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

United Airlines, Delta, and Southwest 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 56% 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.

How many flights depart from Chicago to Mississippi on average per week?

235 flights are operational weekly from Chicago to Mississippi as of July 2026. The most popular departure day for this route is Tue, with 16% of flights per week taking off on this day.

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 4 as of July 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.

$79 Cheap Flights from Chicago to Mississippi in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Mississippi

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:45 pm - 10:25 pm

MDW

MEM

1h 40mnonstop

3:20 pm - 4:55 pm

MEM

MDW

1h 35mnonstop

$157Southwest

Thu, Aug 13 - Mon, Aug 17

8:47 am - 11:03 am

ORD

MEM

2h 16mnonstop

11:08 am - 1:15 pm

MEM

ORD

2h 07mnonstop

$157United Airlines

Sat, Sep 5 - Sun, Sep 6

1:28 pm - 3:17 pm

ORD

MEM

1h 49mnonstop

6:17 am - 8:30 am

MEM

ORD

2h 13mnonstop

$158American Airlines

Sat, Sep 5 - Sun, Sep 6

2:25 pm - 7:05 pm

MDW

MEM

4h 40m

1 stop

6:10 am - 7:45 am

MEM

MDW

1h 35mnonstop

$167Southwest

Sat, Sep 5 - Sun, Sep 6

5:25 am - 2:45 pm

MDW

MEM

9h 20m

2 stops

3:20 pm - 4:55 pm

MEM

MDW

1h 35mnonstop

$172Southwest

Thu, Aug 13 - Mon, Aug 17

6:05 am - 10:39 am

MDW

MEM

4h 34m

1 stop

3:50 pm - 10:36 pm

MEM

MDW

6h 46m

1 stop

$177Delta

Sat, Sep 5 - Sun, Sep 6

8:05 am - 12:43 pm

ORD

MEM

4h 38m

1 stop

3:50 pm - 8:55 pm

MEM

ORD

5h 05m

1 stop

$177Delta

Sat, Sep 5 - Sun, Sep 6

9:20 pm - 11:16 pm

ORD

MEM

1h 56mnonstop

5:44 pm - 8:08 pm

MEM

ORD

2h 24mnonstop

$201American Airlines

Thu, Sep 3 - Sun, Sep 6

5:13 pm - 6:45 pm

ORD

GPT

25h 32m

1 stop

5:31 pm - 12:50 pm

GPT

ORD

19h 19m

2 stops

$303Multiple Airlines

Wed, Aug 12 - Mon, Aug 17

5:13 pm - 6:45 pm

ORD

GPT

25h 32m

1 stop

7:25 pm - 9:11 am

GPT

ORD

13h 46m

1 stop

$304Multiple Airlines

Wed, Aug 12 - Sun, Aug 16

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American Airlines flights from Chicago to Mississippi

Our best American Airlines deals on Chicago to Mississippi flight tickets

American Airlines

Sep 5

ORD1:28 pmChicago O'Hare Intl

1h 49m

MEM3:17 pmMemphis

Sep 6

MEM6:17 amMemphis

2h 13m

ORD8:30 amChicago O'Hare Intl

$158

American Airlines

Sep 3

ORD9:20 pmChicago O'Hare Intl

1h 56m

MEM11:16 pmMemphis

Sep 6

MEM5:44 pmMemphis

2h 24m

ORD8:08 pmChicago O'Hare Intl

$201

American Airlines

Sep 5

ORD3:54 pmChicago O'Hare Intl

6h 56m

1 stop

MEM10:50 pmMemphis

Sep 6

MEM5:44 pmMemphis

2h 24m

ORD8:08 pmChicago O'Hare Intl

$211

Delta flights from Chicago to Mississippi

Our best Delta deals on Chicago to Mississippi flight tickets

Delta

Sep 5

ORD8:05 amChicago O'Hare Intl

4h 38m

1 stop

MEM12:43 pmMemphis

Sep 6

MEM3:50 pmMemphis

5h 05m

1 stop

ORD8:55 pmChicago O'Hare Intl

$177

Delta

Aug 13

ORD5:30 amChicago O'Hare Intl

5h 09m

1 stop

MEM10:39 amMemphis

Aug 17

MEM7:26 pmMemphis

4h 31m

1 stop

ORD11:57 pmChicago O'Hare Intl

$187

Delta

Sep 11

ORD10:44 amChicago O'Hare Intl

5h 00m

1 stop

MEM3:44 pmMemphis

Sep 19

MEM4:49 pmMemphis

7h 10m

1 stop

ORD11:59 pmChicago O'Hare Intl

$221

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 8/13

8:45 pm-10:25 pm

Nonstop1h 40m

Memphis

Mon 8/17

3:20 pm-4:55 pm

Nonstop1h 35m

$157

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Sat 9/5

8:47 am-11:03 am

Nonstop2h 16m

Memphis

Sun 9/6

11:08 am-1:15 pm

Nonstop2h 07m

$157

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Sat 9/5

1:28 pm-3:17 pm

Nonstop1h 49m

Memphis

Sun 9/6

6:17 am-8:30 am

Nonstop2h 13m

$158

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Sat 9/5

2:25 pm-7:05 pm

1 stop4h 40m

Memphis

Sun 9/6

6:10 am-7:45 am

Nonstop1h 35m

$167

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 8/13

5:25 am-2:45 pm

2 stops9h 20m

Memphis

Mon 8/17

3:20 pm-4:55 pm

Nonstop1h 35m

$172

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Sat 9/5

6:05 am-10:39 am

1 stop4h 34m

Memphis

Sun 9/6

3:50 pm-10:36 pm

1 stop6h 46m

$177

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Sat 9/5

8:05 am-12:43 pm

1 stop4h 38m

Memphis

Sun 9/6

3:50 pm-8:55 pm

1 stop5h 05m

$177

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Thu 9/3

9:20 pm-11:16 pm

Nonstop1h 56m

Memphis

Sun 9/6

5:44 pm-8:08 pm

Nonstop2h 24m

$201

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 8/12

5:13 pm-6:45 pm

1 stop25h 32m

Gulfport Biloxi Regional

Mon 8/17

5:31 pm-12:50 pm

2 stops19h 19m

$303

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 8/12

5:13 pm-6:45 pm

1 stop25h 32m

Gulfport Biloxi Regional

Sun 8/16

7:25 pm-9:11 am

1 stop13h 46m

$304

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

Other information

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.

Can stopping save me money on Chicago to Mississippi flights?

You could potentially save up to 49% on your flight if you consider stops on a Chicago to Mississippi flight.

Cheap Chicago to Mississippi flight deals and tips

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

Fastest flight time	1h 35m
Direct flights	Every day
Airports in Mississippi	35 airports

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

Direct flights go from Chicago to Mississippi every day.

There are 35 airports in Mississippi. From Chicago there are direct flights to Memphis (MEM).

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 4 as of July 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
American Airlines	PriceFrom $236	Free Cancellation	Rating 7.1 11,836 reviews	Search American Airlines flights
Delta	PriceFrom $268	Free Cancellation	Rating 7.8 8,472 reviews	Search Delta flights
Southwest	PriceFrom $352	Free Cancellation	Rating 8.0 4,239 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.