What is the cheapest airline that flies from Chicago to Mississippi?

Delta, Southwest, and United Airlines are the most popular carriers operating from Chicago to Mississippi

What airlines fly to Mississippi?

Delta, American Airlines and Southwest are the top three most popular airlines that fly to Mississippi from Chicago according to our data. Delta is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Mississippi. Keep in mind that there are 3 different airlines that fly to Mississippi on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Chicago to Mississippi were last updated today.

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

The number of operators available for flights from Chicago to Mississippi is 3 as of October 2026.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Mississippi.

What documentation or ID do you need to fly to Mississippi?

The travel and health documents required for your trip to Mississippi can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Mississippi. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$136 Cheap Flights from Chicago to Mississippi in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Mississippi

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:52 pm - 10:52 pmORD Chicago O'Hare Intl-JAN Jackson-Evers Intl

7h 00m1 stop Dallas/Fort Worth

9:23 am - 3:24 pmJAN Jackson-Evers Intl-ORD Chicago O'Hare Intl

6h 01m1 stop Dallas/Fort Worth

$271American Airlines

Wed, Nov 18 - Mon, Nov 23

5:30 am - 10:29 amORD Chicago O'Hare Intl-JAN Jackson-Evers Intl

4h 59m1 stop Atlanta Hartsfield-Jackson

5:11 pm - 11:56 pmJAN Jackson-Evers Intl-ORD Chicago O'Hare Intl

6h 45m1 stop Atlanta Hartsfield-Jackson

$271Delta

Mon, Dec 7 - Sat, Dec 12

6:00 am - 7:10 pmORD Chicago O'Hare Intl-GPT Gulfport Biloxi Regional

13h 10m2 stops Atlanta Hartsfield-Jackson Orlando

7:50 pm - 3:56 pmGPT Gulfport Biloxi Regional-ORD Chicago O'Hare Intl

20h 06m1 stop Orlando

$276Multiple Airlines

Thu, Feb 18 - Sun, Feb 21

5:30 am - 10:29 amORD Chicago O'Hare Intl-JAN Jackson-Evers Intl

4h 59m1 stop Atlanta Hartsfield-Jackson

5:11 pm - 11:56 pmJAN Jackson-Evers Intl-ORD Chicago O'Hare Intl

6h 45m1 stop Atlanta Hartsfield-Jackson

$291Delta

Tue, Dec 1 - Fri, Dec 4

5:30 am - 10:29 amORD Chicago O'Hare Intl-JAN Jackson-Evers Intl

4h 59m1 stop Atlanta Hartsfield-Jackson

11:14 am - 5:05 pmJAN Jackson-Evers Intl-ORD Chicago O'Hare Intl

5h 51m1 stop Atlanta Hartsfield-Jackson

$291Delta

Thu, Nov 19 - Fri, Nov 20

6:40 am - 12:30 pmMDW Chicago Midway-JAN Jackson-Evers Intl

5h 50m1 stop Houston Hobby

5:40 am - 3:45 pmJAN Jackson-Evers Intl-MDW Chicago Midway

10h 05m2 stops Houston Hobby Dallas Love Field

$296Southwest

Mon, Dec 7 - Fri, Dec 11

7:35 am - 5:35 pmMDW Chicago Midway-JAN Jackson-Evers Intl

10h 00m2 stops Lambert-St Louis Nashville Intl

5:40 am - 3:45 pmJAN Jackson-Evers Intl-MDW Chicago Midway

10h 05m2 stops Houston Hobby Dallas Love Field

$307Southwest

Mon, Dec 7 - Fri, Dec 11

5:19 am - 11:56 amORD Chicago O'Hare Intl-JAN Jackson-Evers Intl

6h 37m1 stop Charlotte Douglas

4:52 pm - 11:15 pmJAN Jackson-Evers Intl-ORD Chicago O'Hare Intl

6h 23m1 stop Dallas/Fort Worth

$309American Airlines

Wed, Nov 11 - Mon, Nov 16

5:01 am - 7:10 pmORD Chicago O'Hare Intl-GPT Gulfport Biloxi Regional

14h 09m1 stop Orlando

7:50 pm - 12:55 amGPT Gulfport Biloxi Regional-ORD Chicago O'Hare Intl

29h 05m1 stop Orlando

$310Multiple Airlines

Thu, Feb 18 - Sun, Feb 21

5:00 am - 11:22 amORD Chicago O'Hare Intl-GPT Gulfport Biloxi Regional

6h 22m1 stop Dallas/Fort Worth

6:35 am - 2:20 pmGPT Gulfport Biloxi Regional-ORD Chicago O'Hare Intl

7h 45m1 stop Charlotte Douglas

$321American Airlines

Tue, Jan 5 - Sat, Jan 9

Cheap last minute flights

Enter your travel dates to find the best prices.

2:22 pm - 7:34 pmORD Chicago O'Hare Intl-GPT Gulfport Biloxi Regional

5h 12m1 stop Houston George Bush Intcntl

4:55 pm - 11:26 pmGPT Gulfport Biloxi Regional-ORD Chicago O'Hare Intl

6h 31m1 stop Houston George Bush Intcntl

$445United Airlines

Thu, Nov 5 - Mon, Nov 9

4:19 pm - 9:37 pmMDW Chicago Midway-JAN Jackson-Evers Intl

5h 18m1 stop Atlanta Hartsfield-Jackson

5:20 am - 12:04 pmJAN Jackson-Evers Intl-MDW Chicago Midway

6h 44m1 stop Atlanta Hartsfield-Jackson

$474Delta

Tue, Nov 3 - Sun, Dec 13

8:05 am - 2:38 pmORD Chicago O'Hare Intl-JAN Jackson-Evers Intl

6h 33m1 stop Atlanta Hartsfield-Jackson

5:20 am - 12:24 pmJAN Jackson-Evers Intl-ORD Chicago O'Hare Intl

7h 04m1 stop Atlanta Hartsfield-Jackson

$474Delta

Tue, Nov 3 - Sun, Dec 13

10:55 am - 7:50 pmMDW Chicago Midway-JAN Jackson-Evers Intl

8h 55m2 stops Dallas Love Field Houston Hobby

8:15 pm - 1:10 amJAN Jackson-Evers Intl-MDW Chicago Midway

4h 55m1 stop Houston Hobby

$479Southwest

Tue, Nov 3 - Sun, Dec 13

12:40 pm - 7:34 pmORD Chicago O'Hare Intl-GPT Gulfport Biloxi Regional

6h 54m1 stop Houston George Bush Intcntl

4:55 pm - 12:45 amGPT Gulfport Biloxi Regional-ORD Chicago O'Hare Intl

7h 50m1 stop Houston George Bush Intcntl

$499United Airlines

Thu, Nov 5 - Fri, Nov 13

12:25 pm - 10:10 pmMDW Chicago Midway-JAN Jackson-Evers Intl

9h 45m1 stop Houston Hobby

11:05 am - 4:10 pmJAN Jackson-Evers Intl-MDW Chicago Midway

5h 05m1 stop Nashville Intl

$521Southwest

Thu, Nov 5 - Sat, Jan 23

9:29 am - 8:46 pmMDW Chicago Midway-GPT Gulfport Biloxi Regional

11h 17m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

6:26 am - 10:47 amGPT Gulfport Biloxi Regional-MDW Chicago Midway

4h 21m1 stop Atlanta Hartsfield-Jackson

$544Delta

Sat, Oct 31 - Sun, Nov 1

12:40 pm - 7:34 pmORD Chicago O'Hare Intl-GPT Gulfport Biloxi Regional

6h 54m1 stop Houston George Bush Intcntl

4:55 pm - 12:45 amGPT Gulfport Biloxi Regional-ORD Chicago O'Hare Intl

7h 50m1 stop Houston George Bush Intcntl

$549United Airlines

Thu, Nov 5 - Fri, Nov 13

11:47 am - 5:18 pmORD Chicago O'Hare Intl-JAN Jackson-Evers Intl

5h 31m1 stop Charlotte Douglas

5:30 am - 11:02 amJAN Jackson-Evers Intl-ORD Chicago O'Hare Intl

5h 32m1 stop Dallas/Fort Worth

$647American Airlines

Tue, Nov 3 - Wed, Nov 4

6:41 am - 2:20 pmORD Chicago O'Hare Intl-JAN Jackson-Evers Intl

7h 39m1 stop Charlotte Douglas

12:21 pm - 5:29 pmJAN Jackson-Evers Intl-ORD Chicago O'Hare Intl

5h 08m1 stop Charlotte Douglas

$661American Airlines

Thu, Nov 5 - Sat, Nov 7

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Southwest flights from Chicago to Mississippi

Our best Southwest deals on Chicago to Mississippi flight tickets

Southwest

Dec 7

MDW6:40 amChicago Midway

5h 50m

1 stop

JAN12:30 pmJackson-Evers Intl

Dec 11

JAN5:40 amJackson-Evers Intl

10h 05m

2 stops

MDW3:45 pmChicago Midway

$296

Southwest

Dec 7

MDW7:35 amChicago Midway

10h 00m

2 stops

JAN5:35 pmJackson-Evers Intl

Dec 11

JAN5:40 amJackson-Evers Intl

10h 05m

2 stops

MDW3:45 pmChicago Midway

$307

Southwest

Nov 18

MDW6:40 amChicago Midway

5h 50m

1 stop

JAN12:30 pmJackson-Evers Intl

Nov 23

JAN8:15 pmJackson-Evers Intl

4h 55m

1 stop

MDW1:10 amChicago Midway

$311

American Airlines flights from Chicago to Mississippi

Our best American Airlines deals on Chicago to Mississippi flight tickets

American Airlines

Nov 18

ORD3:52 pmChicago O'Hare Intl

7h 00m

1 stop

JAN10:52 pmJackson-Evers Intl

Nov 23

JAN9:23 amJackson-Evers Intl

6h 01m

1 stop

ORD3:24 pmChicago O'Hare Intl

$271

American Airlines

Nov 11

ORD5:19 amChicago O'Hare Intl

6h 37m

1 stop

JAN11:56 amJackson-Evers Intl

Nov 16

JAN4:52 pmJackson-Evers Intl

6h 23m

1 stop

ORD11:15 pmChicago O'Hare Intl

$309

American Airlines

Jan 5

ORD5:00 amChicago O'Hare Intl

6h 22m

1 stop

GPT11:22 amGulfport Biloxi Regional

Jan 9

GPT6:35 amGulfport Biloxi Regional

7h 45m

1 stop

ORD2:20 pmChicago O'Hare Intl

$321

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoJackson

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

ORDJAN

Chicago O'Hare Intl

Wed 11/18

3:52 pm-10:52 pm

1 stop7h 00m

Jackson-Evers Intl

Mon 11/23

9:23 am-3:24 pm

1 stop6h 01m

$271

ChicagoJackson

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

ORDJAN

Chicago O'Hare Intl

Mon 12/7

5:30 am-10:29 am

1 stop4h 59m

Jackson-Evers Intl

Sat 12/12

5:11 pm-11:56 pm

1 stop6h 45m

$271

ChicagoGulfport

ORD Chicago O'Hare Intl - GPT Gulfport Biloxi Regional

ORDGPT

Chicago O'Hare Intl

Thu 2/18

6:00 am-7:10 pm

2 stops13h 10m

Gulfport Biloxi Regional

Sun 2/21

7:50 pm-3:56 pm

1 stop20h 06m

$276

ChicagoJackson

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

ORDJAN

Chicago O'Hare Intl

Tue 12/1

5:30 am-10:29 am

1 stop4h 59m

Jackson-Evers Intl

Fri 12/4

5:11 pm-11:56 pm

1 stop6h 45m

$291

Quickest round-trip

ChicagoJackson

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

ORDJAN

Chicago O'Hare Intl

Thu 11/19

5:30 am-10:29 am

1 stop4h 59m

Jackson-Evers Intl

Fri 11/20

11:14 am-5:05 pm

1 stop5h 51m

$291

ChicagoJackson

MDW Chicago Midway - JAN Jackson-Evers Intl

MDWJAN

Chicago Midway

Mon 12/7

6:40 am-12:30 pm

1 stop5h 50m

Jackson-Evers Intl

Fri 12/11

5:40 am-3:45 pm

2 stops10h 05m

$296

ChicagoJackson

MDW Chicago Midway - JAN Jackson-Evers Intl

MDWJAN

Chicago Midway

Mon 12/7

7:35 am-5:35 pm

2 stops10h 00m

Jackson-Evers Intl

Fri 12/11

5:40 am-3:45 pm

2 stops10h 05m

$307

ChicagoJackson

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

ORDJAN

Chicago O'Hare Intl

Wed 11/11

5:19 am-11:56 am

1 stop6h 37m

Jackson-Evers Intl

Mon 11/16

4:52 pm-11:15 pm

1 stop6h 23m

$309

ChicagoGulfport

ORD Chicago O'Hare Intl - GPT Gulfport Biloxi Regional

ORDGPT

Chicago O'Hare Intl

Thu 2/18

5:01 am-7:10 pm

1 stop14h 09m

Gulfport Biloxi Regional

Sun 2/21

7:50 pm-12:55 am

1 stop29h 05m

$310

ChicagoGulfport

ORD Chicago O'Hare Intl - GPT Gulfport Biloxi Regional

ORDGPT

Chicago O'Hare Intl

Tue 1/5

5:00 am-11:22 am

1 stop6h 22m

Gulfport Biloxi Regional

Sat 1/9

6:35 am-2:20 pm

1 stop7h 45m

$321

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Mississippi

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

Prices

Airlines

What is the cheapest month to fly to Mississippi?

The month of August is, on average, the cheapest month to fly to Mississippi from Chicago, with most prices found around $306. If you don’t want to visit Mississippi in August, then you should wait until February to fly from Chicago, when ticket prices are also cheap, with an average price of $324.

Cheap Chicago to Mississippi flight deals and tips

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

Best Price Found	$136
Fastest flight time	1h 35m
Direct flights	None

The best one-way flight to Mississippi from Chicago in the past 72 hours is $136. The best round-trip flight deal from Chicago to Mississippi found on momondo in the last 72 hours is $271.

The fastest flight from Chicago to Mississippi takes 1h 35m

There are no direct flights from Chicago to Mississippi. There are no popular flight routes from Chicago to Mississippi.

Search flight deals

Frequently asked questions about flying from Chicago to Mississippi

When did momondo last update prices for flights from Chicago to Mississippi?
Prices for flights from Chicago to Mississippi were last updated today.
How many operators does momondo search for flights from Chicago to Mississippi?
The number of operators available for flights from Chicago to Mississippi is 3 as of October 2026.
How old do you have to be to fly from Chicago to Mississippi?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Mississippi.
What documentation or ID do you need to fly to Mississippi?
The travel and health documents required for your trip to Mississippi can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Mississippi. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Chicago to Mississippi

Compare and see reviews for airlines that fly from Chicago to Mississippi with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $268	Free Cancellation	Rating 7.8 8,690 reviews	Search Delta flights
American Airlines	PriceFrom $293	Free Cancellation	Rating 7.0 12,210 reviews	Search American Airlines flights
Southwest	PriceFrom $308	Free Cancellation	Rating 7.9 4,217 reviews	Search Southwest flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Mississippi from Chicago.

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

momondo does allow users to show only those flights to Mississippi from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

momondo helps you find the best flight between Chicago and Mississippi by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Chicago to Mississippi 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.