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

Delta, Southwest, and American Airlines can get you from Chicago to Jackson, Mississippi in just under 6h 53m. Your travel time can differ by up to 4h 02m. Chicago and Jackson, Mississippi are separated by a distance of 667 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 ($149), American Airlines ($236), and Southwest ($316) offers the cheapest pricing from Chicago to Jackson, Mississippi. Users have found that Delta is 66% 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 $119. United Airlines flights start at $124 while deals on Southwest start at $163 one-way.

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.

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).

What are the most popular airlines that fly from Chicago to Jackson, Mississippi?

Consider Delta, American Airlines or Southwest when booking your flight. These represent the most popular airlines when flying from Chicago to Jackson, Mississippi.

What is the cheapest time of day to fly from CHI to JAN?

When flying from Chicago to Jackson, Mississippi, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Most accurate provider : When it comes to deals on Chicago-Jackson, Mississippi flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Jackson, Mississippi flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

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 3 different airlines.

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.

$128+ Flights from Chicago to Jackson, MS

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

Airfare is below average for this route at the moment. Chicago to Jackson, Mississippi flights typically cost between $386 and $622 in January. The cheapest round-trip price found within the last 3 days was $276 on Delta (Jan 17-Jan 24).

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Cheap 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 December 23, 2025.

Thu 12/259:50 amMDW - JAN

1 stop7h 02mDelta

Thu 1/17:48 amJAN - MDW

1 stop6h 56mDelta

Deal found 12/21

$506

Tue 12/305:00 amMDW - JAN

1 stop6h 05mSouthwest

Sun 1/46:05 pmJAN - MDW

1 stop5h 00mSouthwest

Deal found 12/22

$512

Tue 12/301:00 pmORD - JAN

2 stops9h 05mSouthwest

Sun 1/45:20 amJAN - ORD

2 stops7h 40mSouthwest

Deal found 12/22

$532

Tue 12/305:28 pmORD - JAN

1 stop6h 44mAmerican Airlines

Sun 1/43:01 pmJAN - ORD

1 stop7h 33mAmerican Airlines

Deal found 12/22

$547

Sat 12/275:30 amMDW - JAN

1 stop5h 20mSouthwest

Wed 12/313:40 pmJAN - MDW

1 stop5h 25mSouthwest

Deal found 12/22

$576

Sat 12/275:21 amORD - JAN

1 stop6h 44mAmerican Airlines

Mon 12/295:23 amJAN - ORD

1 stop5h 31mAmerican Airlines

Deal found 12/20

$577

Thu 12/257:11 amORD - JAN

1 stop5h 37mAmerican Airlines

Thu 1/16:16 pmJAN - ORD

1 stop5h 26mAmerican Airlines

Deal found 12/21

$604

Thu 12/256:55 amMDW - JAN

1 stop5h 30mSouthwest

Thu 1/16:25 amJAN - MDW

2 stops9h 35mSouthwest

Deal found 12/21

$651

Thu 12/256:05 amORD - JAN

2 stops13h 50mSouthwest

Thu 1/16:25 amJAN - ORD

2 stops15h 25mSouthwest

Deal found 12/21

$662

Sat 12/275:21 amORD - JAN

1 stop6h 44mAmerican Airlines

Sat 1/35:10 amJAN - ORD

1 stop7h 30mAmerican Airlines

Deal found 12/22

$667

Sat 12/275:30 amMDW - JAN

1 stop5h 20mSouthwest

Sat 1/35:10 pmJAN - MDW

1 stop6h 10mSouthwest

Deal found 12/22

$667

Tue 12/302:25 pmORD - JAN

2 stops21h 01mUnited Airlines

Sun 1/45:15 pmJAN - ORD

1 stop6h 59mUnited Airlines

Deal found 12/22

$721

Best flights from Chicago to Jackson
Discover carefully curated flight deals from Chicago to Jackson that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.

Sat 1/1711:21 amMDW - JAN

1 stop6h 53mDelta

Sat 1/244:58 pmJAN - MDW

1 stop5h 24mDelta

Deal found 12/21

$276

Sat 1/178:20 amMDW - JAN

1 stop10h 55mSouthwest

Sat 1/246:00 amJAN - MDW

2 stops7h 30mSouthwest

Deal found 12/21

$343

Thu 1/17:11 amORD - JAN

1 stop7h 24mAmerican Airlines

Sun 1/45:23 amJAN - ORD

1 stop5h 31mAmerican Airlines

Deal found 12/22

$451

Sat 1/175:37 amORD - JAN

1 stop10h 25mUnited Airlines

Wed 1/212:00 pmJAN - ORD

1 stop8h 58mUnited Airlines

Deal found 12/21

$451

Thu 2/195:25 amORD - JAN

1 stop4h 45mDelta

Tue 2/242:57 pmJAN - ORD

1 stop4h 22mDelta

Deal found 12/21

$309

Sat 1/35:30 amMDW - JAN

1 stop5h 20mSouthwest

Tue 1/66:40 amJAN - MDW

2 stops10h 05mSouthwest

Deal found 12/21

$452

Sat 1/36:45 amORD - JAN

1 stop6h 46mDelta

Tue 1/66:59 pmJAN - ORD

1 stop5h 00mDelta

Deal found 12/21

$447

Thu 3/195:00 amORD - JAN

1 stop7h 40mAmerican Airlines

Sun 3/226:31 amJAN - ORD

1 stop8h 44mAmerican Airlines

Deal found 12/22

$496

Sun 1/45:05 amMDW - JAN

1 stop6h 00mSouthwest

Thu 1/81:25 pmJAN - MDW

1 stop4h 40mSouthwest

Deal found 12/20

$457

Sat 1/36:00 amMDW - JAN

1 stop5h 18mDelta

Tue 1/69:28 amJAN - MDW

1 stop7h 01mDelta

Deal found 12/21

$447

Thu 3/195:05 amMDW - JAN

2 stops6h 40mSouthwest

Sun 3/225:30 amJAN - MDW

2 stops9h 40mSouthwest

Deal found 12/22

$464

Mon 1/56:45 amMDW - JAN

1 stop4h 32mDelta

Fri 1/912:11 pmJAN - MDW

1 stop4h 18mDelta

Deal found 12/21

$447

Thu 3/192:40 pmORD - JAN

1 stop5h 00mSouthwest

Sun 3/225:30 amJAN - ORD

2 stops8h 50mSouthwest

Deal found 12/22

$482

Last-minute flights from Chicago to Jackson
Discover last-minute flight deals from Chicago to Jackson. Data last updated December 23, 2025 and is based on user searches.

Thu 12/259:50 amMDW - JAN

1 stop7h 02mDelta

Thu 1/17:48 amJAN - MDW

1 stop6h 56mDelta

Deal found 12/21

$506

Tue 12/305:00 amMDW - JAN

1 stop6h 05mSouthwest

Sun 1/46:05 pmJAN - MDW

1 stop5h 00mSouthwest

Deal found 12/22

$512

Fri 1/26:45 amORD - JAN

1 stop4h 33mDelta

Tue 1/66:59 pmJAN - ORD

1 stop5h 00mDelta

Deal found 12/21

$512

Sat 1/36:45 amORD - JAN

1 stop6h 46mDelta

Tue 1/66:59 pmJAN - ORD

1 stop5h 00mDelta

Deal found 12/21

$447

Sat 1/36:00 amMDW - JAN

1 stop5h 18mDelta

Tue 1/69:28 amJAN - MDW

1 stop7h 01mDelta

Deal found 12/21

$447

Sat 1/35:30 amMDW - JAN

1 stop5h 20mSouthwest

Tue 1/66:40 amJAN - MDW

2 stops10h 05mSouthwest

Deal found 12/21

$452

Sat 1/31:00 pmORD - JAN

2 stops9h 30mSouthwest

Tue 1/66:40 amJAN - ORD

2 stops15h 10mSouthwest

Deal found 12/21

$509

Sun 1/45:05 amMDW - JAN

1 stop6h 00mSouthwest

Thu 1/81:25 pmJAN - MDW

1 stop4h 40mSouthwest

Deal found 12/20

$457

Sun 1/119:55 amORD - JAN

1 stop4h 11mDelta

Sun 1/185:32 amJAN - ORD

1 stop4h 35mDelta

Deal found 12/22

$351

Sat 1/1711:21 amMDW - JAN

1 stop6h 53mDelta

Sat 1/244:58 pmJAN - MDW

1 stop5h 24mDelta

Deal found 12/21

$276

Sat 1/178:20 amMDW - JAN

1 stop10h 55mSouthwest

Sat 1/246:00 amJAN - MDW

2 stops7h 30mSouthwest

Deal found 12/21

$343

Sat 1/175:37 amORD - JAN

1 stop10h 25mUnited Airlines

Wed 1/212:00 pmJAN - ORD

1 stop8h 58mUnited Airlines

Deal found 12/21

$451

One-way flights from Chicago to Jackson
Search for one-way flight options from Chicago to Jackson. Find affordable one-way fares based on user searches. Data last updated December 23, 2025.

Sun 1/186:45 amMDW - JAN

1 stop4h 32mDelta

Deal found 12/21

$128

Fri 1/161:15 pmORD - JAN

1 stop6h 28mAmerican Airlines

Deal found 12/22

$194

Sun 1/186:50 amMDW - JAN

2 stops7h 50mSouthwest

Deal found 12/21

$195

Wed 1/712:00 pmORD - JAN

1 stop6h 14mDelta

Deal found 12/22

$224

Wed 1/75:31 pmMDW - JAN

1 stop4h 19mDelta

Deal found 12/22

$224

Fri 1/26:45 amORD - JAN

1 stop4h 33mDelta

Deal found 12/21

$289

Sun 12/285:05 amMDW - JAN

1 stop6h 00mSouthwest

Deal found 12/21

$289

Fri 1/166:00 pmORD - JAN

2 stops22h 02mUnited Airlines

Deal found 12/22

$330

Fri 12/265:29 pmORD - JAN

1 stop5h 36mDelta

Deal found 12/22

$379

Fri 12/262:50 pmMDW - JAN

1 stop7h 15mSouthwest

Deal found 12/22

$379

Fri 12/263:05 pmORD - JAN

2 stops7h 00mSouthwest

Deal found 12/22

$384

Wed 1/76:15 pmORD - JAN

2 stops19h 07mUnited Airlines

Deal found 12/22

$385

Find flight deals from Chicago to Jackson

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$276 (Delta)
One-way from	$128 (Delta)
Popular in	December
Cheapest in	June
Average price	$726

Provider with most accurate pricing for Chicago (CHI)-Jackson-Evers Intl flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago (CHI)-Jackson-Evers Intl flights.

Search Deals

From Chicago (CHI) to Jackson-Evers Intl

Search Deals

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

Search Deals

Highest demand for flights based on searches. 9% potential increase in price ($49 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 6% potential price decrease ($26 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 1/17

11:21 am-6:14 pm

1 stop6h 53m

Jackson-Evers Intl

Sat 1/24

4:58 pm-10:22 pm

1 stop5h 24m

$276

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Thu 2/19

5:25 am-10:10 am

1 stop4h 45m

Jackson-Evers Intl

Tue 2/24

2:57 pm-7:19 pm

1 stop4h 22m

$309

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 1/17

8:20 am-7:15 pm

1 stop10h 55m

Jackson-Evers Intl

Sat 1/24

6:00 am-1:30 pm

2 stops7h 30m

$343

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Sat 1/3

6:45 am-1:31 pm

1 stop6h 46m

Jackson-Evers Intl

Tue 1/6

6:59 pm-11:59 pm

1 stop5h 00m

$447

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 1/3

6:00 am-11:18 am

1 stop5h 18m

Jackson-Evers Intl

Tue 1/6

9:28 am-4:29 pm

1 stop7h 01m

$447

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Mon 1/5

6:45 am-11:17 am

1 stop4h 32m

Jackson-Evers Intl

Fri 1/9

12:11 pm-4:29 pm

1 stop4h 18m

$447

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Thu 1/1

7:11 am-2:35 pm

1 stop7h 24m

Jackson-Evers Intl

Sun 1/4

5:23 am-10:54 am

1 stop5h 31m

$451

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Sat 1/17

5:37 am-4:02 pm

1 stop10h 25m

Jackson-Evers Intl

Wed 1/21

2:00 pm-10:58 pm

1 stop8h 58m

$451

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 1/3

5:30 am-10:50 am

1 stop5h 20m

Jackson-Evers Intl

Tue 1/6

6:40 am-4:45 pm

2 stops10h 05m

$452

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sun 1/4

5:05 am-11:05 am

1 stop6h 00m

Jackson-Evers Intl

Thu 1/8

1:25 pm-6:05 pm

1 stop4h 40m

$457

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 32 results

Compare providers for flights from Chicago to Jackson

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Jackson in December.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Jackson, Mississippi flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

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, April is the cheapest month in which you can book a flight from Chicago to Jackson, Mississippi (average of $159). Flying from Chicago to Jackson, Mississippi in January is currently the most expensive (average of $346). 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?

Nashville (BNA) – chosen by Cheapflights users on 71% of 1-stop itineraries from Chicago to Jackson, Mississippi on Cheapflights.

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

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?

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?

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

Reviews of airlines servicing Jackson

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

4,253 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Southwest

8.0

Very good

4,253 reviews

Southwest

8.0

Very good

4,253 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Delta

7.9

Good

8,014 reviews

Southwest

8.0

Very good

4,253 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

American Airlines

7.2

Good

11,054 reviews

Southwest

8.0

Very good

4,253 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

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 3 different airlines.
How long is the flight from Chicago to Jackson, Mississippi?
Delta, Southwest, and American Airlines can get you from Chicago to Jackson, Mississippi in just under 6h 53m. Your travel time can differ by up to 4h 02m. Chicago and Jackson, Mississippi are separated by a distance of 667 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 ($149), American Airlines ($236), and Southwest ($316) offers the cheapest pricing from Chicago to Jackson, Mississippi. Users have found that Delta is 66% 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 $119. United Airlines flights start at $124 while deals on Southwest start at $163 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, April is the cheapest month in which you can book a flight from Chicago to Jackson, Mississippi (average of $159). Flying from Chicago to Jackson, Mississippi in January is currently the most expensive (average of $346). 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 3 airlines flying from Chicago to Jackson

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$236	Average$397	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$248	Average$467	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$316	Average$486	FlexibilityNo cancel fee	On-time63%

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$128+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.

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Cheap flight deals from Chicago to Jackson

Cheapest flights from Chicago to JacksonExplore 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 December 23, 2025.

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 December 23, 2025.

Find flight deals from Chicago to Jackson

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Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Jackson that are best for you.

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 December.

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.

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?

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.

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.

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.

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.

Reviews of airlines servicing Jackson

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.

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?

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

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

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

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

How can I find direct flights from Chicago to Jackson?

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

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

Traveling to a place near Jackson?

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Alternative routes for Chicago to Jackson

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Top 3 airlines flying from Chicago to Jackson

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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 December 23, 2025.