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$107+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Mar 4 — Mar 111
Tue 3/4
Tue 3/11
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 February 27, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$214
(Southwest)

One-way from

$107
(Southwest)

Popular in

February

Cheapest in

October

Average price

$568
Provider with most accurate pricing for Chicago (CHI)-Jackson-Evers Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Jackson-Evers Intl flights.
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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. 14% potential increase in price ($72 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 27, 2025.

This Southwest deal was found by Cheapflights users on 2/26. 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 4/96:30 amMDW - JAN
1 stop5h 50mSouthwest
Wed 4/162:25 pmJAN - MDW
1 stop4h 30mSouthwest
Deal found 2/26$214
This American Airlines deal was found by Cheapflights users on 2/26. 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 4/128:27 amORD - JAN
1 stop7h 41mAmerican Airlines
Sat 4/195:18 amJAN - ORD
1 stop5h 49mAmerican Airlines
Deal found 2/26$257
This Delta deal was found by Cheapflights users on 2/26. 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 4/126:00 amMDW - JAN
1 stop5h 35mDelta
Sat 4/1912:16 pmJAN - MDW
1 stop5h 43mDelta
Deal found 2/26$257
This Southwest deal was found by Cheapflights users on 2/27. 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 4/311:25 amORD - JAN
1 stop8h 10mSouthwest
Mon 4/712:15 pmJAN - ORD
1 stop9h 15mSouthwest
Deal found 2/27$261
This United Airlines deal was found by Cheapflights users on 2/26. 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.
Wed 4/93:52 pmORD - JAN
1 stop6h 16mUnited Airlines
Wed 4/1611:59 amJAN - ORD
2 stops11h 15mUnited Airlines
Deal found 2/26$369
This Delta deal was found by Cheapflights users on 2/26. 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 3/69:38 amORD - JAN
1 stop4h 37mDelta
Sun 3/97:26 pmJAN - ORD
1 stop4h 30mDelta
Deal found 2/26$527

Find flights from Chicago to Jackson within your budget

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 February 27, 2025.

Fly from

Chicago

Fly to

Jackson

Route

Depart

Return

Price

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 4/9

6:30 am-12:20 pm

1 stop5h 50m

Jackson-Evers Intl

Wed 4/16

2:25 pm-6:55 pm

1 stop4h 30m

$214

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Sat 4/12

8:27 am-4:08 pm

1 stop7h 41m

Jackson-Evers Intl

Sat 4/19

5:18 am-11:07 am

1 stop5h 49m

$257

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 4/12

6:00 am-11:35 am

1 stop5h 35m

Jackson-Evers Intl

Sat 4/19

12:16 pm-5:59 pm

1 stop5h 43m

$257

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Thu 4/3

11:25 am-7:35 pm

1 stop8h 10m

Jackson-Evers Intl

Mon 4/7

12:15 pm-9:30 pm

1 stop9h 15m

$261

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Wed 4/9

3:52 pm-10:08 pm

1 stop6h 16m

Jackson-Evers Intl

Wed 4/16

11:59 am-11:14 pm

2 stops11h 15m

$369

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Fri 3/7

5:45 am-11:38 am

1 stop5h 53m

Jackson-Evers Intl

Sat 3/8

5:05 pm-11:49 pm

1 stop6h 44m

$633

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 4/9

6:30 am-12:20 pm

1 stop5h 50m

$107

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Sat 4/12

8:27 am-4:08 pm

1 stop7h 41m

$128

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 4/12

6:00 am-11:35 am

1 stop5h 35m

$129

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Wed 4/9

7:30 am-8:50 pm

2 stops13h 20m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

Showing 1-10 of 12 results
1
2

Compare providers for flights from Chicago to Jackson

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Jackson in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Jackson, Mississippi flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Jackson, Mississippi flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Jackson, Mississippi flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Jackson, Mississippi flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Jackson, Mississippi flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Chicago to Jackson

Get recent, data-driven insights about flights from Chicago to Jackson including ideal travel times, pricing trends, and more.

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 $471). 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.

Rainfall in Jackson by month

Plan your trip to Jackson by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Jackson, Mississippi ranges from 2.2 - 5.6 inches per month. December is typically the wettest month, when rainfall can reach 5.6 in. October is typically the driest time to visit Jackson, Mississippi when rainfall is around 2.2 in.

Temperature in Jackson by month

Plan your trip to Jackson by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Jackson, Mississippi, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 48.2 F).

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 February 27, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines from Chicago to Jackson to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,362 reviews

Crew

8.7

Entertainment

7.6

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Southwest
8.1
Very good
4,362 reviews
Southwest
8.1
Very good
4,362 reviews

Crew

8.7

Entertainment

7.6

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Delta
8.0
Very good
8,140 reviews
Southwest
8.1
Very good
4,362 reviews

Crew

8.7

Entertainment

7.6

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

United Airlines
7.4
Good
8,723 reviews
Southwest
8.1
Very good
4,362 reviews

Crew

8.7

Entertainment

7.6

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,362 reviews

Crew

8.7

Entertainment

7.6

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

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, Southwest ($214), American Airlines ($257), and Delta ($257) offers the cheapest pricing from Chicago to Jackson, Mississippi. Users have found that Southwest is 48% 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 Southwest, which is currently one of the cheapest options available, starting at $107. American Airlines flights start at $128 while deals on Delta start at $129 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 $471). 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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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 February 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$267Average$374FlexibilityNo cancel feeOn-time71%
DeltaCheapest$276Average$427FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$336Average$441FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$356Average$449FlexibilityNo cancel feeOn-time69%
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