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$79+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
MEM — MDW
Dec 25 — Jan 11
Thu 12/25
Thu 1/1
1 adult, Economy
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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 November 25, 2025.

This Southwest deal was found by Cheapflights users on 11/24. 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 12/161:25 pmMEM - MDW
2 stops9h 10mSouthwest
Wed 12/179:20 amMDW - MEM
1 stop5h 30mSouthwest
Deal found 11/24$222
This Southwest deal was found by Cheapflights users on 11/24. 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 12/177:30 amMEM - MDW
Nonstop1h 35mSouthwest
Wed 12/1710:50 amMDW - MEM
1 stop5h 15mSouthwest
Deal found 11/24$224
This Southwest deal was found by Cheapflights users on 11/23. 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 12/163:00 pmMEM - MDW
Nonstop1h 35mSouthwest
Thu 12/186:20 amMDW - MEM
1 stop6h 30mSouthwest
Deal found 11/23$229
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Tue 12/91:22 pmMEM - MDW
2 stops19h 24mMultiple Airlines
Sat 12/136:00 amMDW - MEM
1 stop28h 31mMultiple Airlines
Deal found 11/24$237
This Frontier deal was found by Cheapflights users on 11/24. 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 12/711:56 amMEM - MDW
1 stop10h 16mFrontier
Thu 12/116:15 amMDW - MEM
1 stop5h 51mFrontier
Deal found 11/24$247
This Southwest deal was found by Cheapflights users on 11/24. 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 12/306:15 pmMEM - MDW
1 stop6h 10mSouthwest
Wed 12/314:35 pmMDW - MEM
1 stop5h 35mSouthwest
Deal found 11/24$256
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Sun 12/75:14 pmMEM - MDW
2 stops39h 32mMultiple Airlines
Wed 12/102:49 pmMDW - MEM
1 stop21h 17mMultiple Airlines
Deal found 11/24$257
This Southwest deal was found by Cheapflights users on 11/25. 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 12/167:30 amMEM - MDW
Nonstop1h 35mSouthwest
Fri 12/197:50 amMDW - MEM
Nonstop1h 45mSouthwest
Deal found 11/25$264

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 November 25, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$222
(Southwest)

One-way from

$79
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$376

Good round-trip deal

$351 or less

Good one-way deal

$222 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. 8% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 25, 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

Tue 12/16

1:25 pm-10:35 pm

2 stops9h 10m

Chicago Midway

Wed 12/17

9:20 am-2:50 pm

1 stop5h 30m

$222

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 12/17

7:30 am-9:05 am

Nonstop1h 35m

Chicago Midway

Wed 12/17

10:50 am-4:05 pm

1 stop5h 15m

$224

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 1/12

3:05 pm-4:45 pm

Nonstop1h 40m

Chicago Midway

Sat 1/17

8:20 am-10:10 am

Nonstop1h 50m

$236

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 2/9

5:22 pm-10:22 pm

1 stop5h 00m

Chicago Midway

Tue 2/24

6:00 am-10:52 am

1 stop4h 52m

$239

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 1/17

1:40 pm-5:20 pm

1 stop3h 40m

Chicago Midway

Sun 1/18

8:10 am-9:55 am

Nonstop1h 45m

$246

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 12/16

1:25 pm-10:35 pm

2 stops9h 10m

Chicago Midway

Thu 12/18

1:25 pm-8:40 pm

2 stops7h 15m

$249

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 2/2

6:10 am-4:30 pm

2 stops10h 20m

Chicago Midway

Sat 2/7

8:20 am-10:10 am

Nonstop1h 50m

$251

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 12/30

6:15 pm-12:25 am

1 stop6h 10m

Chicago Midway

Wed 12/31

4:35 pm-10:10 pm

1 stop5h 35m

$256

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 12/16

7:30 am-9:05 am

Nonstop1h 35m

Chicago Midway

Fri 12/19

7:50 am-9:35 am

Nonstop1h 45m

$264

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sun 12/28

4:18 pm-10:12 pm

1 stop5h 54m

$82

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/23

Showing 1-10 of 20 results
1
2

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Memphis-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 $162). Flying from Memphis to Chicago Midway Airport in January is currently the most expensive (average of $296). 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 November 25, 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 November 25, 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
4,254 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

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
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

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
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

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 $239, Southwest can have you in Chicago Midway Airport from Memphis in 5h. 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 $180. Another option worth looking into is Delta, starting at $250 round trip. These flights start at 45% 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 $345 for a flight from Memphis to Chicago Midway Airport. The cheapest flight overall is $115 while the most popular route, (Memphis - Chicago Midway) is currently priced at $187.

  • 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 $162). Flying from Memphis to Chicago Midway Airport in January is currently the most expensive (average of $296). 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
Hammond
Porter
Benton Harbor
Merrillville

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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 November 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$183Average$311FlexibilityNo cancel feeOn-time63%
DeltaCheapest$250Average$454FlexibilityNo cancel feeOn-timeN/A

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