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$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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
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 December 4, 2025.

This Frontier deal was found by Cheapflights users on 12/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:12 amMDW - MEM
1 stop8h 56mFrontier
Sun 12/214:18 pmMEM - MDW
1 stop5h 54mFrontier
Deal found 12/1$188
This Frontier deal was found by Cheapflights users on 12/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:00 amORD - MEM
1 stop9h 08mFrontier
Sun 12/214:18 pmMEM - ORD
1 stop6h 06mFrontier
Deal found 12/1$188
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/174:01 pmORD - MEM
1 stop23h 07mMultiple Airlines
Sun 12/218:17 pmMEM - ORD
1 stop12h 30mMultiple Airlines
Deal found 12/2$209
This Kiwi.com deal was found by Cheapflights users on 12/3. 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.
Tue 12/162:49 pmMDW - MEM
2 stops43h 43mMultiple Airlines
Tue 12/238:17 pmMEM - MDW
1 stop25h 41mMultiple Airlines
Deal found 12/3$217
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:47 pmORD - MEM
2 stops28h 10mMultiple Airlines
Tue 12/161:22 pmMEM - ORD
1 stop21h 46mMultiple Airlines
Deal found 12/2$218
This Orbitz deal was found by Cheapflights users on 12/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/137:20 amORD - MEM
1 stop11h 27mMultiple Airlines
Mon 12/154:28 pmMEM - ORD
1 stop7h 44mMultiple Airlines
Deal found 12/1$227
This Trip.com deal was found by Cheapflights users on 12/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:00 amORD - MEM
1 stop12h 12mFrontier
Thu 12/184:18 pmMEM - ORD
1 stop6h 06mFrontier
Deal found 12/2$228
This Priceline deal was found by Cheapflights users on 12/3. 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.
Thu 12/116:05 amORD - MEM
1 stop6h 01mFrontier
Mon 12/154:28 pmMEM - ORD
1 stop7h 44mFrontier
Deal found 12/3$234
This Priceline deal was found by Cheapflights users on 12/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2312:09 pmORD - MEM
1 stop7h 13mMultiple Airlines
Sun 12/284:18 pmMEM - ORD
1 stop6h 06mMultiple Airlines
Deal found 12/2$237
This Frontier deal was found by Cheapflights users on 12/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:00 amORD - MEM
1 stop12h 12mFrontier
Mon 12/154:28 pmMEM - ORD
1 stop7h 44mFrontier
Deal found 12/2$238
This American Airlines deal was found by Cheapflights users on 12/3. 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.
Wed 12/178:26 amORD - MEM
Nonstop1h 55mAmerican Airlines
Wed 12/175:48 pmMEM - ORD
1 stop5h 51mAmerican Airlines
Deal found 12/3$241
This Delta deal was found by Cheapflights users on 12/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:29 pmMDW - BTR
1 stop4h 19mDelta
Wed 12/313:46 pmBTR - MDW
1 stop6h 36mDelta
Deal found 12/2$249

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 December 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$127
(United Airlines)

One-way from

$64
(United Airlines)

Popular in

November

Cheapest in

June

Average price

$426
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. 14% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 4, 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

Sat 1/17

8:45 am-10:54 am

Nonstop2h 09m

Memphis

Sat 1/24

7:30 am-9:27 am

Nonstop1h 57m

$127

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Sat 1/17

7:55 pm-9:54 pm

Nonstop1h 59m

Memphis

Wed 1/21

7:30 am-9:27 am

Nonstop1h 57m

$127

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Tue 2/10

8:10 am-9:55 am

Nonstop1h 45m

Memphis

Sat 2/14

5:40 pm-7:15 pm

Nonstop1h 35m

$129

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Thu 2/5

8:45 am-10:54 am

Nonstop2h 09m

Memphis

Tue 2/10

3:20 pm-5:21 pm

Nonstop2h 01m

$145

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Tue 2/10

3:15 pm-5:15 pm

Nonstop2h 00m

Memphis

Sat 2/14

5:38 am-3:07 pm

1 stop9h 29m

$149

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Sat 1/17

5:59 pm-11:18 pm

1 stop5h 19m

Memphis

Tue 1/20

12:17 pm-4:57 pm

1 stop4h 40m

$157

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Sat 1/17

6:15 am-11:43 am

1 stop5h 28m

Memphis

Sat 1/24

7:10 am-2:24 pm

1 stop7h 14m

$157

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Sat 1/17

11:25 am-4:35 pm

1 stop5h 10m

Memphis

Wed 1/21

6:00 am-1:40 pm

1 stop7h 40m

$157

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Sat 1/10

5:31 pm-11:18 pm

1 stop5h 47m

Memphis

Sun 1/11

6:10 am-12:48 pm

1 stop6h 38m

$170

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Fri 1/9

5:31 pm-11:18 pm

1 stop5h 47m

Memphis

Fri 1/16

6:10 am-12:48 pm

1 stop6h 38m

$183

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

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 $164). Flying from Chicago to Mississippi in December is currently the most expensive (average of $329). 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 December 4, 2025.

One of the essential ways to save on airfare from Chicago to Mississippi is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 15% on airfare.

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 December 4, 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
4,250 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

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
4,250 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

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
8,011 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

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
11,047 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

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, Southwest, and American Airlines fly from Chicago to Mississippi in about 1h 45m. The time it takes to get you to your destination is usually consistent. Chicago and Mississippi are separated by a distance of 481 mi. Generally, flights for this route are nonstop.

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

    For one-way options, check prices for Scandinavian Airlines. According to our data, you can fly for as low as $213. Users have also found prices from $379 and $409 on Turkish Airlines and Lufthansa, 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 $164). Flying from Chicago to Mississippi in December is currently the most expensive (average of $329). 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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$236Average$367FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$434FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$316Average$476FlexibilityNo cancel feeOn-time63%

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