fri 4/3

9:35 pm-11:20 pm

Nonstop1h 45m

$211

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Fri 4/10

5:05 am-6:40 am

Nonstop1h 35m

Chicago Midway

Mon 4/13

9:40 pm-11:25 pm

Nonstop1h 45m

$236

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Fri 3/27

5:05 pm-12:05 am

1 stop7h 00m

Chicago Midway

Sun 3/29

9:40 pm-11:25 pm

Nonstop1h 45m

$251

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Fri 4/17

4:10 pm-5:45 pm

Nonstop1h 35m

Chicago Midway

Sun 4/19

9:40 pm-11:25 pm

Nonstop1h 45m

$256

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 5/16

5:25 am-4:50 pm

2 stops11h 25m

Chicago Midway

Sun 5/17

4:15 pm-11:35 pm

2 stops7h 20m

$273

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sun 4/12

2:25 pm-9:50 pm

1 stop7h 25m

Chicago Midway

Mon 4/13

4:00 pm-11:00 pm

2 stops7h 00m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Showing 1-10 of 22 results
1
2
3

Compare providers for flights from Memphis to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Memphis to Midway in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Memphis-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Memphis-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Memphis-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Memphis-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Memphis-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, September is the cheapest month in which you can book a flight from Memphis to Chicago Midway Airport (average of $165). Flying from Memphis to Chicago Midway Airport in January is currently the most expensive (average of $524). 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 February 24, 2026.

When flying from Memphis to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 February 24, 2026.
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
4,300 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,300 reviews
Southwest
8.0
Very good
4,300 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,239 reviews
Southwest
8.0
Very good
4,300 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 $179, Southwest can have you in Chicago Midway Airport from Memphis in 6h 07m. 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 48% 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 $291 for a flight from Memphis to Chicago Midway Airport. The cheapest flight overall is $128 while the most popular route, (Memphis - Chicago Midway) is currently priced at $97.

  • 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, September is the cheapest month in which you can book a flight from Memphis to Chicago Midway Airport (average of $165). Flying from Memphis to Chicago Midway Airport in January is currently the most expensive (average of $524). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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 February 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$183Average$313FlexibilityNo cancel feeOn-time63%
DeltaCheapest$250Average$368FlexibilityNo cancel feeOn-timeN/A

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