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$149+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
out 17 — out 241
sex 10/17
sex 10/24
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 setembro 17, 2025.

Round-trip from

$277
(American Airlines)

One-way from

$149
(American Airlines)

Popular in

April

Cheapest in

October

Average price

$346
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. 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 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 setembro 17, 2025.

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.
qua 10/156:45 amORD - JAN
1 stop5h 54mAmerican Airlines
qua 10/226:31 pmJAN - ORD
1 stop5h 11mAmerican Airlines
Deal found 9/16$277
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 10/163:11 pmORD - JAN
1 stop6h 50mAmerican Airlines
qua 10/223:32 pmJAN - ORD
1 stop5h 42mAmerican Airlines
Deal found 9/17$287
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.
qua 10/298:40 amMDW - JAN
1 stop6h 45mSouthwest
qui 10/308:05 pmJAN - MDW
1 stop4h 40mSouthwest
Deal found 9/15$287
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.
qui 10/163:11 pmORD - JAN
1 stop6h 50mAmerican Airlines
qui 10/236:43 pmJAN - ORD
1 stop5h 10mAmerican Airlines
Deal found 9/16$297
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 10/186:00 amMDW - JAN
1 stop4h 01mDelta
seg 10/205:58 pmJAN - MDW
1 stop4h 16mDelta
Deal found 9/17$297
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 10/185:20 amORD - JAN
1 stop5h 16mAmerican Airlines
seg 10/206:43 pmJAN - ORD
1 stop5h 10mAmerican Airlines
Deal found 9/17$298
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 10/187:30 amORD - JAN
2 stops12h 25mSouthwest
seg 10/2012:00 pmJAN - ORD
1 stop4h 25mSouthwest
Deal found 9/17$302
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 10/188:20 amMDW - JAN
2 stops6h 25mSouthwest
seg 10/208:05 pmJAN - MDW
1 stop4h 40mSouthwest
Deal found 9/17$302
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.
qua 10/225:15 amMDW - JAN
1 stop7h 15mSouthwest
seg 10/2712:00 pmJAN - MDW
1 stop8h 55mSouthwest
Deal found 9/15$307
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.
sex 10/245:17 pmORD - JAN
1 stop5h 14mAmerican Airlines
sáb 10/254:28 pmJAN - ORD
1 stop7h 25mAmerican Airlines
Deal found 9/15$312
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.
qua 10/291:30 pmORD - JAN
2 stops7h 10mSouthwest
qui 10/3012:00 pmJAN - ORD
1 stop4h 25mSouthwest
Deal found 9/15$317
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 11/79:30 amMDW - JAN
2 stops5h 00mSouthwest
seg 11/103:05 pmJAN - MDW
1 stop6h 10mSouthwest
Deal found 9/16$317

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 setembro 17, 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

qua 10/15

6:45 am-12:39 pm

1 stop5h 54m

Jackson-Evers Intl

qua 10/22

5:46 pm-10:54 pm

1 stop5h 08m

$277

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

qua 10/22

6:45 am-12:16 pm

1 stop5h 31m

Jackson-Evers Intl

seg 10/27

7:18 pm-11:58 pm

1 stop4h 40m

$287

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

qua 10/29

8:40 am-3:25 pm

1 stop6h 45m

Jackson-Evers Intl

qui 10/30

8:05 pm-12:45 am

1 stop4h 40m

$287

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

sáb 10/18

6:45 am-12:16 pm

1 stop5h 31m

Jackson-Evers Intl

seg 10/20

5:58 pm-11:58 pm

1 stop6h 00m

$297

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

qui 10/16

3:11 pm-10:01 pm

1 stop6h 50m

Jackson-Evers Intl

seg 10/20

6:15 pm-11:53 pm

1 stop5h 38m

$297

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

sáb 10/18

6:00 am-10:01 am

1 stop4h 01m

Jackson-Evers Intl

seg 10/20

5:58 pm-10:14 pm

1 stop4h 16m

$297

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

sáb 10/18

7:30 am-7:55 pm

2 stops12h 25m

Jackson-Evers Intl

seg 10/20

12:00 pm-4:25 pm

1 stop4h 25m

$302

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

sáb 10/18

8:20 am-2:45 pm

2 stops6h 25m

Jackson-Evers Intl

seg 10/20

8:05 pm-12:45 am

1 stop4h 40m

$302

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

qua 10/22

12:40 pm-8:40 pm

2 stops8h 00m

Jackson-Evers Intl

seg 10/27

12:00 pm-8:55 pm

1 stop8h 55m

$313

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

sex 11/7

9:30 am-2:30 pm

2 stops5h 00m

Jackson-Evers Intl

seg 11/10

3:05 pm-9:15 pm

1 stop6h 10m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 37 results
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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 $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.

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

What’s the top layover airport for flights from Chicago to Jackson, Mississippi?

Share of 1-stop round-trip flights from Chicago to Jackson, Mississippi chosen by Cheapflights users in the past 12 months, using the same layover each way.

Nashville (BNA) – chosen by Cheapflights users on 63% of 1-stop itineraries from Chicago to Jackson, Mississippi on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Jackson, Mississippi?

Average round-trip fare for 1-stop flights from Chicago to Jackson, Mississippi, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Houston (HOU) is the most affordable 1-stop option, with an average round-trip price of $366.

What’s the fastest layover option from Chicago to Jackson, Mississippi?

Shortest average travel time for 1-stop one-way flights from Chicago to Jackson, Mississippi, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Nashville (BNA) have the shortest average one-way travel time for 1-stop routes: 4h 55m.

Which airport typically offers the quickest layover for flights from Chicago to Jackson, Mississippi?

Average layover duration for 1-stop one-way flights from Chicago to Jackson, Mississippi, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Houston (HOU) offer the fastest connection on this route, with an average layover time of 1h 08m.

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 setembro 17, 2025.
Read reviews from past customers who have flown Southwest, Delta, and American 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
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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 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.

  • How long is the flight from Chicago to Jackson, Mississippi?

    American Airlines, Delta, and Southwest can get you from Chicago to Jackson, Mississippi in just under 5h 31m. Your travel time can differ by up to 1h 14m. Chicago and Jackson, Mississippi are separated by a distance of 678 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    According to our current data, Delta ($248), American Airlines ($256), and Southwest ($316) offers the cheapest pricing from Chicago to Jackson, Mississippi. Users have found that Delta is 39% 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 American Airlines, which is currently one of the cheapest options available, starting at $149. Delta flights start at $149 while deals on Southwest start at $154 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 $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

Traveling to a place near Jackson?

Book flights to Jackson if you plan to visit one of these locations
Vicksburg
Clinton
Flowood
Pearl

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Alternative routes for Chicago to Jackson

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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 setembro 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$248Average$460FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$256Average$360FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$316Average$466FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$356Average$449FlexibilityNo cancel feeOn-time69%

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