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Cheap flights from Mississippi to Chicago from $79

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Mississippi to Chicago departing on 2/9. 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 Mississippi to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
1:25 pm - 10:35 pmMEM-MDW
9h 10m2 stops
Southwest Logo
9:20 am - 2:50 pmMDW-MEM
5h 30m1 stop
$222Southwest
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Tue, Dec 16 - Wed, Dec 17
Southwest Logo
7:30 am - 9:05 amMEM-MDW
1h 35mnonstop
Southwest Logo
10:50 am - 4:05 pmMDW-MEM
5h 15m1 stop
$224Southwest
Find Deal
Wed, Dec 17 - Wed, Dec 17
Southwest Logo
6:00 am - 2:55 pmMEM-MDW
8h 55m2 stops
Southwest Logo
6:20 am - 2:10 pmMDW-MEM
7h 50m2 stops
$227Southwest
Find Deal
Tue, Dec 16 - Wed, Dec 17
Southwest Logo
3:00 pm - 4:35 pmMEM-MDW
1h 35mnonstop
Southwest Logo
6:20 am - 12:50 pmMDW-MEM
6h 30m1 stop
$229Southwest
Find Deal
Tue, Dec 16 - Thu, Dec 18
Southwest Logo
7:05 am - 8:50 amMEM-MDW
1h 45mnonstop
Southwest Logo
8:10 am - 9:55 amMDW-MEM
1h 45mnonstop
$231Southwest
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Sat, Jan 17 - Sun, Jan 18
Multiple Airlines Logo
8:35 pm - 11:45 amMEM-MDW
15h 10m2 stops
Multiple Airlines Logo
6:00 am - 11:01 amMDW-MEM
5h 01m1 stop
$234Multiple Airlines
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Sun, Feb 8 - Thu, Feb 26
Multiple Airlines Logo
11:14 am - 7:58 pmMEM-MDW
8h 44m1 stop
Multiple Airlines Logo
6:15 pm - 10:19 amMDW-MEM
16h 04m1 stop
$235Multiple Airlines
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Mon, Feb 9 - Sat, Feb 28
Delta Logo
5:22 pm - 10:22 pmMEM-MDW
5h 00m1 stop
Delta Logo
6:00 am - 10:52 amMDW-MEM
4h 52m1 stop
$239Delta
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Mon, Feb 9 - Tue, Feb 24
Delta Logo
6:18 am - 11:59 amBTR-MDW
5h 41m1 stop
Delta Logo
6:25 am - 12:48 pmMDW-BTR
6h 23m1 stop
$249Delta
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Wed, Feb 4 - Sat, Feb 7
Delta Logo
10:21 am - 4:29 pmGPT-MDW
6h 08m1 stop
Delta Logo
5:31 pm - 9:53 pmMDW-GPT
4h 22m1 stop
$249Delta
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Thu, Jan 8 - Sat, Jan 10

Delta flights from Mississippi to Chicago Midway Airport

Our best Delta deals on Mississippi to Chicago Midway Airport flight tickets
Delta
Feb 9
MEM5:22 pmMemphis
5h 00m
1 stop
MDW10:22 pmChicago Midway
Feb 24
MDW6:00 amChicago Midway
4h 52m
1 stop
MEM10:52 amMemphis
$239
Find similar
Delta
Feb 4
BTR6:18 amBaton Rouge Ryan
5h 41m
1 stop
MDW11:59 amChicago Midway
Feb 7
MDW6:25 amChicago Midway
6h 23m
1 stop
BTR12:48 pmBaton Rouge Ryan
$249
Find similar
Delta
Jan 10
MEM5:50 amMemphis
5h 15m
1 stop
MDW11:05 amChicago Midway
Jan 17
MDW11:21 amChicago Midway
5h 14m
1 stop
MEM4:35 pmMemphis
$251
Find similar

Southwest flights from Mississippi to Chicago Midway Airport

Our best Southwest deals on Mississippi to Chicago Midway Airport flight tickets
Southwest
Dec 16
MEM1:25 pmMemphis
9h 10m
2 stops
MDW10:35 pmChicago Midway
Dec 17
MDW9:20 amChicago Midway
5h 30m
1 stop
MEM2:50 pmMemphis
$222
Find similar
Southwest
Dec 17
MEM7:30 amMemphis
1h 35m
MDW9:05 amChicago Midway
Dec 17
MDW10:50 amChicago Midway
5h 15m
1 stop
MEM4:05 pmMemphis
$224
Find similar
Southwest
Dec 16
MEM6:00 amMemphis
8h 55m
2 stops
MDW2:55 pmChicago Midway
Dec 17
MDW6:20 amChicago Midway
7h 50m
2 stops
MEM2:10 pmMemphis
$227
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momondo Fare Finder

 
Customize your flight search to find flights from Mississippi 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 November 26, 2025.
Use the filters below to find and compare flights from Mississippi to Chicago Midway Airport that are best for you.

Fly from

Fly to

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

Tue 12/16

6:00 am-2:55 pm

2 stops8h 55m

Chicago Midway

Wed 12/17

6:20 am-2:10 pm

2 stops7h 50m

$227

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 12/16

3:00 pm-4:35 pm

Nonstop1h 35m

Chicago Midway

Thu 12/18

6:20 am-12:50 pm

1 stop6h 30m

$229

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

$231

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sun 2/8

8:35 pm-11:45 am

2 stops15h 10m

Chicago Midway

Thu 2/26

6:00 am-11:01 am

1 stop5h 01m

$234

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 2/9

11:14 am-7:58 pm

1 stop8h 44m

Chicago Midway

Sat 2/28

6:15 pm-10:19 am

1 stop16h 04m

$235

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

Baton RougeChicago

BTR - MDW

BTRMDW

Baton Rouge Ryan

Wed 2/4

6:18 am-11:59 am

1 stop5h 41m

Chicago Midway

Sat 2/7

6:25 am-12:48 pm

1 stop6h 23m

$249

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Thu 1/8

10:21 am-4:29 pm

1 stop6h 08m

Chicago Midway

Sat 1/10

5:31 pm-9:53 pm

1 stop4h 22m

$249

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Mississippi 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 day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Mississippi. The lowest ticket price found for a Wednesday departure recently was $261. 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 Mississippi because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $582.

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

Flying to Chicago Midway Airport from Mississippi in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $382 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $491. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You could potentially save up to 10% on your flight if you consider stops on a Mississippi to Chicago Midway Airport flight.

Cheap Mississippi to Chicago Midway Airport flight deals and tips

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

Fastest flight time

1h 35m

Direct flights

Every day
The fastest flight from Mississippi to Chicago Midway Airport takes 1h 35m
Direct flights go from Mississippi to Chicago Midway Airport every day.
Search flight deals

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

    Prices for flights from Mississippi to Chicago Midway Airport are updated daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Mississippi to Chicago Midway Airport.

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

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Mississippi to Chicago Midway Airport

Compare and see reviews for airlines that fly from Mississippi to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $196Free CancellationRating
7.9
7,998 reviews
Search Delta flights
SouthwestPriceFrom $234Free CancellationRating
8.0
4,254 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Mississippi 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 Mississippi to Chicago for you.

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

Yes. All flights to Chicago from Mississippi on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Mississippi to Chicago.

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

Yes. momondo can track prices for Mississippi to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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