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$90+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
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Cheap flight deals from Chicago to Mississippi

Keep the following information in mind while searching for Chicago to Mississippi flight deals. Data was last updated septiembre 17, 2025.

Round-trip from

$189
(Kiwi.com)

One-way from

$90
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$346
From Chicago (CHI) to Mississippi
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One-way flight from Chicago (CHI) to Mississippi
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Highest demand for flights based on searches. 9% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 septiembre 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
vie. 10/2412:11 pmMDW - MEM
1 stop7h 16mFrontier
dom. 10/268:10 pmMEM - MDW
1 stop15h 06mFrontier
Deal found 9/15$189
This Frontier deal was found by Cheapflights users on 9/15. 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.
jue. 10/25:35 amORD - MEM
1 stop12h 13mFrontier
lun. 10/66:22 pmMEM - ORD
2 stops19h 25mFrontier
Deal found 9/15$193
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/15:28 pmORD - MEM
1 stop5h 40mSpirit Airlines
mar. 11/47:00 amMEM - ORD
1 stop9h 23mSpirit Airlines
Deal found 9/15$195
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
lun. 10/66:10 amORD - MEM
1 stop11h 17mMultiple Airlines
mié. 10/157:00 amMEM - ORD
1 stop14h 33mMultiple Airlines
Deal found 9/15$196
This Southwest deal was found by Cheapflights users on 9/15. 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.
mié. 10/157:45 amMDW - MEM
Nonstop1h 35mSouthwest
mié. 10/227:00 amMEM - MDW
Nonstop1h 40mSouthwest
Deal found 9/15$197
This United Airlines deal was found by Cheapflights users on 9/17. 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.
mar. 10/147:50 pmORD - MEM
Nonstop1h 58mUnited Airlines
mar. 10/212:48 pmMEM - ORD
Nonstop2h 08mUnited Airlines
Deal found 9/17$197
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
lun. 10/66:10 amORD - MEM
1 stop11h 17mMultiple Airlines
mar. 10/147:00 amMEM - ORD
1 stop14h 33mMultiple Airlines
Deal found 9/15$203
This American Airlines deal was found by Cheapflights users on 9/15. 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. 10/118:02 amORD - MEM
Nonstop1h 47mAmerican Airlines
mar. 10/145:30 pmMEM - ORD
Nonstop2h 07mAmerican Airlines
Deal found 9/15$207
This American Airlines deal was found by Cheapflights users on 9/16. 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.
lun. 10/2010:05 pmORD - MEM
Nonstop1h 54mAmerican Airlines
mié. 10/2910:19 amMEM - ORD
Nonstop1h 57mAmerican Airlines
Deal found 9/16$208
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
lun. 10/205:28 pmMDW - MEM
1 stop26h 17mMultiple Airlines
mié. 10/297:00 amMEM - MDW
1 stop26h 12mMultiple Airlines
Deal found 9/16$209
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/86:00 amORD - MEM
1 stop13h 45mSpirit Airlines
jue. 10/97:00 amMEM - ORD
1 stop10h 53mSpirit Airlines
Deal found 9/17$209
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
jue. 11/66:00 amORD - MEM
1 stop13h 22mMultiple Airlines
lun. 11/104:19 pmMEM - ORD
1 stop29h 04mMultiple Airlines
Deal found 9/17$211

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 septiembre 17, 2025.
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

mar. 10/14

7:50 pm-9:48 pm

Nonstop1h 58m

Memphis

mar. 10/21

10:57 am-1:05 pm

Nonstop2h 08m

$197

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

mié. 10/15

7:45 am-9:20 am

Nonstop1h 35m

Memphis

mié. 10/22

7:00 am-8:40 am

Nonstop1h 40m

$197

ChicagoMobile

ORD - MOB

ORDMOB

Chicago O'Hare Intl

mié. 2/18

7:10 am-11:36 am

1 stop4h 26m

Mobile

sáb. 2/21

12:10 pm-7:29 pm

1 stop7h 19m

$211

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

mar. 10/14

10:10 am-5:00 pm

2 stops6h 50m

Memphis

mar. 10/21

7:00 am-8:40 am

Nonstop1h 40m

$212

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

jue. 10/16

7:50 pm-9:48 pm

Nonstop1h 58m

Memphis

sáb. 10/18

2:48 pm-4:56 pm

Nonstop2h 08m

$217

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

mar. 10/21

6:45 am-11:32 am

1 stop4h 47m

Memphis

mar. 10/28

12:37 pm-4:41 pm

1 stop4h 04m

$217

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

mié. 10/22

11:23 am-5:01 pm

1 stop5h 38m

Memphis

mar. 10/28

12:37 pm-4:41 pm

1 stop4h 04m

$217

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

sáb. 10/25

8:30 am-10:10 am

Nonstop1h 40m

Memphis

lun. 10/27

6:55 am-8:35 am

Nonstop1h 40m

$217

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

mar. 11/4

4:15 pm-8:51 pm

1 stop4h 36m

Memphis

mar. 11/11

6:00 am-10:19 am

1 stop4h 19m

$217

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

mié. 10/8

6:45 am-11:32 am

1 stop4h 47m

Memphis

mar. 10/14

12:37 pm-6:49 pm

1 stop6h 12m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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, January is the cheapest month in which you can book a flight from Chicago to Mississippi (average of $371). Flying from Chicago to Mississippi in March is currently the most expensive (average of $447). 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.

What is the cheapest time of day to fly from CHI to MS?

Find hourly flight availability from Chicago to Mississippi. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 17, 2025.

When flying from Chicago to Mississippi, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 septiembre 17, 2025.
See what other customers who have flown with Southwest, Delta, and American 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
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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, Southwest, and Delta fly from Chicago to Mississippi in about 1h 35m. The time it takes to get you to your destination can typically vary by up to 2h 51m. 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 Frontier. According to our data, you can fly for as low as $91. Users have also found prices from $99 and $99 on United Airlines and Southwest, 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 - Jackson-Evers Intl 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, January is the cheapest month in which you can book a flight from Chicago to Mississippi (average of $371). Flying from Chicago to Mississippi in March is currently the most expensive (average of $447). 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.
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Top 4 airlines flying from Chicago to Mississippi

Discover the top 4 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$349FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$441FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$316Average$466FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$356Average$449FlexibilityNo cancel feeOn-time69%

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