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$113+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$206
(Southwest)

One-way from

$113
(Delta)

Popular in

April

Cheapest in

October

Average price

$321
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 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 September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/10. 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 9/3011:45 amMDW - JAN
1 stop6h 25mSouthwest
Tue 10/76:30 amJAN - MDW
1 stop7h 05mSouthwest
Deal found 9/10$206
This Delta deal was found by Cheapflights users on 9/11. 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 10/26:45 amORD - JAN
1 stop5h 41mDelta
Sat 10/46:01 pmJAN - ORD
1 stop4h 13mDelta
Deal found 9/11$213
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/25:00 amORD - JAN
1 stop5h 33mAmerican Airlines
Fri 10/36:00 pmJAN - ORD
1 stop5h 59mAmerican Airlines
Deal found 9/11$238
This Southwest deal was found by Cheapflights users on 9/10. 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.
Wed 10/16:25 amMDW - JAN
1 stop6h 15mSouthwest
Fri 10/312:00 pmJAN - MDW
1 stop7h 00mSouthwest
Deal found 9/10$252
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/156:45 amORD - JAN
1 stop5h 54mAmerican Airlines
Thu 10/166:43 pmJAN - ORD
1 stop5h 10mAmerican Airlines
Deal found 9/9$255
This Delta deal was found by Cheapflights users on 9/11. 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 10/26:00 amMDW - JAN
1 stop6h 26mDelta
Sat 10/43:10 pmJAN - MDW
1 stop6h 00mDelta
Deal found 9/11$292
This American Airlines deal was found by Cheapflights users on 9/9. 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 11/73:50 pmORD - JAN
1 stop6h 06mAmerican Airlines
Sun 11/94:21 pmJAN - ORD
1 stop8h 07mAmerican Airlines
Deal found 9/9$293
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/114:56 pmORD - JAN
1 stop7h 16mAmerican Airlines
Mon 10/136:43 pmJAN - ORD
1 stop5h 10mAmerican Airlines
Deal found 9/10$295
This American Airlines deal was found by Cheapflights users on 9/8. 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 10/83:11 pmORD - JAN
1 stop6h 50mAmerican Airlines
Wed 10/153:32 pmJAN - ORD
1 stop5h 42mAmerican Airlines
Deal found 9/8$297
This Southwest deal was found by Cheapflights users on 9/8. 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.
Wed 10/81:30 pmORD - JAN
2 stops7h 10mSouthwest
Wed 10/156:30 amJAN - ORD
2 stops8h 50mSouthwest
Deal found 9/8$301
This Southwest deal was found by Cheapflights users on 9/11. 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 10/211:25 amMDW - JAN
1 stop5h 55mSouthwest
Fri 10/312:00 pmJAN - MDW
1 stop7h 00mSouthwest
Deal found 9/11$303
This Southwest deal was found by Cheapflights users on 9/10. 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 10/211:25 amMDW - JAN
1 stop5h 55mSouthwest
Sat 10/43:20 pmJAN - MDW
1 stop5h 00mSouthwest
Deal found 9/10$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 September 11, 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

MDW - JAN

MDWJAN

Chicago Midway

Tue 9/30

10:30 am-6:10 pm

2 stops7h 40m

Jackson-Evers Intl

Tue 10/7

7:05 pm-11:35 pm

1 stop4h 30m

$211

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Thu 10/2

6:45 am-12:26 pm

1 stop5h 41m

Jackson-Evers Intl

Sat 10/4

6:01 pm-10:14 pm

1 stop4h 13m

$213

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 10/1

6:25 am-12:40 pm

1 stop6h 15m

Jackson-Evers Intl

Fri 10/3

12:00 pm-7:00 pm

1 stop7h 00m

$252

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 10/2

6:00 am-12:26 pm

1 stop6h 26m

Jackson-Evers Intl

Sat 10/4

3:10 pm-9:10 pm

1 stop6h 00m

$292

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Wed 10/8

1:30 pm-8:40 pm

2 stops7h 10m

Jackson-Evers Intl

Wed 10/15

6:30 am-3:20 pm

2 stops8h 50m

$301

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 10/2

11:25 am-5:20 pm

1 stop5h 55m

Jackson-Evers Intl

Fri 10/3

12:00 pm-7:00 pm

1 stop7h 00m

$303

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Fri 9/26

5:30 am-10:45 am

1 stop5h 15m

Jackson-Evers Intl

Tue 9/30

1:11 pm-7:00 pm

1 stop5h 49m

$318

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Fri 9/26

6:00 am-10:45 am

1 stop4h 45m

Jackson-Evers Intl

Tue 9/30

5:50 am-9:40 am

1 stop3h 50m

$318

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 10/2

10:25 am-7:25 pm

2 stops9h 00m

Jackson-Evers Intl

Sat 10/4

3:20 pm-8:20 pm

1 stop5h 00m

$342

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Fri 10/10

6:36 pm-12:12 am

1 stop5h 36m

Jackson-Evers Intl

Mon 10/13

6:43 pm-11:53 pm

1 stop5h 10m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 30 results
1
2
3

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?

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 September 11, 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
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

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
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

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
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

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 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?

    Southwest, Delta, and American Airlines can get you from Chicago to Jackson, Mississippi in just under 5h 36m. Your travel time can differ by up to 2h 04m. 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 Delta, which is currently one of the cheapest options available, starting at $113. Southwest flights start at $136 while deals on American Airlines start at $149 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 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

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 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$248Average$455FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$256Average$357FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$316Average$464FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$356Average$449FlexibilityNo cancel feeOn-time69%

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