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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 6/17. 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
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
6:35 am - 2:10 pm
MEM
-
MDW
7h 35m
2 stops
Southwest Logo
10:15 am - 11:55 am
MDW
-
MEM
1h 40mnonstop
$254Southwest
Thu, Oct 1 - Mon, Oct 5
American Airlines Logo
10:33 am - 12:35 pm
MEM
-
ORD
2h 02mnonstop
American Airlines Logo
3:40 pm - 5:36 pm
ORD
-
MEM
1h 56mnonstop
$258American Airlines
Sat, Jul 18 - Wed, Jul 22
Southwest Logo
3:35 pm - 5:10 pm
MEM
-
MDW
1h 35mnonstop
Southwest Logo
1:00 pm - 2:40 pm
MDW
-
MEM
1h 40mnonstop
$258Southwest
Wed, Jul 15 - Sat, Jul 18
Delta Logo
11:46 am - 4:15 pm
MEM
-
MDW
4h 29m
1 stop
Delta Logo
6:05 am - 10:39 am
MDW
-
MEM
4h 34m
1 stop
$259Delta
Thu, Aug 27 - Sat, Aug 29
American Airlines Logo
6:00 am - 12:54 pm
MEM
-
ORD
6h 54m
1 stop
American Airlines Logo
2:57 pm - 8:17 pm
ORD
-
MEM
5h 20m
1 stop
$259American Airlines
Thu, Aug 27 - Sat, Aug 29
Delta Logo
4:15 pm - 9:45 pm
MOB
-
MDW
5h 30m
1 stop
Delta Logo
6:00 am - 11:33 am
MDW
-
MOB
5h 33m
1 stop
$261Delta
Sat, Oct 10 - Tue, Oct 13
Frontier Logo
11:51 am - 7:50 pm
MEM
-
ORD
7h 59m
1 stop
Frontier Logo
9:48 pm - 7:03 pm
ORD
-
MEM
21h 15m
1 stop
$261Frontier
Tue, Jun 16 - Thu, Jun 18
Frontier Logo
7:10 pm - 9:11 am
MEM
-
ORD
14h 01m
1 stop
Frontier Logo
9:57 pm - 7:06 pm
ORD
-
MEM
21h 09m
1 stop
$262Frontier
Sun, Aug 2 - Tue, Aug 4
United Airlines Logo
6:35 pm - 8:40 pm
MEM
-
ORD
2h 05mnonstop
United Airlines Logo
9:20 pm - 11:21 pm
ORD
-
MEM
2h 01mnonstop
$264United Airlines
Mon, Jun 22 - Wed, Jun 24
United Airlines Logo
6:09 pm - 12:45 am
BTR
-
ORD
6h 36m
1 stop
United Airlines Logo
5:30 am - 11:20 am
ORD
-
BTR
5h 50m
1 stop
$335United Airlines
Thu, Jul 9 - Sun, Jul 12

American Airlines flights from Mississippi to Chicago

Our best American Airlines deals on Mississippi to Chicago flight tickets
American Airlines
Jul 18
MEM2:42 pmMemphis
2h 02m
ORD4:44 pmChicago O'Hare Intl
Jul 22
ORD3:40 pmChicago O'Hare Intl
1h 56m
MEM5:36 pmMemphis
$258
American Airlines
Aug 27
MEM6:00 amMemphis
6h 54m
1 stop
ORD12:54 pmChicago O'Hare Intl
Aug 29
ORD2:57 pmChicago O'Hare Intl
5h 20m
1 stop
MEM8:17 pmMemphis
$259
American Airlines
Aug 12
MOB6:40 amMobile
5h 36m
1 stop
ORD12:16 pmChicago O'Hare Intl
Aug 15
ORD6:00 amChicago O'Hare Intl
5h 06m
1 stop
MOB11:06 amMobile
$261

Frontier flights from Mississippi to Chicago

Our best Frontier deals on Mississippi to Chicago flight tickets
Frontier
Jun 16
MEM11:51 amMemphis
7h 59m
1 stop
ORD7:50 pmChicago O'Hare Intl
Jun 18
ORD9:48 pmChicago O'Hare Intl
21h 15m
1 stop
MEM7:03 pmMemphis
$261
Frontier
Aug 2
MEM7:10 pmMemphis
14h 01m
1 stop
ORD9:11 amChicago O'Hare Intl
Aug 4
ORD9:57 pmChicago O'Hare Intl
21h 09m
1 stop
MEM7:06 pmMemphis
$262
Frontier
Jun 25
MEM11:51 amMemphis
10h 20m
1 stop
MDW10:11 pmChicago Midway
Jun 30
MDW6:00 amChicago Midway
4h 55m
1 stop
MEM10:55 amMemphis
$270

momondo Fare Finder

 
Customize your flight search to find flights from Mississippi to Chicago 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 May 25, 2026.
Use the filters below to find and compare flights from Mississippi to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 10/1

6:35 am-2:10 pm

2 stops7h 35m

Chicago Midway

Mon 10/5

10:15 am-11:55 am

Nonstop1h 40m

$254

MemphisChicago

MEM - ORD

MEMORD

Memphis

Sat 7/18

10:33 am-12:35 pm

Nonstop2h 02m

Chicago O'Hare Intl

Wed 7/22

3:40 pm-5:36 pm

Nonstop1h 56m

$258
Quickest round-trip

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 7/15

3:35 pm-5:10 pm

Nonstop1h 35m

Chicago Midway

Sat 7/18

1:00 pm-2:40 pm

Nonstop1h 40m

$258

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 8/27

11:46 am-4:15 pm

1 stop4h 29m

Chicago Midway

Sat 8/29

6:05 am-10:39 am

1 stop4h 34m

$259

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 8/27

6:00 am-12:54 pm

1 stop6h 54m

Chicago O'Hare Intl

Sat 8/29

2:57 pm-8:17 pm

1 stop5h 20m

$259

MobileChicago

MOB - MDW

MOBMDW

Mobile

Sat 10/10

4:15 pm-9:45 pm

1 stop5h 30m

Chicago Midway

Tue 10/13

6:00 am-11:33 am

1 stop5h 33m

$261

MemphisChicago

MEM - ORD

MEMORD

Memphis

Tue 6/16

11:51 am-7:50 pm

1 stop7h 59m

Chicago O'Hare Intl

Thu 6/18

9:48 pm-7:03 pm

1 stop21h 15m

$261

MemphisChicago

MEM - ORD

MEMORD

Memphis

Sun 8/2

7:10 pm-9:11 am

1 stop14h 01m

Chicago O'Hare Intl

Tue 8/4

9:57 pm-7:06 pm

1 stop21h 09m

$262

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 6/22

6:35 pm-8:40 pm

Nonstop2h 05m

Chicago O'Hare Intl

Wed 6/24

9:20 pm-11:21 pm

Nonstop2h 01m

$264

Baton RougeChicago

BTR - ORD

BTRORD

Baton Rouge Ryan

Thu 7/9

6:09 pm-12:45 am

1 stop6h 36m

Chicago O'Hare Intl

Sun 7/12

5:30 am-11:20 am

1 stop5h 50m

$335

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

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?

The month of September is, on average, the cheapest month to fly to Chicago from Mississippi, with most prices found around $191. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Mississippi to Chicago during August average around $196.

Cheap Mississippi to Chicago flight deals and tips

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

Fastest flight time

1h 35m

Direct flights

Every day

Airports in Chicago

3 airports
The fastest flight from Mississippi to Chicago takes 1h 35m
Direct flights go from Mississippi to Chicago every day.
There are 3 airports in Chicago. From Mississippi there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

Frequently asked questions about flying from Mississippi to Chicago

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

    Prices for flights from Mississippi to Chicago are refreshed on a daily basis.

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

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

    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.

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

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Mississippi to Chicago

Compare and see reviews for airlines that fly from Mississippi to Chicago with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $196Free CancellationRating
7.9
8,433 reviews
Search Delta flights
SouthwestPriceFrom $234Free CancellationRating
7.9
4,270 reviews
Search Southwest flights
American AirlinesPriceFrom $248Free CancellationRating
7.1
11,628 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Mississippi to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Mississippi to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Mississippi 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 Mississippi to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Mississippi and alert you when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport