HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Jackson

$134+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Jackson with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$297
(American Airlines)

One-way from

$134
(Delta)

Popular in

April

Cheapest in

June

Average price

$482
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. 6% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 octubre 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/29. 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.
mié. 11/193:50 pmORD - JAN
1 stop6h 06mAmerican Airlines
sáb. 11/224:21 pmJAN - ORD
1 stop6h 36mAmerican Airlines
Deal found 10/29$297
This American Airlines deal was found by Cheapflights users on 10/29. 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.
vie. 12/53:52 pmORD - JAN
1 stop6h 00mAmerican Airlines
lun. 12/86:44 amJAN - ORD
1 stop6h 24mAmerican Airlines
Deal found 10/29$322
This Southwest deal was found by Cheapflights users on 10/29. 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.
vie. 12/58:50 amMDW - JAN
1 stop6h 15mSouthwest
lun. 12/83:40 pmJAN - MDW
1 stop5h 25mSouthwest
Deal found 10/29$332
This Delta deal was found by Cheapflights users on 10/29. 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.
mié. 11/196:00 amMDW - JAN
1 stop5h 34mDelta
sáb. 11/225:59 pmJAN - MDW
1 stop5h 41mDelta
Deal found 10/29$342
This Southwest deal was found by Cheapflights users on 10/30. 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.
jue. 12/182:20 pmMDW - JAN
1 stop5h 15mSouthwest
dom. 1/46:05 pmJAN - MDW
1 stop5h 00mSouthwest
Deal found 10/30$352
This American Airlines deal was found by Cheapflights users on 10/29. 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.
vie. 11/285:18 amORD - JAN
1 stop6h 26mAmerican Airlines
vie. 12/56:44 amJAN - ORD
1 stop6h 24mAmerican Airlines
Deal found 10/29$357
This Southwest deal was found by Cheapflights users on 10/29. 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.
mié. 11/199:20 amMDW - JAN
1 stop8h 20mSouthwest
sáb. 11/225:15 amJAN - MDW
2 stops6h 30mSouthwest
Deal found 10/29$357
This Delta deal was found by Cheapflights users on 10/29. 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.
mar. 11/185:23 amORD - JAN
1 stop6h 11mDelta
mié. 11/195:30 amJAN - ORD
1 stop4h 49mDelta
Deal found 10/29$372
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/211:11 pmORD - JAN
1 stop8h 39mAmerican Airlines
dom. 11/235:22 amJAN - ORD
1 stop6h 25mAmerican Airlines
Deal found 10/30$387
This American Airlines deal was found by Cheapflights users on 10/29. 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.
mar. 12/235:21 amORD - JAN
1 stop6h 56mAmerican Airlines
mar. 12/306:16 pmJAN - ORD
1 stop5h 26mAmerican Airlines
Deal found 10/29$418
This Southwest deal was found by Cheapflights users on 10/29. 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.
mié. 11/196:05 amORD - JAN
2 stops13h 50mSouthwest
sáb. 11/225:15 amJAN - ORD
2 stops10h 10mSouthwest
Deal found 10/29$434
This Southwest deal was found by Cheapflights users on 10/30. 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.
vie. 11/215:10 amMDW - JAN
1 stop6h 05mSouthwest
dom. 11/233:05 pmJAN - MDW
1 stop6h 10mSouthwest
Deal found 10/30$444

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 octubre 30, 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

vie. 12/5

3:52 pm-9:52 pm

1 stop6h 00m

Jackson-Evers Intl

lun. 12/8

6:44 am-1:08 pm

1 stop6h 24m

$322

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

vie. 12/5

1:20 pm-7:55 pm

2 stops6h 35m

Jackson-Evers Intl

lun. 12/8

3:40 pm-9:05 pm

1 stop5h 25m

$337

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

mié. 11/19

6:00 am-11:34 am

1 stop5h 34m

Jackson-Evers Intl

sáb. 11/22

5:59 pm-11:40 pm

1 stop5h 41m

$342

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

jue. 12/18

2:20 pm-7:35 pm

1 stop5h 15m

Jackson-Evers Intl

dom. 1/4

6:05 pm-11:05 pm

1 stop5h 00m

$352

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

mié. 11/19

9:20 am-5:40 pm

1 stop8h 20m

Jackson-Evers Intl

sáb. 11/22

5:15 am-11:45 am

2 stops6h 30m

$357

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

mar. 11/18

5:23 am-11:34 am

1 stop6h 11m

Jackson-Evers Intl

mié. 11/19

5:30 am-10:19 am

1 stop4h 49m

$372

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

mar. 3/31

5:25 pm-11:23 pm

1 stop5h 58m

Jackson-Evers Intl

jue. 4/2

7:45 am-12:01 pm

1 stop4h 16m

$443

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

vie. 11/21

5:10 am-11:15 am

1 stop6h 05m

Jackson-Evers Intl

dom. 11/23

3:05 pm-9:15 pm

1 stop6h 10m

$444

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

vie. 11/14

5:40 pm-11:35 pm

1 stop5h 55m

Jackson-Evers Intl

dom. 11/16

6:44 am-3:01 pm

1 stop8h 17m

$447

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

vie. 11/14

5:40 pm-11:35 pm

1 stop5h 55m

Jackson-Evers Intl

mar. 11/18

4:23 pm-11:37 pm

1 stop7h 14m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 42 results
1
2
3
...
5

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 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 $164). 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?

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 octubre 30, 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
4,243 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

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
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

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
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

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
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

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, Southwest, and Delta can get you from Chicago to Jackson, Mississippi in just under 5h 34m. Your travel time can differ by up to 41m. 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, American Airlines ($236), Delta ($248), and Southwest ($316) offers the cheapest pricing from Chicago to Jackson, Mississippi. Users have found that American Airlines is 44% 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 $134. American Airlines flights start at $134 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, April is the cheapest month in which you can book a flight from Chicago to Jackson, Mississippi (average of $164). 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

Traveling to a place near Jackson?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Jackson

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Memphis flights
Midway to Memphis flights
O'Hare Intl to Jackson flights
Midway to Jackson flights
O'Hare Intl to Mobile flights
O'Hare Intl to Gulfport flights
Midway to Mobile flights
O'Hare Intl to Baton Rouge flights
St. Louis to Mobile flights
Midway to Gulfport flights
St. Louis to Gulfport flights
St. Louis to Memphis flights
Midway to Baton Rouge flights
St. Louis to Baton Rouge flights
Moline to Mobile flights
O'Hare Intl to Columbus flights
St. Louis to Jackson flights
Peoria to Memphis flights
O'Hare Intl to Meridian flights
St. Louis to Alexandria flights
Bloomington to Alexandria flights
Moline to Baton Rouge flights
Peoria to Mobile flights
Peoria to Baton Rouge flights
Moline to Memphis flights
Midway to Alexandria flights
O'Hare Intl to Alexandria flights
Peoria to Alexandria flights
Bloomington to Mobile flights
Moline to Alexandria flights
Bloomington to Baton Rouge flights
Evansville to Baton Rouge flights
Dubuque to Mobile flights
Bloomington to Gulfport flights
Springfield to Alexandria flights

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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$236Average$397FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$465FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$316Average$466FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$356Average$449FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.