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Cheap flights from Mississippi to Chicago from $70

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 5/7. 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.
Frontier Logo
11:59 am - 10:02 pm
MEM
-
MDW
10h 03m
1 stop
Frontier Logo
6:00 am - 10:55 am
MDW
-
MEM
4h 55m
1 stop
$185Frontier
Sun, Jun 7 - Tue, Jun 16
Southwest Logo
12:20 pm - 8:10 pm
MEM
-
MDW
7h 50m
2 stops
Southwest Logo
10:25 am - 5:35 pm
MDW
-
MEM
7h 10m
2 stops
$187Southwest
Tue, May 5 - Tue, May 12
Multiple Airlines Logo
6:39 pm - 10:23 am
MEM
-
ORD
15h 44m
2 stops
Multiple Airlines Logo
1:27 pm - 5:49 pm
ORD
-
MEM
28h 22m
1 stop
$188Multiple Airlines
Mon, Apr 27 - Thu, Apr 30
United Airlines Logo
7:15 am - 9:20 am
MEM
-
ORD
2h 05mnonstop
United Airlines Logo
7:58 pm - 9:59 pm
ORD
-
MEM
2h 01mnonstop
$192United Airlines
Tue, May 26 - Tue, May 26
Multiple Airlines Logo
5:04 pm - 12:25 pm
MEM
-
ORD
19h 21m
1 stop
Multiple Airlines Logo
7:52 am - 7:45 am
ORD
-
MEM
23h 53m
1 stop
$194Multiple Airlines
Mon, Jun 8 - Wed, Jun 10
Delta Logo
1:25 pm - 6:35 pm
MEM
-
ORD
5h 10m
1 stop
Delta Logo
6:24 am - 11:31 am
ORD
-
MEM
5h 07m
1 stop
$197Delta
Tue, May 5 - Tue, May 12
Delta Logo
12:17 pm - 4:26 pm
MEM
-
MDW
4h 09m
1 stop
Delta Logo
6:23 am - 11:39 am
MDW
-
MEM
5h 16m
1 stop
$197Delta
Tue, May 5 - Tue, May 12
American Airlines Logo
8:04 pm - 10:14 pm
MEM
-
ORD
2h 10mnonstop
American Airlines Logo
11:49 am - 1:44 pm
ORD
-
MEM
1h 55mnonstop
$198American Airlines
Sat, Jun 6 - Wed, Jun 10
American Airlines Logo
5:17 pm - 11:37 pm
MEM
-
ORD
6h 20m
1 stop
American Airlines Logo
11:49 am - 1:44 pm
ORD
-
MEM
1h 55mnonstop
$208American Airlines
Sat, Jun 6 - Tue, Jun 9
United Airlines Logo
6:08 pm - 11:15 pm
BTR
-
ORD
5h 07m
1 stop
United Airlines Logo
5:15 pm - 10:45 pm
ORD
-
BTR
5h 30m
1 stop
$339United Airlines
Sat, Apr 25 - Wed, Apr 29

American Airlines flights from Mississippi to Chicago

Our best American Airlines deals on Mississippi to Chicago flight tickets
American Airlines
Jun 6
MEM8:04 pmMemphis
2h 10m
ORD10:14 pmChicago O'Hare Intl
Jun 10
ORD11:49 amChicago O'Hare Intl
1h 55m
MEM1:44 pmMemphis
$198
American Airlines
Jun 6
MEM5:17 pmMemphis
6h 20m
1 stop
ORD11:37 pmChicago O'Hare Intl
Jun 9
ORD11:49 amChicago O'Hare Intl
1h 55m
MEM1:44 pmMemphis
$208
American Airlines
Jun 2
MEM5:48 pmMemphis
2h 19m
ORD8:07 pmChicago O'Hare Intl
Jun 4
ORD11:49 amChicago O'Hare Intl
1h 55m
MEM1:44 pmMemphis
$217

Southwest flights from Mississippi to Chicago

Our best Southwest deals on Mississippi to Chicago flight tickets
Southwest
May 5
MEM6:00 amMemphis
9h 00m
2 stops
ORD3:00 pmChicago O'Hare Intl
Jun 2
ORD11:55 amChicago O'Hare Intl
8h 45m
2 stops
MEM8:40 pmMemphis
$187
Southwest
May 19
MEM5:15 amMemphis
1h 35m
MDW6:50 amChicago Midway
May 21
MDW10:00 amChicago Midway
1h 40m
MEM11:40 amMemphis
$198
Southwest
May 19
MEM5:15 amMemphis
1h 35m
MDW6:50 amChicago Midway
May 21
MDW6:15 pmChicago Midway
4h 45m
1 stop
MEM11:00 pmMemphis
$208

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 April 11, 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

Sun 6/7

11:59 am-10:02 pm

1 stop10h 03m

Chicago Midway

Tue 6/16

6:00 am-10:55 am

1 stop4h 55m

$185

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 5/5

12:20 pm-8:10 pm

2 stops7h 50m

Chicago Midway

Tue 5/12

10:25 am-5:35 pm

2 stops7h 10m

$187

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 4/27

6:39 pm-10:23 am

2 stops15h 44m

Chicago O'Hare Intl

Thu 4/30

1:27 pm-5:49 pm

1 stop28h 22m

$188

MemphisChicago

MEM - ORD

MEMORD

Memphis

Tue 5/26

7:15 am-9:20 am

Nonstop2h 05m

Chicago O'Hare Intl

Tue 5/26

7:58 pm-9:59 pm

Nonstop2h 01m

$192

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 6/8

5:04 pm-12:25 pm

1 stop19h 21m

Chicago O'Hare Intl

Wed 6/10

7:52 am-7:45 am

1 stop23h 53m

$194

MemphisChicago

MEM - ORD

MEMORD

Memphis

Tue 5/5

1:25 pm-6:35 pm

1 stop5h 10m

Chicago O'Hare Intl

Tue 5/12

6:24 am-11:31 am

1 stop5h 07m

$197

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 5/5

12:17 pm-4:26 pm

1 stop4h 09m

Chicago Midway

Tue 5/12

6:23 am-11:39 am

1 stop5h 16m

$197
Quickest round-trip

MemphisChicago

MEM - ORD

MEMORD

Memphis

Sat 6/6

8:04 pm-10:14 pm

Nonstop2h 10m

Chicago O'Hare Intl

Wed 6/10

11:49 am-1:44 pm

Nonstop1h 55m

$198

MemphisChicago

MEM - ORD

MEMORD

Memphis

Sat 6/6

5:17 pm-11:37 pm

1 stop6h 20m

Chicago O'Hare Intl

Tue 6/9

11:49 am-1:44 pm

Nonstop1h 55m

$208

Baton RougeChicago

BTR - ORD

BTRORD

Baton Rouge Ryan

Sat 4/25

6:08 pm-11:15 pm

1 stop5h 07m

Chicago O'Hare Intl

Wed 4/29

5:15 pm-10:45 pm

1 stop5h 30m

$339

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 $301. 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 $323.

Can stopping save me money on Mississippi to Chicago flights?

You could potentially save up to 4% on your flight if you consider stops on a Mississippi to Chicago flight.

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
8,408 reviews
Search Delta flights
SouthwestPriceFrom $234Free CancellationRating
8.0
4,335 reviews
Search Southwest flights
American AirlinesPriceFrom $248Free CancellationRating
7.1
11,572 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
Schererville
Munster
Crown Point
Chesterton
Monticello
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