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

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

How long does it take to fly to Chicago?

Average flight duration from Mississippi to Chicago depends on which airport you fly into and out of. Flying from Jackson to Chicago O'Hare Intl Airport is 4h 38m on average, while flying from Gulfport to Chicago O'Hare Intl Airport is 5h 17m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

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

128 flights are operational weekly from Mississippi to Chicago as of December 2025. The most popular departure day for this route is Tue, with 25% of flights per week taking off on this day.

What airlines fly to Chicago?

Delta, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Mississippi according to our data. Delta is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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?

There are 4 operators available for flights from Mississippi to Chicago as of December 2025.

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.

$74 Cheap Flights from Mississippi to Chicago in 2025/26

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Cheap round-trip flights

Enter your travel dates to find the best prices.

5:25 pm - 4:35 pm

MEM

ORD

23h 10m2 stops

5:32 pm - 7:28 pm

ORD

MEM

25h 56m1 stop

$160Multiple Airlines

Fri, Jan 23 - Wed, Jan 28

11:44 am - 7:41 pm

MEM

ORD

7h 57m1 stop

5:32 pm - 7:28 pm

ORD

MEM

25h 56m1 stop

$175Multiple Airlines

Fri, Jan 23 - Wed, Jan 28

11:44 am - 1:13 pm

MEM

ORD

25h 29m1 stop

5:40 am - 5:40 pm

ORD

MEM

12h 00m1 stop

$186Multiple Airlines

Mon, Jan 26 - Thu, Jan 29

11:44 am - 11:22 am

MEM

ORD

23h 38m2 stops

10:48 am - 10:49 am

ORD

MEM

24h 01m1 stop

$199Spirit Airlines

Tue, Jan 20 - Tue, Jan 27

7:05 am - 8:50 am

MEM

MDW

1h 45mnonstop

6:15 am - 2:05 pm

MDW

MEM

7h 50m1 stop

$200Southwest

Sat, Jan 17 - Sun, Jan 18

3:05 pm - 4:45 pm

MEM

MDW

1h 40mnonstop

1:20 pm - 8:50 pm

MDW

MEM

7h 30m1 stop

$201Southwest

Tue, Jan 20 - Tue, Jan 27

3:12 pm - 6:27 pm

MEM

ORD

27h 15m2 stops

5:40 am - 5:40 pm

ORD

MEM

12h 00m1 stop

$203Frontier

Mon, Jan 26 - Thu, Jan 29

11:44 am - 7:41 pm

MEM

ORD

7h 57m1 stop

5:32 pm - 10:49 am

ORD

MEM

17h 17m2 stops

$206Spirit Airlines

Sat, Jan 24 - Tue, Jan 27

6:00 am - 10:32 am

MOB

MDW

4h 32m1 stop

6:25 am - 11:45 am

MDW

MOB

5h 20m1 stop

$211Delta

Sat, Jan 17 - Sat, Jan 24

7:05 pm - 11:56 pm

MOB

ORD

4h 51m1 stop

5:30 am - 11:45 am

ORD

MOB

6h 15m1 stop

$211Delta

Wed, Jan 21 - Wed, Jan 28

American Airlines flights from Mississippi to Chicago

Our best American Airlines deals on Mississippi to Chicago flight tickets

American Airlines

Mar 10

MEM11:46 amMemphis

2h 03m

ORD1:49 pmChicago O'Hare Intl

Mar 13

ORD9:10 amChicago O'Hare Intl

2h 02m

MEM11:12 amMemphis

$217

Find similar

American Airlines

Jan 20

MEM10:48 amMemphis

1h 52m

ORD12:40 pmChicago O'Hare Intl

Jan 27

ORD1:15 pmChicago O'Hare Intl

5h 12m

1 stop

MEM6:27 pmMemphis

$220

Find similar

American Airlines

Jan 24

MEM11:51 amMemphis

5h 18m

1 stop

ORD5:09 pmChicago O'Hare Intl

Jan 27

ORD9:11 pmChicago O'Hare Intl

1h 56m

MEM11:07 pmMemphis

$222

Find similar

Delta flights from Mississippi to Chicago

Our best Delta deals on Mississippi to Chicago flight tickets

Delta

Jan 21

MOB7:05 pmMobile

4h 51m

1 stop

ORD11:56 pmChicago O'Hare Intl

Jan 28

ORD5:30 amChicago O'Hare Intl

6h 15m

1 stop

MOB11:45 amMobile

$211

Find similar

Delta

Mar 10

MEM6:07 amMemphis

5h 28m

1 stop

ORD11:35 amChicago O'Hare Intl

Mar 10

ORD3:59 pmChicago O'Hare Intl

4h 27m

1 stop

MEM8:26 pmMemphis

$213

Find similar

Delta

Jan 18

MOB6:00 amMobile

4h 07m

1 stop

ORD10:07 amChicago O'Hare Intl

Jan 25

ORD5:59 pmChicago O'Hare Intl

4h 44m

1 stop

MOB10:43 pmMobile

$240

Find similar

Fly from

Fly to

Route

Depart

Return

Price

MemphisChicago

MEM - ORD

MEMORD

Memphis

Fri 1/23

5:25 pm-4:35 pm

2 stops23h 10m

Chicago O'Hare Intl

Wed 1/28

5:32 pm-7:28 pm

1 stop25h 56m

$160

MemphisChicago

MEM - ORD

MEMORD

Memphis

Fri 1/23

11:44 am-7:41 pm

1 stop7h 57m

Chicago O'Hare Intl

Wed 1/28

5:32 pm-7:28 pm

1 stop25h 56m

$175

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 1/26

11:44 am-1:13 pm

1 stop25h 29m

Chicago O'Hare Intl

Thu 1/29

5:40 am-5:40 pm

1 stop12h 00m

$186

MemphisChicago

MEM - ORD

MEMORD

Memphis

Tue 1/20

11:44 am-11:22 am

2 stops23h 38m

Chicago O'Hare Intl

Tue 1/27

10:48 am-10:49 am

1 stop24h 01m

$199

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 1/17

7:05 am-8:50 am

Nonstop1h 45m

Chicago Midway

Sun 1/18

6:15 am-2:05 pm

1 stop7h 50m

$200

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 1/20

3:05 pm-4:45 pm

Nonstop1h 40m

Chicago Midway

Tue 1/27

1:20 pm-8:50 pm

1 stop7h 30m

$201

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 1/26

3:12 pm-6:27 pm

2 stops27h 15m

Chicago O'Hare Intl

Thu 1/29

5:40 am-5:40 pm

1 stop12h 00m

$203

MemphisChicago

MEM - ORD

MEMORD

Memphis

Sat 1/24

11:44 am-7:41 pm

1 stop7h 57m

Chicago O'Hare Intl

Tue 1/27

5:32 pm-10:49 am

2 stops17h 17m

$206

MobileChicago

MOB - MDW

MOBMDW

Mobile

Sat 1/17

6:00 am-10:32 am

1 stop4h 32m

Chicago Midway

Sat 1/24

6:25 am-11:45 am

1 stop5h 20m

$211

MobileChicago

MOB - ORD

MOBORD

Mobile

Wed 1/21

7:05 pm-11:56 pm

1 stop4h 51m

Chicago O'Hare Intl

Wed 1/28

5:30 am-11:45 am

1 stop6h 15m

$211

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Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 $342.

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

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $376. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Mississippi to Chicago for around $544.

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

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Mississippi to Chicago during this time can be as low as $362. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $597.

Can stopping save me money on Mississippi to Chicago flights?

You could potentially save up to 38% 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

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?
There are 4 operators available for flights from Mississippi to Chicago as of December 2025.
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
Delta	PriceFrom $196	Free Cancellation	Rating 7.9 8,014 reviews	Search Delta flights
Southwest	PriceFrom $234	Free Cancellation	Rating 8.0 4,253 reviews	Search Southwest flights
American Airlines	PriceFrom $248	Free Cancellation	Rating 7.2 11,054 reviews	Search American Airlines flights

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Schererville

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Crown Point

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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.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from Mississippi to Chicago from $74

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 1/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

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Find the cheapest flights from Mississippi to Chicago

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American Airlines flights from Mississippi to Chicago

Our best American Airlines deals on Mississippi to Chicago flight tickets

Delta flights from Mississippi to Chicago

Our best Delta deals on Mississippi to Chicago flight tickets

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Use the filters below to find and compare flights from Mississippi to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Mississippi to Chicago

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 $342.

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

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

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Mississippi to Chicago during this time can be as low as $362. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $597.

Can stopping save me money on Mississippi to Chicago flights?

You could potentially save up to 38% on your flight if you consider stops on a Mississippi to Chicago flight.

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

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

What airlines fly to Chicago?

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

128 flights are operational weekly from Mississippi to Chicago as of December 2025. The most popular departure day for this route is Tue, with 25% of flights per week taking off on this day.

How long does it take to fly to Chicago?

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

Direct flights

Airports in Chicago

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

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?

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

Best airlines flying from Mississippi to Chicago

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

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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