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

214 flights are operational weekly from Chicago to Mississippi as of September 2025. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.

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

Frontier, Spirit Airlines, 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 41% of people opting to fly with this airline when traveling to Mississippi. Keep in mind that there are 4 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 4 as of September 2025.

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.

$90 Cheap Flights from Chicago to Mississippi in 2025/26

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Find the cheapest flights from Chicago to Mississippi

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

12:11 pm - 7:27 pmMDW-MEM

7h 16m1 stop

8:10 pm - 11:16 amMEM-MDW

15h 06m1 stop

$189Frontier

Find Deal

Fri, Oct 24 - Sun, Oct 26

5:35 am - 5:48 pmORD-MEM

12h 13m1 stop

6:22 pm - 1:47 pmMEM-ORD

19h 25m2 stops

$193Frontier

Find Deal

Thu, Oct 2 - Mon, Oct 6

6:10 am - 5:27 pmORD-MEM

11h 17m1 stop

7:00 am - 9:33 pmMEM-ORD

14h 33m1 stop

$196Multiple Airlines

Find Deal

Mon, Oct 6 - Wed, Oct 15

7:45 am - 9:20 amMDW-MEM

1h 35mnonstop

7:00 am - 8:40 amMEM-MDW

1h 40mnonstop

$197Southwest

Find Deal

Wed, Oct 15 - Wed, Oct 22

6:10 am - 5:27 pmORD-MEM

11h 17m1 stop

7:00 am - 5:53 pmMEM-ORD

10h 53m1 stop

$203Multiple Airlines

Find Deal

Mon, Oct 6 - Tue, Oct 14

10:05 pm - 11:59 pmORD-MEM

1h 54mnonstop

5:27 pm - 7:32 pmMEM-ORD

2h 05mnonstop

$207American Airlines

Find Deal

Tue, Oct 7 - Sat, Oct 11

8:40 pm - 10:15 pmMDW-MEM

1h 35mnonstop

2:45 pm - 7:40 pmMEM-MDW

4h 55m1 stop

$207Southwest

Find Deal

Wed, Oct 15 - Wed, Oct 22

10:05 pm - 11:59 pmORD-MEM

1h 54mnonstop

10:19 am - 12:16 pmMEM-ORD

1h 57mnonstop

$208American Airlines

Find Deal

Mon, Oct 20 - Tue, Oct 28

6:45 am - 12:32 pmORD-MOB

5h 47m1 stop

6:59 pm - 11:58 pmMOB-ORD

4h 59m1 stop

$211Delta

Find Deal

Sat, Oct 18 - Tue, Oct 21

5:20 am - 9:28 amORD-MEM

4h 08m1 stop

12:37 pm - 6:49 pmMEM-ORD

6h 12m1 stop

$217Delta

Find Deal

Tue, Oct 7 - Tue, Oct 14

American Airlines flights from Chicago to Mississippi

Our best American Airlines deals on Chicago to Mississippi flight tickets

American Airlines

Oct 7

ORD10:05 pmChicago O'Hare Intl

1h 54m

MEM11:59 pmMemphis

Oct 11

MEM5:27 pmMemphis

2h 05m

ORD7:32 pmChicago O'Hare Intl

$207

Find similar

American Airlines

Oct 20

ORD10:05 pmChicago O'Hare Intl

1h 54m

MEM11:59 pmMemphis

Oct 28

MEM10:19 amMemphis

1h 57m

ORD12:16 pmChicago O'Hare Intl

$208

Find similar

American Airlines

Oct 7

ORD8:02 amChicago O'Hare Intl

1h 47m

MEM9:49 amMemphis

Oct 11

MEM6:56 pmMemphis

4h 57m

1 stop

ORD11:53 pmChicago O'Hare Intl

$224

Find similar

Southwest flights from Chicago to Mississippi

Our best Southwest deals on Chicago to Mississippi flight tickets

Southwest

Oct 15

MDW7:45 amChicago Midway

1h 35m

MEM9:20 amMemphis

Oct 22

MEM7:00 amMemphis

1h 40m

MDW8:40 amChicago Midway

$197

Find similar

Southwest

Oct 15

MDW8:40 pmChicago Midway

1h 35m

MEM10:15 pmMemphis

Oct 22

MEM2:45 pmMemphis

4h 55m

1 stop

MDW7:40 pmChicago Midway

$207

Find similar

Southwest

Oct 15

MDW7:45 amChicago Midway

1h 35m

MEM9:20 amMemphis

Oct 22

MEM5:40 amMemphis

8h 45m

2 stops

MDW2:25 pmChicago Midway

$212

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Fri 10/24

12:11 pm-7:27 pm

1 stop7h 16m

Memphis

Sun 10/26

8:10 pm-11:16 am

1 stop15h 06m

$189

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Thu 10/2

5:35 am-5:48 pm

1 stop12h 13m

Memphis

Mon 10/6

6:22 pm-1:47 pm

2 stops19h 25m

$193

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Mon 10/6

6:10 am-5:27 pm

1 stop11h 17m

Memphis

Wed 10/15

7:00 am-9:33 pm

1 stop14h 33m

$196

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Wed 10/15

7:45 am-9:20 am

Nonstop1h 35m

Memphis

Wed 10/22

7:00 am-8:40 am

Nonstop1h 40m

$197

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Mon 10/6

6:10 am-5:27 pm

1 stop11h 17m

Memphis

Tue 10/14

7:00 am-5:53 pm

1 stop10h 53m

$203

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Tue 10/7

10:05 pm-11:59 pm

Nonstop1h 54m

Memphis

Sat 10/11

5:27 pm-7:32 pm

Nonstop2h 05m

$207

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Wed 10/15

8:40 pm-10:15 pm

Nonstop1h 35m

Memphis

Wed 10/22

2:45 pm-7:40 pm

1 stop4h 55m

$207

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Mon 10/20

10:05 pm-11:59 pm

Nonstop1h 54m

Memphis

Tue 10/28

10:19 am-12:16 pm

Nonstop1h 57m

$208

ChicagoMobile

ORD - MOB

ORDMOB

Chicago O'Hare Intl

Sat 10/18

6:45 am-12:32 pm

1 stop5h 47m

Mobile

Tue 10/21

6:59 pm-11:58 pm

1 stop4h 59m

$211

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Tue 10/7

5:20 am-9:28 am

1 stop4h 08m

Memphis

Tue 10/14

12:37 pm-6:49 pm

1 stop6h 12m

$217

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 October is, on average, the cheapest month to fly to Mississippi from Chicago, with most prices found around $286. If you don’t want to visit Mississippi in October, then you should wait until June to fly from Chicago, when ticket prices are also cheap, with an average price of $323.

What is the cheapest day to depart on your flight to Mississippi?

The cheapest day to depart from Chicago to Mississippi is on a Wednesday. Travelers who choose to depart for Mississippi on a Wednesday will often find tickets for as low as $315. Flights from Chicago to Mississippi on a Sunday will generally be more expensive and average around $530. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Mississippi?

According to our data, the cheapest time of day to fly to Mississippi is in the afternoon. momondo users have found flights departing from Chicago to Mississippi in the afternoon for as low as $372. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. At noon is when there is more demand to fly to Mississippi, so prices are often more expensive at around $410 per ticket.

Can stopping save me money on Chicago to Mississippi flights?

You could potentially save up to 45% 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	1 airport

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

Direct flights go from Chicago to Mississippi every day.

There is 1 airport near Mississippi: Memphis (MEM)

Search flight deals

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 September 2025.
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 $248	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $248	Free Cancellation	Rating 7.9 7,957 reviews	Search Delta flights
Southwest	PriceFrom $316	Free Cancellation	Rating 8.0 4,242 reviews	Search Southwest flights
United Airlines	PriceFrom $356	Free Cancellation	Rating 7.4 8,924 reviews	Search United Airlines 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.