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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 9/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Mississippi to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:10 am - 6:45 am
MEM
-
MDW
1h 35mnonstop
Southwest Logo
11:00 am - 12:35 pm
MDW
-
MEM
1h 35mnonstop
$157Southwest
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
12:40 pm - 2:15 pm
MEM
-
MDW
1h 35mnonstop
Southwest Logo
8:45 pm - 10:30 pm
MDW
-
MEM
1h 45mnonstop
$157Southwest
Sat, Sep 5 - Fri, Sep 11
Southwest Logo
3:45 pm - 9:40 pm
MEM
-
MDW
5h 55m
1 stop
Southwest Logo
10:20 pm - 11:55 pm
MDW
-
MEM
1h 35mnonstop
$167Southwest
Sat, Oct 3 - Mon, Oct 5
Southwest Logo
5:15 am - 6:50 am
MEM
-
MDW
1h 35mnonstop
Southwest Logo
5:30 pm - 10:00 pm
MDW
-
MEM
4h 30m
1 stop
$167Southwest
Thu, Aug 27 - Thu, Sep 3
Southwest Logo
5:10 am - 6:45 am
MEM
-
MDW
1h 35mnonstop
Southwest Logo
2:15 pm - 9:35 pm
MDW
-
MEM
7h 20m
1 stop
$167Southwest
Sat, Aug 29 - Tue, Sep 1
Southwest Logo
5:15 am - 6:50 am
MEM
-
MDW
1h 35mnonstop
Southwest Logo
5:55 am - 9:00 am
MDW
-
MEM
3h 05m
1 stop
$167Southwest
Mon, Sep 7 - Mon, Sep 14
Southwest Logo
1:40 pm - 7:20 pm
MEM
-
MDW
5h 40m
1 stop
Southwest Logo
11:00 am - 12:35 pm
MDW
-
MEM
1h 35mnonstop
$167Southwest
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
12:40 pm - 2:15 pm
MEM
-
MDW
1h 35mnonstop
Southwest Logo
5:55 am - 9:00 am
MDW
-
MEM
3h 05m
1 stop
$167Southwest
Sat, Sep 5 - Fri, Sep 11
Delta Logo
11:46 am - 3:44 pm
MEM
-
MDW
3h 58m
1 stop
Delta Logo
6:05 am - 10:47 am
MDW
-
MEM
4h 42m
1 stop
$177Delta
Tue, Sep 1 - Thu, Sep 10
Delta Logo
11:46 am - 3:44 pm
MEM
-
MDW
3h 58m
1 stop
Delta Logo
11:35 am - 5:04 pm
MDW
-
MEM
5h 29m
1 stop
$177Delta
Tue, Sep 1 - Wed, Sep 9

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Southwest flights from Mississippi to Chicago Midway Airport

Our best Southwest deals on Mississippi to Chicago Midway Airport flight tickets
Southwest
Sep 5
MEM5:10 amMemphis
1h 35m
MDW6:45 amChicago Midway
Sep 6
MDW11:00 amChicago Midway
1h 35m
MEM12:35 pmMemphis
$157
Southwest
Sep 5
MEM1:40 pmMemphis
5h 40m
1 stop
MDW7:20 pmChicago Midway
Sep 6
MDW11:00 amChicago Midway
1h 35m
MEM12:35 pmMemphis
$167
Southwest
Sep 5
MEM9:30 amMemphis
7h 35m
2 stops
MDW5:05 pmChicago Midway
Sep 6
MDW8:35 pmChicago Midway
1h 40m
MEM10:15 pmMemphis
$172

Delta flights from Mississippi to Chicago Midway Airport

Our best Delta deals on Mississippi to Chicago Midway Airport flight tickets
Delta
Sep 5
MEM11:45 amMemphis
3h 59m
1 stop
MDW3:44 pmChicago Midway
Sep 9
MDW11:35 amChicago Midway
5h 29m
1 stop
MEM5:04 pmMemphis
$177
Delta
Aug 20
MEM6:30 amMemphis
6h 09m
1 stop
MDW12:39 pmChicago Midway
Aug 25
MDW5:10 pmChicago Midway
6h 14m
1 stop
MEM11:24 pmMemphis
$248
Delta
Sep 5
MEM11:45 amMemphis
3h 59m
1 stop
MDW3:44 pmChicago Midway
Sep 6
MDW6:05 amChicago Midway
4h 34m
1 stop
MEM10:39 amMemphis
$249

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 August 4, 2026.
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

Cheapest round-trip
Quickest round-trip

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 9/5

5:10 am-6:45 am

Nonstop1h 35m

Chicago Midway

Sun 9/6

11:00 am-12:35 pm

Nonstop1h 35m

$157

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 9/5

12:40 pm-2:15 pm

Nonstop1h 35m

Chicago Midway

Fri 9/11

8:45 pm-10:30 pm

Nonstop1h 45m

$157

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 10/3

3:45 pm-9:40 pm

1 stop5h 55m

Chicago Midway

Mon 10/5

10:20 pm-11:55 pm

Nonstop1h 35m

$167

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 8/27

5:15 am-6:50 am

Nonstop1h 35m

Chicago Midway

Thu 9/3

5:30 pm-10:00 pm

1 stop4h 30m

$167

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 8/29

5:10 am-6:45 am

Nonstop1h 35m

Chicago Midway

Tue 9/1

2:15 pm-9:35 pm

1 stop7h 20m

$167

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 9/7

5:15 am-6:50 am

Nonstop1h 35m

Chicago Midway

Mon 9/14

5:55 am-9:00 am

1 stop3h 05m

$167

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 9/5

1:40 pm-7:20 pm

1 stop5h 40m

Chicago Midway

Sun 9/6

11:00 am-12:35 pm

Nonstop1h 35m

$167

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 9/5

12:40 pm-2:15 pm

Nonstop1h 35m

Chicago Midway

Fri 9/11

5:55 am-9:00 am

1 stop3h 05m

$167

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 9/1

11:46 am-3:44 pm

1 stop3h 58m

Chicago Midway

Thu 9/10

6:05 am-10:47 am

1 stop4h 42m

$177

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 9/1

11:46 am-3:44 pm

1 stop3h 58m

Chicago Midway

Wed 9/9

11:35 am-5:04 pm

1 stop5h 29m

$177

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 month to fly to Chicago Midway Airport?

The month of February is, on average, the cheapest month to fly to Chicago Midway Airport from Mississippi, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Mississippi during the month January is also very affordable. Most momondo users find prices during this month for around $0.

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

Frequently asked questions about flying from Mississippi to Chicago Midway Airport

  • 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
SouthwestPriceFrom $371Free CancellationRating
8.0
4,221 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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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