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$119+ Cheap flights from Chicago (CHI) to Jackson, MS (JAN)

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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
1 adult, Economy
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Cheap flight deals from Chicago to Jackson

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Jackson (JAN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 1, 2025.

Round-trip from

$237
(Delta)

One-way from

$119
(Delta)

Popular in

April

Cheapest in

October

Average price

$363
From Chicago (CHI) to Jackson-Evers Intl
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One-way flight from Chicago (CHI) to Jackson-Evers Intl
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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 Jackson

Cheapest flights from Chicago to Jackson
Explore the most affordable flight options available from Chicago to Jackson. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.

This Delta deal was found by Cheapflights users on 6/30. 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 8/145:45 amORD - JAN
1 stop6h 39mDelta
Thu 8/215:59 pmJAN - ORD
1 stop5h 57mDelta
Deal found 6/30$237
This Delta deal was found by Cheapflights users on 6/30. 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 - JAN
1 stop4h 05mDelta
Mon 8/113:01 pmJAN - MDW
1 stop6h 43mDelta
Deal found 6/30$237
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.
Thu 8/287:55 amMDW - JAN
1 stop5h 35mSouthwest
Tue 9/21:15 pmJAN - MDW
2 stops7h 10mSouthwest
Deal found 7/1$242
This Southwest deal was found by Cheapflights users on 6/30. 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 8/77:30 amORD - JAN
2 stops12h 40mSouthwest
Mon 8/115:40 amJAN - ORD
2 stops7h 25mSouthwest
Deal found 6/30$253
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/193:33 pmORD - JAN
1 stop6h 58mAmerican Airlines
Mon 9/223:41 pmJAN - ORD
1 stop5h 15mAmerican Airlines
Deal found 7/1$276
This United Airlines deal was found by Cheapflights users on 6/30. 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 8/147:10 amORD - JAN
1 stop8h 51mUnited Airlines
Thu 8/212:02 pmJAN - ORD
1 stop10h 13mUnited Airlines
Deal found 6/30$373

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Jackson 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 1, 2025.
Use the filters below to find and compare flights from Chicago to Jackson that are best for you.

Fly from

Chicago

Fly to

Jackson

Route

Depart

Return

Price

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Thu 8/14

5:45 am-12:24 pm

1 stop6h 39m

Jackson-Evers Intl

Thu 8/21

5:59 pm-11:56 pm

1 stop5h 57m

$237

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 8/7

6:00 am-10:05 am

1 stop4h 05m

Jackson-Evers Intl

Mon 8/11

3:01 pm-9:44 pm

1 stop6h 43m

$237

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 8/28

7:55 am-1:30 pm

1 stop5h 35m

Jackson-Evers Intl

Tue 9/2

1:15 pm-8:25 pm

2 stops7h 10m

$242

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Thu 8/7

7:30 am-8:10 pm

2 stops12h 40m

Jackson-Evers Intl

Mon 8/11

5:40 am-1:05 pm

2 stops7h 25m

$253

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Fri 9/19

3:33 pm-10:31 pm

1 stop6h 58m

Jackson-Evers Intl

Mon 9/22

3:41 pm-8:56 pm

1 stop5h 15m

$276

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Thu 8/14

7:10 am-4:01 pm

1 stop8h 51m

Jackson-Evers Intl

Thu 8/21

2:02 pm-12:15 am

1 stop10h 13m

$373

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Thu 9/25

5:00 am-12:04 pm

1 stop7h 04m

$119

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 9/25

6:00 am-12:26 pm

1 stop6h 26m

$119

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 9/25

12:00 pm-8:10 pm

2 stops8h 10m

$124

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Thu 9/25

7:30 am-8:10 pm

2 stops12h 40m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 11 results
1
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Best time to book a flight from Chicago to Jackson

Have a flexible travel schedule? Discover the best time to fly to Jackson 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 Jackson

What is the cheapest month to book a flight from Chicago to Jackson, Mississippi?

Currently, January is the cheapest month in which you can book a flight from Chicago to Jackson, Mississippi (average of $371). Flying from Chicago to Jackson, 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.

How much does it cost to fly round-trip from Chicago to Jackson, Mississippi?

Reviews of airlines servicing Jackson

Get insights into the airlines that provide service to Jackson. 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 Jackson. Reviews last updated July 1, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Chicago to Jackson. 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
4,273 reviews

Crew

8.6

Boarding

8.2

Food

7.0

Overall

8.0

Entertainment

7.6

Comfort

8.0

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
4,273 reviews
Southwest
8.0
Very good
4,273 reviews

Crew

8.6

Boarding

8.2

Food

7.0

Overall

8.0

Entertainment

7.6

Comfort

8.0

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
7,973 reviews
Southwest
8.0
Very good
4,273 reviews

Crew

8.6

Boarding

8.2

Food

7.0

Overall

8.0

Entertainment

7.6

Comfort

8.0

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
8,858 reviews
Southwest
8.0
Very good
4,273 reviews

Crew

8.6

Boarding

8.2

Food

7.0

Overall

8.0

Entertainment

7.6

Comfort

8.0

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
4,273 reviews

Crew

8.6

Boarding

8.2

Food

7.0

Overall

8.0

Entertainment

7.6

Comfort

8.0

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 Jackson. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Jackson from Chicago?

    If you book a flight to Jackson from Chicago, you will be flying to Jackson-Evers Intl, which is the city’s only airport. Jackson-Evers Intl (JAN) is located 6.3 mi from the center of Jackson. There are 0 flights from Chicago to Jackson-Evers Intl per day from 4 different airlines.

  • What are the cheapest airlines flying from Chicago to Jackson, Mississippi round-trip?

    According to our current data, Delta ($237), Southwest ($242), and American Airlines ($276) offers the cheapest pricing from Chicago to Jackson, Mississippi. Users have found that Delta is 41% cheaper than the other options available to this destination.

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

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $119. Southwest flights start at $124 while deals on American Airlines start at $158 one-way.

  • Can I find deals for flights from Chicago to Jackson that include hotel bookings?

    Yes. In addition to deals on Chicago to Jackson flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Jackson?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Jackson.

  • Can I find deals for business class flights from Chicago to Jackson?

    Yes. Cheapflights offers flight deals from Chicago to Jackson 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 Jackson, Mississippi?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Jackson, Mississippi (average of $371). Flying from Chicago to Jackson, 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

Traveling to a place near Chicago?

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Top 4 airlines flying from Chicago to Jackson

Discover the top 4 airlines that operate flights from Chicago to Jackson. 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 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$248Average$445FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$261Average$359FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$316Average$441FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$356Average$449FlexibilityNo cancel feeOn-time69%

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