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$69+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$137
(United Airlines)

One-way from

$69
(Priceline)

Popular in

April

Cheapest in

October

Average price

$363
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. 10% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This United Airlines deal was found by Cheapflights users on 7/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/78:57 amORD - MEM
Nonstop2h 05mUnited Airlines
Mon 8/112:46 pmMEM - ORD
Nonstop2h 04mUnited Airlines
Deal found 7/3$137
This Southwest deal was found by Cheapflights users on 7/1. 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.
Tue 9/168:30 amMDW - MEM
Nonstop1h 40mSouthwest
Thu 9/186:10 pmMEM - MDW
Nonstop1h 35mSouthwest
Deal found 7/1$137
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Thu 8/72:20 pmORD - MEM
Nonstop1h 49mAmerican Airlines
Mon 8/117:01 amMEM - ORD
Nonstop1h 59mAmerican Airlines
Deal found 7/3$138
This Southwest deal was found by Cheapflights users on 7/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/711:25 amORD - MEM
1 stop6h 20mSouthwest
Mon 8/117:05 amMEM - ORD
1 stop7h 00mSouthwest
Deal found 7/3$157
This FlightHub deal was found by Cheapflights users on 7/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2910:00 amORD - MEM
1 stop6h 29mSpirit Airlines
Tue 8/55:34 pmMEM - ORD
1 stop5h 37mSpirit Airlines
Deal found 7/3$176
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/79:00 amORD - MEM
1 stop4h 23mDelta
Mon 8/117:10 pmMEM - ORD
1 stop4h 46mDelta
Deal found 7/3$177
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/76:00 amMDW - MEM
1 stop5h 38mDelta
Mon 8/114:50 pmMEM - MDW
1 stop4h 54mDelta
Deal found 7/3$177
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/87:08 amORD - MEM
1 stop14h 08mMultiple Airlines
Mon 8/1110:06 pmMEM - ORD
1 stop16h 07mMultiple Airlines
Deal found 7/1$188
This Gotogate deal was found by Cheapflights users on 7/2. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/75:40 amORD - MEM
1 stop13h 08mFrontier
Sun 8/107:48 pmMEM - ORD
1 stop28h 44mFrontier
Deal found 7/2$211
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/94:22 pmMDW - MOB
1 stop7h 05mDelta
Wed 8/136:00 amMOB - MDW
1 stop5h 48mDelta
Deal found 7/1$211
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Sat 8/98:35 amORD - MOB
1 stop7h 42mAmerican Airlines
Wed 8/135:25 amMOB - ORD
1 stop5h 34mAmerican Airlines
Deal found 7/3$211
This American Airlines deal was found by Cheapflights users on 7/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/284:21 pmORD - JAN
1 stop5h 57mAmerican Airlines
Tue 9/27:10 amJAN - ORD
1 stop8h 07mAmerican Airlines
Deal found 7/2$237

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 July 3, 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

Thu 8/7

8:57 am-11:02 am

Nonstop2h 05m

Memphis

Mon 8/11

2:46 pm-4:50 pm

Nonstop2h 04m

$137

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Tue 9/16

8:30 am-10:10 am

Nonstop1h 40m

Memphis

Thu 9/18

6:10 pm-7:45 pm

Nonstop1h 35m

$137

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Thu 8/7

2:20 pm-4:09 pm

Nonstop1h 49m

Memphis

Mon 8/11

4:49 pm-6:35 pm

Nonstop1h 46m

$138

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Thu 8/7

11:25 am-5:45 pm

1 stop6h 20m

Memphis

Mon 8/11

7:05 am-2:05 pm

1 stop7h 00m

$157

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Tue 7/29

10:00 am-4:29 pm

1 stop6h 29m

Memphis

Tue 8/5

5:34 pm-11:11 pm

1 stop5h 37m

$176

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Thu 8/7

9:00 am-1:23 pm

1 stop4h 23m

Memphis

Mon 8/11

5:50 pm-11:56 pm

1 stop6h 06m

$177

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 8/7

6:00 am-11:38 am

1 stop5h 38m

Memphis

Mon 8/11

4:50 pm-9:44 pm

1 stop4h 54m

$177

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Fri 8/8

7:08 am-9:16 pm

1 stop14h 08m

Memphis

Mon 8/11

10:06 pm-2:13 pm

1 stop16h 07m

$188

ChicagoMemphis

ORD - MEM

ORDMEM

Chicago O'Hare Intl

Thu 8/7

5:40 am-6:48 pm

1 stop13h 08m

Memphis

Sun 8/10

7:48 pm-12:32 am

1 stop28h 44m

$211

ChicagoMobile

ORD - MOB

ORDMOB

Chicago O'Hare Intl

Sat 8/9

8:35 am-4:17 pm

1 stop7h 42m

Mobile

Wed 8/13

5:25 am-10:59 am

1 stop5h 34m

$211

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 59 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 $448). 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 July 3, 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 July 3, 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
4,270 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,270 reviews
Southwest
8.0
Very good
4,270 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,970 reviews
Southwest
8.0
Very good
4,270 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,845 reviews
Southwest
8.0
Very good
4,270 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,270 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.2
Good
709 reviews
Southwest
8.0
Very good
4,270 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • 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 $69. Users have also found prices from $69 and $70 on Southwest and American Airlines, 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 - Baton Rouge Ryan 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 $448). 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$362FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$436FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$316Average$441FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$356Average$449FlexibilityNo cancel feeOn-time69%

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