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

222 flights are operational weekly from Mississippi to Chicago as of September 2026. The most popular departure day for this route is Mon, with 18% of flights per week taking off on this day.

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 5h 05m on average, while flying from Gulfport to Chicago O'Hare Intl Airport is 5h 38m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

What airlines fly to Chicago?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Chicago from Mississippi according to our data. American Airlines is the first choice among our users, with 43% 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.

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

Delta, Southwest, and United Airlines are the most popular carriers operating 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?

There are 4 operators available for flights from Mississippi to Chicago as of September 2026.

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.

$92 Cheap Flights from Mississippi to Chicago in 2026/27

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Find the cheapest flights from Mississippi to Chicago

Round-trip

One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:11 pm - 3:30 pmMEM Memphis-ORD Chicago O'Hare Intl

21h 19m1 stop Fort Lauderdale

8:00 am - 7:04 pmORD Chicago O'Hare Intl-MEM Memphis

11h 04m1 stop Fort Lauderdale

$206Multiple Airlines

Tue, Oct 13 - Thu, Nov 12

5:10 am - 6:45 amMEM Memphis-MDW Chicago Midway

1h 35mnonstop

8:40 pm - 10:20 pmMDW Chicago Midway-MEM Memphis

1h 40mnonstop

$219Southwest

Tue, Oct 13 - Tue, Oct 20

10:38 am - 12:41 pmMEM Memphis-ORD Chicago O'Hare Intl

2h 03mnonstop

11:55 am - 1:47 pmORD Chicago O'Hare Intl-MEM Memphis

1h 52mnonstop

$219American Airlines

Tue, Oct 27 - Tue, Nov 3

10:38 am - 12:41 pmMEM Memphis-ORD Chicago O'Hare Intl

2h 03mnonstop

8:10 am - 10:08 amORD Chicago O'Hare Intl-MEM Memphis

1h 58mnonstop

$219American Airlines

Tue, Oct 20 - Wed, Oct 28

5:10 am - 6:45 amMEM Memphis-MDW Chicago Midway

1h 35mnonstop

8:40 pm - 10:20 pmMDW Chicago Midway-MEM Memphis

1h 40mnonstop

$221Southwest

Wed, Oct 14 - Tue, Oct 20

3:15 pm - 4:50 pmMEM Memphis-MDW Chicago Midway

1h 35mnonstop

10:10 am - 11:45 amMDW Chicago Midway-MEM Memphis

1h 35mnonstop

$221Southwest

Wed, Oct 14 - Wed, Oct 21

6:08 pm - 11:57 pmMEM Memphis-ORD Chicago O'Hare Intl

5h 49m1 stop Atlanta Hartsfield-Jackson

6:30 am - 12:53 pmORD Chicago O'Hare Intl-MEM Memphis

6h 23m1 stop Atlanta Hartsfield-Jackson

$239Delta

Tue, Oct 13 - Wed, Oct 14

6:19 am - 10:39 amMEM Memphis-ORD Chicago O'Hare Intl

4h 20m1 stop Detroit Metropolitan Wayne County

2:44 pm - 9:10 pmORD Chicago O'Hare Intl-MEM Memphis

6h 26m1 stop Detroit Metropolitan Wayne County

$239Delta

Tue, Nov 17 - Tue, Nov 17

7:04 am - 9:10 amMEM Memphis-ORD Chicago O'Hare Intl

2h 06mnonstop

8:40 am - 10:45 amORD Chicago O'Hare Intl-MEM Memphis

2h 05mnonstop

$251United Airlines

Thu, Oct 8 - Wed, Oct 14

7:04 am - 9:10 amMEM Memphis-ORD Chicago O'Hare Intl

2h 06mnonstop

9:20 pm - 11:16 pmORD Chicago O'Hare Intl-MEM Memphis

1h 56mnonstop

$254United Airlines

Thu, Oct 8 - Tue, Oct 13

Cheap last minute flights

Enter your travel dates to find the best prices.

8:11 pm - 10:59 pmMEM Memphis-ORD Chicago O'Hare Intl

26h 48m1 stop Orlando

6:30 am - 3:40 pmORD Chicago O'Hare Intl-MEM Memphis

9h 10m1 stop Denver Intl

$320Frontier

Sun, Sep 20 - Sun, Oct 4

8:11 pm - 10:59 pmMEM Memphis-ORD Chicago O'Hare Intl

26h 48m1 stop Orlando

6:30 am - 3:40 pmORD Chicago O'Hare Intl-MEM Memphis

9h 10m1 stop Denver Intl

$340Frontier

Sun, Sep 20 - Sun, Sep 27

6:45 am - 9:00 amMEM Memphis-ORD Chicago O'Hare Intl

2h 15mnonstop

9:09 pm - 11:08 pmORD Chicago O'Hare Intl-MEM Memphis

1h 59mnonstop

$386American Airlines

Thu, Sep 17 - Tue, Oct 6

10:40 am - 5:28 pmMEM Memphis-ORD Chicago O'Hare Intl

6h 48m1 stop Washington, D.C. Reagan-National

11:50 am - 1:47 pmORD Chicago O'Hare Intl-MEM Memphis

1h 57mnonstop

$396American Airlines

Thu, Sep 17 - Tue, Oct 6

4:30 pm - 11:59 pmBTR Baton Rouge Ryan-ORD Chicago O'Hare Intl

7h 29m1 stop Atlanta Hartsfield-Jackson

8:05 am - 3:01 pmORD Chicago O'Hare Intl-BTR Baton Rouge Ryan

6h 56m1 stop Atlanta Hartsfield-Jackson

$429Delta

Sat, Sep 19 - Mon, Sep 21

4:30 pm - 11:59 pmBTR Baton Rouge Ryan-ORD Chicago O'Hare Intl

7h 29m1 stop Atlanta Hartsfield-Jackson

8:05 am - 3:01 pmORD Chicago O'Hare Intl-BTR Baton Rouge Ryan

6h 56m1 stop Atlanta Hartsfield-Jackson

$431Delta

Sat, Sep 19 - Mon, Sep 21

6:14 pm - 12:59 amBTR Baton Rouge Ryan-ORD Chicago O'Hare Intl

6h 45m1 stop Houston George Bush Intcntl

6:30 am - 11:13 amORD Chicago O'Hare Intl-BTR Baton Rouge Ryan

4h 43m1 stop Houston George Bush Intcntl

$438United Airlines

Thu, Sep 17 - Sun, Sep 20

6:14 pm - 12:59 amBTR Baton Rouge Ryan-ORD Chicago O'Hare Intl

6h 45m1 stop Houston George Bush Intcntl

7:30 am - 1:17 pmORD Chicago O'Hare Intl-BTR Baton Rouge Ryan

5h 47m1 stop Houston George Bush Intcntl

$446United Airlines

Thu, Sep 17 - Sat, Sep 19

3:25 pm - 5:00 pmMEM Memphis-MDW Chicago Midway

1h 35mnonstop

8:45 pm - 10:30 pmMDW Chicago Midway-MEM Memphis

1h 45mnonstop

$473Southwest

Wed, Sep 16 - Wed, Sep 23

6:10 pm - 11:15 pmMEM Memphis-MDW Chicago Midway

5h 05m1 stop Houston Hobby

10:10 am - 11:45 amMDW Chicago Midway-MEM Memphis

1h 35mnonstop

$483Southwest

Wed, Sep 16 - Wed, Sep 23

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Frontier flights from Mississippi to Chicago

Our best Frontier deals on Mississippi to Chicago flight tickets

Frontier

Oct 29

MEM7:54 pmMemphis

28h 27m

1 stop

ORD12:21 amChicago O'Hare Intl

Nov 1

ORD6:30 amChicago O'Hare Intl

12h 39m

1 stop

MEM7:09 pmMemphis

$248

Frontier

Oct 15

MEM6:51 pmMemphis

12h 40m

1 stop

ORD7:31 amChicago O'Hare Intl

Oct 22

ORD6:30 amChicago O'Hare Intl

12h 44m

1 stop

MEM7:14 pmMemphis

$258

Frontier

Nov 20

MEM8:29 pmMemphis

28h 24m

1 stop

ORD12:53 amChicago O'Hare Intl

Nov 23

ORD6:40 amChicago O'Hare Intl

12h 54m

1 stop

MEM7:34 pmMemphis

$265

United Airlines flights from Mississippi to Chicago

Our best United Airlines deals on Mississippi to Chicago flight tickets

United Airlines

Oct 8

MEM7:04 amMemphis

2h 06m

ORD9:10 amChicago O'Hare Intl

Oct 14

ORD8:40 amChicago O'Hare Intl

2h 05m

MEM10:45 amMemphis

$251

United Airlines

Oct 8

MEM7:04 amMemphis

2h 06m

ORD9:10 amChicago O'Hare Intl

Oct 13

ORD9:20 pmChicago O'Hare Intl

1h 56m

MEM11:16 pmMemphis

$254

United Airlines

Oct 8

MEM7:04 amMemphis

2h 06m

ORD9:10 amChicago O'Hare Intl

Oct 19

ORD9:20 pmChicago O'Hare Intl

1h 56m

MEM11:16 pmMemphis

$267

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MemphisChicago

MEM Memphis - ORD Chicago O'Hare Intl

MEMORD

Memphis

Tue 10/13

6:11 pm-3:30 pm

1 stop21h 19m

Chicago O'Hare Intl

Thu 11/12

8:00 am-7:04 pm

1 stop11h 04m

$206

MemphisChicago

MEM Memphis - MDW Chicago Midway

MEMMDW

Memphis

Tue 10/13

5:10 am-6:45 am

Nonstop1h 35m

Chicago Midway

Tue 10/20

8:40 pm-10:20 pm

Nonstop1h 40m

$219

MemphisChicago

MEM Memphis - ORD Chicago O'Hare Intl

MEMORD

Memphis

Tue 10/27

10:38 am-12:41 pm

Nonstop2h 03m

Chicago O'Hare Intl

Tue 11/3

11:55 am-1:47 pm

Nonstop1h 52m

$219

MemphisChicago

MEM Memphis - ORD Chicago O'Hare Intl

MEMORD

Memphis

Tue 10/20

10:38 am-12:41 pm

Nonstop2h 03m

Chicago O'Hare Intl

Wed 10/28

8:10 am-10:08 am

Nonstop1h 58m

$219

MemphisChicago

MEM Memphis - MDW Chicago Midway

MEMMDW

Memphis

Wed 10/14

5:10 am-6:45 am

Nonstop1h 35m

Chicago Midway

Tue 10/20

8:40 pm-10:20 pm

Nonstop1h 40m

$221

Quickest round-trip

MemphisChicago

MEM Memphis - MDW Chicago Midway

MEMMDW

Memphis

Wed 10/14

3:15 pm-4:50 pm

Nonstop1h 35m

Chicago Midway

Wed 10/21

10:10 am-11:45 am

Nonstop1h 35m

$221

MemphisChicago

MEM Memphis - ORD Chicago O'Hare Intl

MEMORD

Memphis

Tue 10/13

6:08 pm-11:57 pm

1 stop5h 49m

Chicago O'Hare Intl

Wed 10/14

6:30 am-12:53 pm

1 stop6h 23m

$239

MemphisChicago

MEM Memphis - ORD Chicago O'Hare Intl

MEMORD

Memphis

Tue 11/17

6:19 am-10:39 am

1 stop4h 20m

Chicago O'Hare Intl

Tue 11/17

2:44 pm-9:10 pm

1 stop6h 26m

$239

MemphisChicago

MEM Memphis - ORD Chicago O'Hare Intl

MEMORD

Memphis

Thu 10/8

7:04 am-9:10 am

Nonstop2h 06m

Chicago O'Hare Intl

Wed 10/14

8:40 am-10:45 am

Nonstop2h 05m

$251

MemphisChicago

MEM Memphis - ORD Chicago O'Hare Intl

MEMORD

Memphis

Thu 10/8

7:04 am-9:10 am

Nonstop2h 06m

Chicago O'Hare Intl

Tue 10/13

9:20 pm-11:16 pm

Nonstop1h 56m

$254

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 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 January is, on average, the cheapest month to fly to Chicago from Mississippi, with most prices found around $345. If you’re not able to fly to Chicago in January, then December is your next best option. Flight prices from Mississippi to Chicago during December average around $366.

Can stopping save me money on Mississippi to Chicago flights?

You could potentially save up to 31% 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	$92
Fastest flight time	1h 35m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Mississippi in the past 72 hours is $92. The best round-trip flight deal from Mississippi to Chicago found on momondo in the last 72 hours is $206.

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

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?
There are 4 operators available for flights from Mississippi to Chicago as of September 2026.
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
American Airlines	PriceFrom $248	Free Cancellation	Rating 7.1 12,055 reviews	Search American Airlines flights
Delta	PriceFrom $254	Free Cancellation	Rating 7.8 8,567 reviews	Search Delta flights
Southwest	PriceFrom $308	Free Cancellation	Rating 8.0 4,188 reviews	Search Southwest flights

Merrillville

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Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Porter

Crown Point

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

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Cheap flights from Mississippi to Chicago from $92

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 10/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Frontier flights from Mississippi to Chicago

Our best Frontier deals on Mississippi to Chicago flight tickets

United Airlines flights from Mississippi to Chicago

Our best United Airlines deals on Mississippi to Chicago flight tickets

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How to get the cheapest flight ticket from Mississippi to Chicago

What is the cheapest month to fly to Chicago?

Can stopping save me money on Mississippi to Chicago flights?

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

What airlines fly to Chicago?

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

How long does it take to fly to Chicago?

Cheap Mississippi to Chicago flight deals and tips

Best Price Found

Fastest flight time

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Airports in Chicago

Frequently asked questions about flying from Mississippi 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?

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

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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