Mississippi

$40+ 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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
mar 4 — mar 111
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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 fevereiro 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
ter 3/38:16 pm
ORD
-
MEM
2 stops14h 04m
Spirit Airlines
qua 3/1111:15 am
MEM
-
ORD
1 stop6h 31m
Spirit Airlines
Deal found 1/31$201
This Southwest deal was found by Cheapflights users on 2/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 3/188:40 pm
MDW
-
MEM
Nonstop1h 45m
Southwest
qua 3/255:30 am
MEM
-
MDW
1 stop5h 15m
Southwest
Deal found 2/1$201
This Southwest deal was found by Cheapflights users on 1/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 4/44:35 pm
MDW
-
MEM
1 stop4h 45m
Southwest
seg 4/64:25 pm
MEM
-
MDW
Nonstop1h 35m
Southwest
Deal found 1/31$202
This American Airlines deal was found by Cheapflights users on 1/31. 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.
sáb 3/287:30 pm
ORD
-
MEM
Nonstop1h 56m
American Airlines
sáb 4/411:25 am
MEM
-
ORD
1 stop7h 38m
American Airlines
Deal found 1/31$204
This United Airlines deal was found by Cheapflights users on 1/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 3/197:59 pm
ORD
-
MEM
Nonstop2h 00m
United Airlines
sáb 3/287:30 am
MEM
-
ORD
Nonstop1h 56m
United Airlines
Deal found 1/31$206
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
dom 3/16:00 am
MDW
-
MEM
1 stop12h 19m
Frontier
dom 3/87:15 pm
MEM
-
MDW
2 stops18h 26m
Frontier
Deal found 2/1$207
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 3/287:00 pm
MDW
-
MEM
Nonstop1h 45m
Southwest
seg 3/305:05 am
MEM
-
MDW
Nonstop1h 35m
Southwest
Deal found 2/2$210
This American Airlines deal was found by Cheapflights users on 1/31. 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.
ter 3/34:56 pm
ORD
-
MEM
Nonstop1h 51m
American Airlines
qua 3/117:01 am
MEM
-
ORD
Nonstop2h 04m
American Airlines
Deal found 1/31$211
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
sáb 2/214:42 pm
ORD
-
MEM
1 stop25h 37m
Multiple Airlines
ter 2/2411:15 am
MEM
-
ORD
2 stops9h 58m
Multiple Airlines
Deal found 2/1$212
This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
sex 2/273:40 pm
ORD
-
MEM
2 stops18h 40m
Multiple Airlines
seg 3/25:09 pm
MEM
-
ORD
1 stop30h 38m
Multiple Airlines
Deal found 1/31$214
This United Airlines deal was found by Cheapflights users on 1/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 3/177:59 pm
ORD
-
MEM
Nonstop2h 00m
United Airlines
sex 3/206:25 pm
MEM
-
ORD
Nonstop1h 59m
United Airlines
Deal found 1/31$216
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
sex 3/69:51 pm
MDW
-
MEM
1 stop12h 29m
Multiple Airlines
ter 3/1011:15 am
MEM
-
MDW
1 stop6h 58m
Multiple Airlines
Deal found 2/1$216

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 fevereiro 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$201
(Kiwi.com)

One-way from

$40
(Southwest)

Popular in

December

Cheapest in

June

Average price

$484
Provider with most accurate pricing for Chicago (CHI)-Jackson-Evers Intl flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Jackson-Evers Intl flights.
From Chicago (CHI) to Mississippi
One-way flight from Chicago (CHI) to Mississippi
Highest demand for flights based on searches. 10% potential increase in price ($51 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($29 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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 fevereiro 2, 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

MDW - MEM

MDWMEM

Chicago Midway

qui 4/9

7:30 am-3:50 pm

2 stops8h 20m

Memphis

seg 4/13

12:30 pm-8:05 pm

2 stops7h 35m

$201

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

qua 3/25

6:15 am-11:47 am

1 stop5h 32m

Memphis

sáb 3/28

1:10 pm-7:49 pm

1 stop6h 39m

$211

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

sáb 3/28

7:30 pm-9:26 pm

Nonstop1h 56m

Memphis

dom 3/29

5:04 am-7:07 am

Nonstop2h 03m

$211

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

dom 3/22

8:50 am-10:59 am

Nonstop2h 09m

Memphis

sáb 3/28

7:30 am-9:26 am

Nonstop1h 56m

$211

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

ter 3/24

7:30 pm-9:26 pm

Nonstop1h 56m

Memphis

dom 3/29

7:23 pm-9:24 pm

Nonstop2h 01m

$214

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

sáb 3/28

7:59 pm-9:59 pm

Nonstop2h 00m

Memphis

seg 3/30

6:32 pm-8:35 pm

Nonstop2h 03m

$216

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

sex 3/27

9:35 pm-11:20 pm

Nonstop1h 45m

Memphis

ter 3/31

3:25 pm-5:00 pm

Nonstop1h 35m

$216

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

ter 3/24

7:59 pm-9:59 pm

Nonstop2h 00m

Memphis

qui 3/26

7:30 am-9:26 am

Nonstop1h 56m

$216

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

qua 3/25

7:59 pm-9:59 pm

Nonstop2h 00m

Memphis

seg 3/30

2:45 pm-4:48 pm

Nonstop2h 03m

$216

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

sáb 3/7

7:00 pm-8:45 pm

Nonstop1h 45m

Memphis

sex 3/13

4:25 pm-6:00 pm

Nonstop1h 35m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

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 fevereiro 2, 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.

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

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

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

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

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

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

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

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

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

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 Southwest, Frontier, and Delta fly from Chicago to Mississippi in about 1h 45m. The time it takes to get you to your destination can typically vary by up to 10h 34m. 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 American Airlines. According to our data, you can fly for as low as $119. Users have also found prices from $124 and $198 on United Airlines and Delta, respectively.

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

  • 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 fevereiro 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$236Average$367FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$388FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$316Average$526FlexibilityNo cancel feeOn-time63%

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