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Mississippi

$55+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
dez 6 — dez 131
sáb 12/6
sáb 12/13
1 adult, Economy
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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 novembro 6, 2025.

This Priceline deal was found by Cheapflights users on 11/6. 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.
qui 12/45:05 amORD - MEM
1 stop7h 01mFrontier
seg 12/84:28 pmMEM - ORD
1 stop7h 44mFrontier
Deal found 11/6$110
This Priceline deal was found by Cheapflights users on 11/5. 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.
qui 12/116:15 amMDW - MEM
1 stop5h 51mFrontier
dom 12/1411:56 amMEM - MDW
1 stop6h 16mFrontier
Deal found 11/5$124
This Frontier deal was found by Cheapflights users on 11/5. 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.
qui 12/116:05 amORD - MEM
1 stop6h 01mFrontier
dom 12/1411:56 amMEM - ORD
1 stop10h 28mFrontier
Deal found 11/5$124
This Frontier deal was found by Cheapflights users on 11/5. 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.
qui 12/46:15 amMDW - MEM
1 stop5h 51mFrontier
dom 12/711:56 amMEM - MDW
1 stop10h 16mFrontier
Deal found 11/5$128
This Frontier deal was found by Cheapflights users on 11/4. 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.
qui 12/45:05 amORD - MEM
1 stop7h 01mFrontier
dom 12/711:56 amMEM - ORD
1 stop10h 28mFrontier
Deal found 11/4$128
This Flightnetwork deal was found by Cheapflights users on 11/6. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 12/612:09 pmORD - MEM
1 stop6h 38mMultiple Airlines
seg 12/84:28 pmMEM - ORD
1 stop7h 44mMultiple Airlines
Deal found 11/6$155
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/95:00 amORD - MEM
1 stop7h 32mMultiple Airlines
sex 12/127:42 pmMEM - ORD
1 stop17h 34mMultiple Airlines
Deal found 11/4$169
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
seg 12/87:00 amORD - MEM
1 stop8h 33mMultiple Airlines
ter 12/91:22 pmMEM - ORD
1 stop21h 46mMultiple Airlines
Deal found 11/4$179
This Southwest deal was found by Cheapflights users on 11/4. 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.
seg 12/88:10 amMDW - MEM
Nonstop1h 45mSouthwest
ter 12/93:00 pmMEM - MDW
Nonstop1h 35mSouthwest
Deal found 11/4$191
This American Airlines deal was found by Cheapflights users on 11/4. 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.
seg 12/810:04 pmORD - MEM
Nonstop1h 55mAmerican Airlines
qua 12/246:15 amMEM - ORD
Nonstop2h 08mAmerican Airlines
Deal found 11/4$191
This American Airlines deal was found by Cheapflights users on 11/4. 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.
qui 12/48:26 amORD - MEM
Nonstop1h 55mAmerican Airlines
seg 12/87:27 pmMEM - ORD
Nonstop2h 02mAmerican Airlines
Deal found 11/4$192
This Southwest deal was found by Cheapflights users on 11/4. 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.
qui 12/410:50 amMDW - MEM
1 stop5h 15mSouthwest
seg 12/83:00 pmMEM - MDW
Nonstop1h 35mSouthwest
Deal found 11/4$201

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 novembro 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$110
(Priceline)

One-way from

$55
(Frontier)

Popular in

April

Cheapest in

June

Average price

$449
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. 6% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 novembro 6, 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

qui 1/29

8:45 am-10:54 am

Nonstop2h 09m

Memphis

seg 2/2

9:55 am-11:58 am

Nonstop2h 03m

$191

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

seg 12/8

8:10 am-9:55 am

Nonstop1h 45m

Memphis

ter 12/9

3:00 pm-4:35 pm

Nonstop1h 35m

$191

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

qui 12/4

8:10 am-9:55 am

Nonstop1h 45m

Memphis

seg 12/8

3:00 pm-4:35 pm

Nonstop1h 35m

$210

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

seg 12/8

8:10 am-9:55 am

Nonstop1h 45m

Memphis

qua 12/24

7:30 am-9:05 am

Nonstop1h 35m

$210

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

qui 12/4

5:13 pm-11:23 pm

1 stop6h 10m

Memphis

seg 12/8

5:05 pm-11:47 pm

1 stop6h 42m

$211

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

qui 1/29

6:00 am-10:52 am

1 stop4h 52m

Memphis

seg 2/2

4:12 pm-10:26 pm

1 stop6h 14m

$211

ChicagoMobile

ORD - MOB

ORDMOB

Chicago O'Hare Intl

qua 12/10

1:13 pm-6:32 pm

1 stop5h 19m

Mobile

qua 12/17

1:23 pm-6:43 pm

1 stop5h 20m

$211

ChicagoMobile

ORD - MOB

ORDMOB

Chicago O'Hare Intl

sáb 12/6

9:49 am-3:44 pm

1 stop5h 55m

Mobile

sáb 12/13

4:30 pm-10:43 pm

1 stop6h 13m

$211

ChicagoMobile

ORD - MOB

ORDMOB

Chicago O'Hare Intl

sáb 12/13

6:45 am-12:40 pm

1 stop5h 55m

Mobile

qua 12/17

1:23 pm-6:43 pm

1 stop5h 20m

$211

ChicagoMobile

ORD - MOB

ORDMOB

Chicago O'Hare Intl

ter 12/9

1:20 pm-6:32 pm

1 stop5h 12m

Mobile

sáb 12/13

4:30 pm-10:43 pm

1 stop6h 13m

$211

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

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 January is currently the most expensive (average of $328). 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 novembro 6, 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 novembro 6, 2025.
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
4,241 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
7.9
Good
8,001 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
United Airlines
7.4
Good
9,007 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
11,040 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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 45m. The time it takes to get you to your destination can typically vary by up to 4h 25m. 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 $75. Users have also found prices from $96 and $96 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 - 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 January is currently the most expensive (average of $328). 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 novembro 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$236Average$367FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$438FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$316Average$476FlexibilityNo cancel feeOn-time63%

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