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Cheap flights from Memphis to Chicago from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Memphis to Chicago departing on 5/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Memphis to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:05 am - 6:40 am
MEM
-
MDW
1h 35mnonstop
Southwest Logo
10:05 am - 11:45 am
MDW
-
MEM
1h 40mnonstop
$97Southwest
Tue, Mar 31 - Tue, Apr 7
Southwest Logo
3:25 pm - 5:00 pm
MEM
-
MDW
1h 35mnonstop
Southwest Logo
5:30 pm - 10:20 pm
MDW
-
MEM
4h 50m
1 stop
$107Southwest
Wed, Mar 11 - Wed, Mar 18
Southwest Logo
7:40 am - 4:25 pm
MEM
-
MDW
8h 45m
2 stops
Southwest Logo
9:05 pm - 10:50 pm
MDW
-
MEM
1h 45mnonstop
$112Southwest
Tue, Mar 31 - Tue, Apr 7
Southwest Logo
1:10 pm - 7:35 pm
MEM
-
MDW
6h 25m
1 stop
Southwest Logo
5:30 pm - 10:20 pm
MDW
-
MEM
4h 50m
1 stop
$117Southwest
Wed, Mar 11 - Wed, Mar 18
Southwest Logo
1:10 pm - 7:30 pm
MEM
-
MDW
6h 20m
2 stops
Southwest Logo
5:30 pm - 10:20 pm
MDW
-
MEM
4h 50m
1 stop
$122Southwest
Wed, Mar 11 - Wed, Mar 18
Southwest Logo
3:55 pm - 12:05 am
MEM
-
MDW
8h 10m
2 stops
Southwest Logo
10:25 am - 5:30 pm
MDW
-
MEM
7h 05m
2 stops
$127Southwest
Tue, Mar 31 - Tue, Apr 7
Southwest Logo
5:05 am - 6:40 am
MEM
-
MDW
1h 35mnonstop
Southwest Logo
9:40 pm - 11:25 pm
MDW
-
MEM
1h 45mnonstop
$134Southwest
Wed, Apr 1 - Thu, Apr 30
Southwest Logo
5:05 am - 6:40 am
MEM
-
MDW
1h 35mnonstop
Southwest Logo
8:40 pm - 10:25 pm
MDW
-
MEM
1h 45mnonstop
$144Southwest
Fri, Mar 13 - Tue, Mar 17
Southwest Logo
3:55 pm - 12:05 am
MEM
-
MDW
8h 10m
2 stops
Southwest Logo
9:40 pm - 11:25 pm
MDW
-
MEM
1h 45mnonstop
$149Southwest
Wed, Apr 1 - Thu, Apr 30
Southwest Logo
4:25 pm - 6:00 pm
MEM
-
MDW
1h 35mnonstop
Southwest Logo
9:20 am - 3:20 pm
MDW
-
MEM
6h 00m
1 stop
$154Southwest
Fri, Mar 13 - Tue, Mar 17

Delta flights from Memphis to Chicago Midway Airport

Our best Delta deals on Memphis to Chicago Midway Airport flight tickets
Delta
Mar 4
MEM6:15 amMemphis
6h 31m
1 stop
MDW12:46 pmChicago Midway
Mar 11
MDW1:10 pmChicago Midway
3h 47m
1 stop
MEM4:57 pmMemphis
$157
Delta
Mar 4
MEM6:15 amMemphis
6h 31m
1 stop
MDW12:46 pmChicago Midway
Mar 7
MDW1:29 pmChicago Midway
4h 26m
1 stop
MEM5:55 pmMemphis
$174
Delta
Apr 4
MEM1:10 pmMemphis
5h 30m
1 stop
MDW6:40 pmChicago Midway
Apr 6
MDW6:07 pmChicago Midway
4h 07m
1 stop
MEM10:14 pmMemphis
$211

Southwest flights from Memphis to Chicago Midway Airport

Our best Southwest deals on Memphis to Chicago Midway Airport flight tickets
Southwest
Mar 31
MEM5:05 amMemphis
1h 35m
MDW6:40 amChicago Midway
Apr 7
MDW10:05 amChicago Midway
1h 40m
MEM11:45 amMemphis
$97
Southwest
Mar 11
MEM3:25 pmMemphis
1h 35m
MDW5:00 pmChicago Midway
Mar 18
MDW5:30 pmChicago Midway
4h 50m
1 stop
MEM10:20 pmMemphis
$107
Southwest
Mar 31
MEM7:40 amMemphis
8h 45m
2 stops
MDW4:25 pmChicago Midway
Apr 7
MDW9:05 pmChicago Midway
1h 45m
MEM10:50 pmMemphis
$112

momondo Fare Finder

 
Customize your flight search to find flights from Memphis to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated February 14, 2026.
Use the filters below to find and compare flights from Memphis to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 3/31

5:05 am-6:40 am

Nonstop1h 35m

Chicago Midway

Tue 4/7

10:05 am-11:45 am

Nonstop1h 40m

$97

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 3/11

3:25 pm-5:00 pm

Nonstop1h 35m

Chicago Midway

Wed 3/18

5:30 pm-10:20 pm

1 stop4h 50m

$107

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 3/31

7:40 am-4:25 pm

2 stops8h 45m

Chicago Midway

Tue 4/7

9:05 pm-10:50 pm

Nonstop1h 45m

$112

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 3/11

1:10 pm-7:35 pm

1 stop6h 25m

Chicago Midway

Wed 3/18

5:30 pm-10:20 pm

1 stop4h 50m

$117

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 3/11

1:10 pm-7:30 pm

2 stops6h 20m

Chicago Midway

Wed 3/18

5:30 pm-10:20 pm

1 stop4h 50m

$122

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 3/31

3:55 pm-12:05 am

2 stops8h 10m

Chicago Midway

Tue 4/7

10:25 am-5:30 pm

2 stops7h 05m

$127

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 4/1

5:05 am-6:40 am

Nonstop1h 35m

Chicago Midway

Thu 4/30

9:40 pm-11:25 pm

Nonstop1h 45m

$134

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Fri 3/13

5:05 am-6:40 am

Nonstop1h 35m

Chicago Midway

Tue 3/17

8:40 pm-10:25 pm

Nonstop1h 45m

$144

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 4/1

3:55 pm-12:05 am

2 stops8h 10m

Chicago Midway

Thu 4/30

9:40 pm-11:25 pm

Nonstop1h 45m

$149

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Fri 3/13

4:25 pm-6:00 pm

Nonstop1h 35m

Chicago Midway

Tue 3/17

9:20 am-3:20 pm

1 stop6h 00m

$154

Flights are sorted by cheapest round-trip flights first.

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See travel insights to Chicago from

How to get the cheapest flight ticket from Memphis to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of October is, on average, the cheapest month to fly to Chicago Midway Airport from Memphis, with most prices found around $253. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Memphis during the month November is also very affordable. Most momondo users find prices during this month for around $264.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Memphis. The lowest ticket price found for a Tuesday departure recently was $322. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Memphis because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $406.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Memphis in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $350 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $389. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Memphis to Chicago Midway flight route?

Fly from Memphis to Chicago Midway for the best Memphis - Chicago Midway flight prices

What cabin class options are available on Memphis to Chicago Midway flights?

There is only 1 cabin class available to choose from on Memphis to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Memphis to Chicago Midway Airport flights?

You could potentially save up to 6% on your flight if you consider stops on a Memphis to Chicago Midway Airport flight.

When to book flights from Memphis to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Memphis to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Memphis to Chicago Midway Airport (MEM to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Memphis to Chicago Midway Airport

Best Price Found

$194

Fastest flight time

1h 35m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Memphis in the past 72 hours is $194. The best round-trip flight deal from Memphis to Chicago Midway Airport found on momondo in the last 72 hours is $325.
The fastest flight from Memphis to Chicago Midway Airport takes 1h 35m
Direct flights go from Memphis to Chicago Midway Airport every day.
Search flight deals

  • How far is Memphis to Chicago Midway by plane?

    A flight from Memphis to Chicago Midway will travel around 474.8 mi. Typically, this will take 1h 35m by plane in normal conditions.

  • When did momondo last update prices for flights from Memphis Airport to Chicago Midway Airport?

    Prices for flights from Memphis Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Memphis Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Memphis Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Memphis Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Memphis to Chicago Midway Airport?

  • What is the most popular airline from Memphis to Chicago Midway Airport?

Best airlines flying from Memphis to Chicago Midway Airport

Compare and see reviews for airlines that fly from Memphis to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $183Free CancellationRating
8.0
4,284 reviews
Search Southwest flights
DeltaPriceFrom $250Free CancellationRating
7.9
8,200 reviews
Search Delta flights

  • Southwest Flights From Memphis to Chicago Midway Airport

    Southwest is one of the most popular airlines flying from Memphis to Chicago Midway Airport, operating 5 flights/week on average for this route. A good Southwest flight deal for Memphis to Chicago Midway Airport starts from $183 round-trip, up to an average price of $319. Our users have rated Southwest at 8.0/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Hammond
Benton Harbor
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Schererville
Valparaiso
Munster
Crown Point
Chesterton
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Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Memphis to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Memphis to Chicago for you.

Can I find flights from Memphis to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Memphis which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Memphis to Chicago?

Once all potential Memphis to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Memphis to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Memphis are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago Midway Airport trip

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