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Mississippi

$64+ Cheap flights from Chicago (CHI) to Mississippi

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap flight deals from Chicago to Mississippi

Cheapest flights from Chicago to Mississippi
Explore the most affordable flight options available from Chicago to Mississippi. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/296:20 am
MDW
-
MEM
1 stop11h 20m
Frontier
Sun 2/16:10 pm
MEM
-
MDW
1 stop17h 35m
Frontier
Deal found 1/20$151
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/295:40 am
ORD
-
MEM
1 stop12h 00m
Frontier
Sun 2/16:10 pm
MEM
-
ORD
1 stop28h 36m
Frontier
Deal found 1/21$154
This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/197:00 am
ORD
-
MEM
1 stop11h 15m
Multiple Airlines
Sun 2/227:15 pm
MEM
-
ORD
1 stop27h 24m
Multiple Airlines
Deal found 1/20$162
This Kiwi.com deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/194:16 pm
ORD
-
MEM
1 stop26h 55m
Multiple Airlines
Mon 2/235:07 pm
MEM
-
ORD
1 stop18h 15m
Multiple Airlines
Deal found 1/18$173
This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/55:40 am
ORD
-
MEM
1 stop12h 00m
Multiple Airlines
Tue 2/1011:44 am
MEM
-
ORD
1 stop28h 08m
Multiple Airlines
Deal found 1/20$179
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1912:22 pm
MDW
-
MEM
1 stop5h 47m
Frontier
Sun 2/227:15 pm
MEM
-
MDW
1 stop24h 32m
Frontier
Deal found 1/21$180
This American Airlines deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/284:56 pm
ORD
-
MEM
Nonstop1h 51m
American Airlines
Wed 4/15:04 am
MEM
-
ORD
Nonstop2h 03m
American Airlines
Deal found 1/19$191
This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:02 pm
ORD
-
MEM
1 stop24h 07m
Frontier
Sun 2/227:15 pm
MEM
-
ORD
1 stop15h 36m
Frontier
Deal found 1/20$192
This Kiwi.com deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:05 am
ORD
-
MEM
1 stop13h 04m
Frontier
Sun 2/227:15 pm
MEM
-
ORD
1 stop27h 24m
Frontier
Deal found 1/19$200
This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/295:40 am
ORD
-
MEM
1 stop12h 00m
Frontier
Mon 2/93:12 pm
MEM
-
ORD
2 stops19h 39m
Frontier
Deal found 1/20$203
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/56:20 am
MDW
-
MEM
1 stop11h 20m
Frontier
Mon 2/93:12 pm
MEM
-
MDW
2 stops27h 55m
Frontier
Deal found 1/21$208
This Kiwi.com deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/126:25 am
MDW
-
MEM
1 stop11h 44m
Frontier
Sun 2/157:15 pm
MEM
-
MDW
1 stop27h 14m
Frontier
Deal found 1/19$214

Find flight deals from Chicago to Mississippi

Keep the following information in mind while searching for Chicago to Mississippi flight deals. Data was last updated January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$162
(Kiwi.com)

One-way from

$64
(Trip.com)

Popular in

December

Cheapest in

June

Average price

$346
Provider with most accurate pricing for Chicago (CHI)-Jackson-Evers Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Jackson-Evers Intl flights.
Search Deals
From Chicago (CHI) to Mississippi
Search Deals
One-way flight from Chicago (CHI) to Mississippi
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Mississippi that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
Use the filters below to find and compare flights from Chicago to Mississippi that are best for you.

Fly from

Chicago

Fly to

Mississippi

Route

Depart

Return

Price

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Thu 2/19

4:16 pm-7:11 pm

1 stop26h 55m

Memphis

Mon 2/23

5:07 pm-11:22 am

1 stop18h 15m

$173

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Thu 2/5

5:40 am-5:40 pm

1 stop12h 00m

Memphis

Tue 2/10

11:44 am-9:12 am

2 stops21h 28m

$186

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Wed 4/1

8:50 am-10:54 am

Nonstop2h 04m

Memphis

Sat 4/4

7:30 am-9:26 am

Nonstop1h 56m

$191

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Thu 1/29

5:40 am-5:40 pm

1 stop12h 00m

Memphis

Mon 2/9

3:12 pm-10:51 am

2 stops19h 39m

$203

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 2/5

6:20 am-5:40 pm

1 stop11h 20m

Memphis

Mon 2/9

3:12 pm-7:07 pm

2 stops27h 55m

$208

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Mon 3/2

3:50 pm-10:20 am

1 stop18h 30m

Memphis

Wed 3/4

11:15 am-7:47 pm

1 stop8h 32m

$208

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Thu 3/5

10:10 pm-12:03 am

Nonstop1h 53m

Memphis

Tue 3/10

7:01 am-9:05 am

Nonstop2h 04m

$214

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Mon 3/2

7:59 pm-9:59 pm

Nonstop2h 00m

Memphis

Wed 3/4

7:30 am-9:25 am

Nonstop1h 55m

$214

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 2/12

6:25 am-6:09 pm

1 stop11h 44m

Memphis

Sun 2/15

7:15 pm-10:29 pm

1 stop27h 14m

$214

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Sat 4/4

7:58 pm-9:59 pm

Nonstop2h 01m

Memphis

Mon 4/6

7:30 am-9:26 am

Nonstop1h 56m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Mississippi

Have a flexible travel schedule? Discover the best time to fly to Mississippi from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Mississippi

What is the cheapest month to book a flight from Chicago to Mississippi?

Currently, April is the cheapest month in which you can book a flight from Chicago to Mississippi (average of $159). Flying from Chicago to Mississippi in January is currently the most expensive (average of $338). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Chicago to Mississippi?

Reviews of airlines servicing Mississippi

Get insights into the airlines that provide service to Mississippi. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Mississippi. Reviews last updated January 21, 2026.
See what other customers who have flown with Southwest, Delta, and United Airlines from Chicago to Mississippi have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,089 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,191 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,174 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Chicago to Mississippi. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Mississippi?

    Airlines like United Airlines, Frontier, and Southwest fly from Chicago to Mississippi in about 1h 40m. The time it takes to get you to your destination can typically vary by up to 10h 20m. Chicago and Mississippi are separated by a distance of 481 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Chicago to Mississippi one-way?

    For one-way options, check prices for Finnair. According to our data, you can fly for as low as $257. Users have also found prices from $284 and $379 on Scandinavian Airlines and Turkish Airlines, respectively.

  • What are the most popular routes from Chicago to Mississippi?

    When deciding which route to take from Chicago to Mississippi consider Chicago O'Hare Intl - Memphis, Chicago Midway - Memphis or Chicago O'Hare Intl - Mobile as they are the most popular.

  • Can I find deals for flights from Chicago to Mississippi that include hotel bookings?

    Yes. In addition to deals on Chicago to Mississippi flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Mississippi?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Mississippi.

  • Can I find deals for business class flights from Chicago to Mississippi?

    Yes. Cheapflights offers flight deals from Chicago to Mississippi by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Mississippi?

    Currently, April is the cheapest month in which you can book a flight from Chicago to Mississippi (average of $159). Flying from Chicago to Mississippi in January is currently the most expensive (average of $338). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to Mississippi

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Chicago to Mississippi

Discover the top 3 airlines that operate flights from Chicago to Mississippi. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$149Average$427FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$236Average$367FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$316Average$526FlexibilityNo cancel feeOn-time63%

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