Mississippi

$76+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
May 5 — May 121
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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 April 5, 2026.

This United Airlines deal was found by Cheapflights users on 3/31. 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.
Mon 4/278:03 pm
ORD
-
MEM
Nonstop2h 01m
United Airlines
Wed 4/296:45 pm
MEM
-
ORD
Nonstop2h 03m
United Airlines
Deal found 3/31$198
This Southwest deal was found by Cheapflights users on 3/31. 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.
Mon 4/279:40 pm
MDW
-
MEM
Nonstop1h 45m
Southwest
Wed 4/295:15 am
MEM
-
MDW
Nonstop1h 35m
Southwest
Deal found 3/31$198
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Wed 4/291:27 pm
ORD
-
MEM
1 stop28h 28m
Multiple Airlines
Mon 5/49:17 pm
MEM
-
ORD
2 stops25h 44m
Multiple Airlines
Deal found 3/31$204
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Sat 5/165:00 am
ORD
-
MEM
1 stop7h 28m
American Airlines
Tue 5/199:39 am
MEM
-
ORD
Nonstop2h 05m
American Airlines
Deal found 3/31$208
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Thu 5/73:44 pm
ORD
-
MEM
1 stop26h 05m
Multiple Airlines
Mon 5/117:54 pm
MEM
-
ORD
2 stops12h 01m
Multiple Airlines
Deal found 3/31$216
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:30 am
ORD
-
MEM
1 stop5h 05m
Delta
Tue 5/196:35 am
MEM
-
ORD
1 stop6h 26m
Delta
Deal found 3/31$218
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:23 am
MDW
-
MEM
1 stop5h 16m
Delta
Tue 5/196:35 am
MEM
-
MDW
1 stop6h 07m
Delta
Deal found 3/31$218
This Frontier deal was found by Cheapflights users on 3/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:00 am
MDW
-
MEM
1 stop11h 09m
Frontier
Sun 4/125:54 pm
MEM
-
MDW
1 stop4h 27m
Frontier
Deal found 3/31$222
This Southwest deal was found by Cheapflights users on 3/31. 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.
Wed 4/2211:55 am
ORD
-
MEM
1 stop5h 40m
Southwest
Sat 4/255:25 am
MEM
-
ORD
2 stops8h 55m
Southwest
Deal found 3/31$223
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Wed 4/151:27 pm
ORD
-
MEM
1 stop28h 28m
Multiple Airlines
Sun 4/196:45 pm
MEM
-
ORD
2 stops16h 47m
Multiple Airlines
Deal found 3/31$226
This United Airlines deal was found by Cheapflights users on 4/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2812:40 pm
ORD
-
MEM
Nonstop1h 59m
United Airlines
Wed 4/292:45 pm
MEM
-
ORD
Nonstop2h 03m
United Airlines
Deal found 4/1$227
This Southwest deal was found by Cheapflights users on 3/31. 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.
Tue 5/199:05 pm
MDW
-
MEM
Nonstop1h 45m
Southwest
Tue 5/265:15 am
MEM
-
MDW
Nonstop1h 35m
Southwest
Deal found 3/31$227

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 April 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$198
(Southwest)

One-way from

$76
(Frontier)

Popular in

December

Cheapest in

June

Average price

$502
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. 5% potential increase in price ($28 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($26 potential savings vs. average RT price).
Average for round-trip flights in April 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 April 5, 2026.
Use the filters below to find and compare flights from Chicago to Mississippi that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Mon 4/27

9:40 pm-11:25 pm

Nonstop1h 45m

Memphis

Wed 4/29

12:20 pm-8:35 pm

2 stops8h 15m

$213

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Mon 5/4

7:10 am-12:39 pm

1 stop5h 29m

Memphis

Wed 5/6

12:21 pm-6:13 pm

1 stop5h 52m

$218

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Sat 5/16

5:30 am-10:35 am

1 stop5h 05m

Memphis

Tue 5/19

6:35 am-1:01 pm

1 stop6h 26m

$218

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Tue 5/19

5:30 am-10:35 am

1 stop5h 05m

Memphis

Thu 5/21

6:35 am-1:01 pm

1 stop6h 26m

$218

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Sat 5/16

6:23 am-10:35 am

1 stop4h 12m

Memphis

Tue 5/19

9:30 am-4:12 pm

1 stop6h 42m

$218

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Tue 4/28

8:03 pm-10:04 pm

Nonstop2h 01m

Memphis

Wed 4/29

6:45 pm-8:48 pm

Nonstop2h 03m

$227

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 4/30

10:15 am-3:50 pm

1 stop5h 35m

Memphis

Thu 5/7

5:05 am-6:40 am

Nonstop1h 35m

$249

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Wed 5/20

7:07 am-11:39 am

1 stop4h 32m

Memphis

Sun 5/24

7:30 am-1:47 pm

1 stop6h 17m

$268

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Wed 4/22

11:55 am-5:35 pm

1 stop5h 40m

Memphis

Sun 4/26

9:35 am-6:25 pm

1 stop8h 50m

$274

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Wed 4/22

11:55 am-5:35 pm

1 stop5h 40m

Memphis

Fri 4/24

5:40 am-3:30 pm

2 stops9h 50m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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, June is the cheapest month in which you can book a flight from Chicago to Mississippi (average of $248). Flying from Chicago to Mississippi in February is currently the most expensive (average of $368). 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 April 5, 2026.
See what other customers who have flown with Southwest,Delta, andUnited 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.

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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, Delta, and United Airlines 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 3h 44m. 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 $159 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, June is the cheapest month in which you can book a flight from Chicago to Mississippi (average of $248). Flying from Chicago to Mississippi in February is currently the most expensive (average of $368). 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 April 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$236Average$365FlexibilityNo cancel feeOn-time71%
DeltaCheapest$253Average$430FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$316Average$538FlexibilityNo cancel feeOn-time63%

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