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Cheap flights from Mississippi to Chicago from $136

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Mississippi to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:40 am - 4:00 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
8h 20m1 stop Charlotte Douglas
American Airlines Logo
5:00 am - 12:05 pmORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
7h 05m1 stop Charlotte Douglas
$271American Airlines
Wed, Dec 2 - Sat, Dec 5
American Airlines Logo
5:01 pm - 10:33 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
5h 32m1 stop Dallas/Fort Worth
American Airlines Logo
5:00 am - 11:45 amORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
6h 45m1 stop Dallas/Fort Worth
$271American Airlines
Sat, Nov 21 - Mon, Nov 23
Delta Logo
7:24 pm - 11:56 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
4h 32m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 10:29 amORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
4h 59m1 stop Atlanta Hartsfield-Jackson
$271Delta
Mon, Dec 7 - Thu, Dec 10
Delta Logo
3:48 pm - 10:54 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
7h 06m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 10:29 amMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 29m1 stop Atlanta Hartsfield-Jackson
$271Delta
Mon, Dec 7 - Thu, Dec 10
Delta Logo
3:48 pm - 10:54 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
7h 06m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:08 pm - 9:40 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 32m1 stop Atlanta Hartsfield-Jackson
$271Delta
Wed, Dec 2 - Sat, Dec 5
Southwest Logo
6:15 pm - 11:10 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 55m1 stop Houston Hobby
Southwest Logo
6:35 am - 7:10 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
12h 35m2 stops Lambert-St Louis Houston Hobby
$282Southwest
Wed, Dec 2 - Sat, Dec 5
Southwest Logo
8:15 pm - 1:00 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 45m1 stop Houston Hobby
Southwest Logo
12:45 pm - 5:35 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 50m1 stop Nashville Intl
$309Southwest
Mon, Dec 21 - Fri, Dec 25
American Airlines Logo
5:01 pm - 10:33 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
5h 32m1 stop Dallas/Fort Worth
American Airlines Logo
6:05 am - 11:45 amORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
5h 40m1 stop Dallas/Fort Worth
$309American Airlines
Sat, Nov 21 - Fri, Nov 27
United Airlines Logo
1:55 pm - 9:37 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
7h 42m1 stop Houston George Bush Intcntl
United Airlines Logo
12:40 pm - 7:34 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
6h 54m1 stop Houston George Bush Intcntl
$321United Airlines
Wed, Dec 2 - Wed, Dec 9
United Airlines Logo
11:58 am - 10:55 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
10h 57m1 stop Houston George Bush Intcntl
United Airlines Logo
9:45 pm - 1:20 pmORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
15h 35m2 stops Lambert-St Louis Houston George Bush Intcntl
$531United Airlines
Tue, Dec 8 - Fri, Dec 11

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American Airlines flights from Mississippi to Chicago

Our best American Airlines deals on Mississippi to Chicago flight tickets
American Airlines
Nov 21
JAN5:01 pmJackson-Evers Intl
5h 32m
1 stop
ORD10:33 pmChicago O'Hare Intl
Nov 23
ORD5:00 amChicago O'Hare Intl
6h 45m
1 stop
JAN11:45 amJackson-Evers Intl
$271
American Airlines
Nov 21
JAN5:01 pmJackson-Evers Intl
5h 32m
1 stop
ORD10:33 pmChicago O'Hare Intl
Nov 27
ORD6:05 amChicago O'Hare Intl
5h 40m
1 stop
JAN11:45 amJackson-Evers Intl
$309
American Airlines
Dec 1
GPT6:28 pmGulfport Biloxi Regional
5h 52m
1 stop
ORD12:20 amChicago O'Hare Intl
Dec 8
ORD8:10 amChicago O'Hare Intl
5h 07m
1 stop
GPT1:17 pmGulfport Biloxi Regional
$321

Delta flights from Mississippi to Chicago

Our best Delta deals on Mississippi to Chicago flight tickets
Delta
Dec 2
JAN3:48 pmJackson-Evers Intl
7h 06m
1 stop
MDW10:54 pmChicago Midway
Dec 5
MDW4:08 pmChicago Midway
5h 32m
1 stop
JAN9:40 pmJackson-Evers Intl
$271
Delta
Dec 2
JAN11:14 amJackson-Evers Intl
5h 02m
1 stop
MDW4:16 pmChicago Midway
Dec 4
MDW6:00 amChicago Midway
4h 29m
1 stop
JAN10:29 amJackson-Evers Intl
$309
Delta
Dec 1
GPT6:09 pmGulfport Biloxi Regional
4h 45m
1 stop
MDW10:54 pmChicago Midway
Dec 8
MDW6:00 amChicago Midway
7h 11m
1 stop
GPT1:11 pmGulfport Biloxi Regional
$321

momondo Fare Finder

 
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

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Wed 12/2

7:40 am-4:00 pm

1 stop8h 20m

Chicago O'Hare Intl

Sat 12/5

5:00 am-12:05 pm

1 stop7h 05m

$271

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Sat 11/21

5:01 pm-10:33 pm

1 stop5h 32m

Chicago O'Hare Intl

Mon 11/23

5:00 am-11:45 am

1 stop6h 45m

$271
Quickest round-trip

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Mon 12/7

7:24 pm-11:56 pm

1 stop4h 32m

Chicago O'Hare Intl

Thu 12/10

5:30 am-10:29 am

1 stop4h 59m

$271

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Mon 12/7

3:48 pm-10:54 pm

1 stop7h 06m

Chicago Midway

Thu 12/10

6:00 am-10:29 am

1 stop4h 29m

$271

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Wed 12/2

3:48 pm-10:54 pm

1 stop7h 06m

Chicago Midway

Sat 12/5

4:08 pm-9:40 pm

1 stop5h 32m

$271

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Wed 12/2

6:15 pm-11:10 pm

1 stop4h 55m

Chicago Midway

Sat 12/5

6:35 am-7:10 pm

2 stops12h 35m

$282

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Mon 12/21

8:15 pm-1:00 am

1 stop4h 45m

Chicago Midway

Fri 12/25

12:45 pm-5:35 pm

1 stop4h 50m

$309

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Sat 11/21

5:01 pm-10:33 pm

1 stop5h 32m

Chicago O'Hare Intl

Fri 11/27

6:05 am-11:45 am

1 stop5h 40m

$309

GulfportChicago

GPT Gulfport Biloxi Regional - ORD Chicago O'Hare Intl

GPTORD

Gulfport Biloxi Regional

Wed 12/2

1:55 pm-9:37 pm

1 stop7h 42m

Chicago O'Hare Intl

Wed 12/9

12:40 pm-7:34 pm

1 stop6h 54m

$321

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Tue 12/8

11:58 am-10:55 pm

1 stop10h 57m

Chicago O'Hare Intl

Fri 12/11

9:45 pm-1:20 pm

2 stops15h 35m

$531

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 January is, on average, the cheapest month to fly to Chicago from Mississippi, with most prices found around $358. If you’re not able to fly to Chicago in January, then November is your next best option. Flight prices from Mississippi to Chicago during November average around $366.

Can stopping save me money on Mississippi to Chicago flights?

You could potentially save up to 7% 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

Best Price Found

$136

Fastest flight time

1h 35m

Direct flights

None
The best one-way flight to Chicago from Mississippi in the past 72 hours is $136. The best round-trip flight deal from Mississippi to Chicago found on momondo in the last 72 hours is $271.
The fastest flight from Mississippi to Chicago takes 1h 35m
There are no direct flights from Mississippi to Chicago. There are no popular flight routes from Mississippi to Chicago.
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 $286Free CancellationRating
7.8
8,700 reviews
Search Delta flights
American AirlinesPriceFrom $296Free CancellationRating
7.0
12,224 reviews
Search American Airlines flights
SouthwestPriceFrom $308Free CancellationRating
8.0
4,218 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
Lansing
Saint Joseph
Benton Harbor
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?

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

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport