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CHI - JAN

Find cheap flights from Chicago to Jackson from $122

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Jackson departing on 5/31. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Wed 6/12
Wed 6/19

Search hundreds of travel sites at once for deals on flights to Jackson

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Jackson, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Jackson, as well as popular online travel agencies
In the last 7 days travelers have searched 41,771,603 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Jackson (CHI-JAN)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Jackson that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:55 am - 3:27 pmORD-JAN
5h 32m1 stop
4:44 pm - 11:36 pmJAN-ORD
6h 52m1 stop
$243American Airlines
Find Deal
Wed, Sep 18 - Sat, Sep 21
6:50 pm - 11:15 pmMDW-JAN
4h 25m1 stop
11:05 am - 5:16 pmJAN-MDW
6h 11m1 stop
$246Delta
Find Deal
Wed, Sep 18 - Sat, Sep 21
10:11 am - 3:51 pmMDW-JAN
5h 40m1 stop
5:37 pm - 9:47 pmJAN-MDW
4h 10m1 stop
$291Delta
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Thu, Aug 22 - Sun, Aug 25
9:45 am - 3:43 pmORD-JAN
5h 58m1 stop
4:12 pm - 11:59 pmJAN-ORD
7h 47m1 stop
$343American Airlines
Find Deal
Fri, Jul 5 - Tue, Jul 9
5:59 pm - 6:03 pmMDW-JAN
24h 04m2 stops
5:37 pm - 9:47 pmJAN-MDW
4h 10m1 stop
$380Delta
Find Deal
Thu, Aug 22 - Sun, Aug 25
5:30 am - 10:22 amORD-JAN
4h 52m1 stop
6:45 pm - 11:58 pmJAN-ORD
5h 13m1 stop
$429American Airlines
Find Deal
Fri, Jun 14 - Sun, Jun 16
5:15 am - 12:08 pmORD-JAN
6h 53m1 stop
11:03 am - 3:46 pmJAN-ORD
4h 43m1 stop
$433American Airlines
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Thu, May 23 - Mon, May 27
7:00 am - 9:44 pmORD-JAN
14h 44m2 stops
4:55 pm - 7:41 amJAN-ORD
14h 46m2 stops
$522United Airlines
Find Deal
Fri, Jul 5 - Tue, Jul 9
7:10 am - 9:44 pmORD-JAN
14h 34m2 stops
4:55 pm - 12:13 amJAN-ORD
7h 18m1 stop
$530United Airlines
Find Deal
Fri, Jul 5 - Tue, Jul 9
7:40 pm - 1:33 pmORD-JAN
17h 53m2 stops
5:20 pm - 12:13 amJAN-ORD
6h 53m1 stop
$538United Airlines
Find Deal
Fri, Jun 14 - Sun, Jun 16

Flights from Chicago to Jackson - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Jackson to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Jackson?

The average price of all flights from Chicago to Jackson, Mississippi clicked on KAYAK for each day over the last 12 months.
When flying from Chicago to Jackson, you should consider leaving on a Saturday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

What is the cheapest month to fly from Chicago to Jackson, Mississippi?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Jackson, Mississippi, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Jackson, Mississippi is September, where tickets cost $314 on average. On the other hand, the most expensive months are November and March, where the average cost of tickets is $612 and $552 respectively.

How far in advance should I book a flight from Chicago to Jackson, Mississippi?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to Jackson, Mississippi, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to Jackson, Mississippi, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 29 days before departure.

Which airlines provide the cheapest flights from Chicago to Jackson?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Chicago to Jackson found by KAYAK users in the last 72 hours was for $243 on American Airlines, followed by Delta ($246). One-way flight deals have also been found from as low as $122 on American Airlines and from $232 on United Airlines.

Good to know

Low season

August

High season

May

Cheapest flight

$122
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Chicago O'Hare Airport to Jackson

When to book flights from Chicago to Jackson

Are your dates flexible? Find out the best times to travel from Chicago to Jackson based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Jackson

  • What is the cheapest flight from Chicago to Jackson, Mississippi?

    In the last 3 days, the lowest price for a flight from Chicago to Jackson, Mississippi was $122 for a one-way ticket and $243 for a round-trip.

  • Do I need a passport to fly between Chicago and Jackson?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago to Jackson?

    On your way to Jackson, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at Jackson-Evers Intl.

  • Which aircraft models fly most regularly from Chicago to Jackson?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Jackson?

    oneworld, Star Alliance, and SkyTeam are the airline alliances operating flights between Chicago and Jackson, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Jackson, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Jackson are Delta and American Airlines. With an average price for the route of $462 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $465 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Chicago to Jackson?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Jackson.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Jackson?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Jackson from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Jackson?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Jackson with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Jackson?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Jackson from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Chicago to Jackson

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Jackson. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Jackson? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10736 reviews
7.9Comfort
8.6Crew
8.0Entertainment
7.4Food
8.2Boarding
Airline reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

2.0 MediocreDevan, May 2024AUS - BOS
Read more about Delta reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Book cheap flights from Chicago to Jackson

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Jackson found on KAYAK in the last 72 hours.
5/31Fri
1 stopAmerican Airlines
7h 38mORD-JAN
$122
5/28Tue
1 stopAmerican Airlines
6h 53mORD-JAN
$192
6/1Sat
1 stopAmerican Airlines
7h 17mORD-JAN
$193
5/31Fri
2 stopsUnited Airlines
14h 19mORD-JAN
$232
5/28Tue
2 stopsAmerican Airlines
10h 08mORD-JAN
$288
6/1Sat
2 stopsUnited Airlines
14h 39mORD-JAN
$347
5/31Fri
3 stopsUnited Airlines
13h 02mORD-JAN
$4,587

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Last minute flights from Chicago to Jackson

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Jackson that are departing in the next 10 days.
5/14Tue
multi-stopUnited Airlines
7h 19mORD-JAN
5/19Sun
multi-stopUnited Airlines
6h 52mJAN-ORD
$579
5/14Tue
multi-stopAmerican Airlines
10h 08mORD-JAN
5/19Sun
multi-stopAmerican Airlines
5h 36mJAN-ORD
$675
5/16Thu
multi-stopDelta
7h 12mMDW-JAN
5/20Mon
multi-stopDelta
4h 31mJAN-MDW
$702
5/14Tue
multi-stopAmerican Airlines
9h 30mORD-JAN
5/19Sun
multi-stopAmerican Airlines
7h 18mJAN-ORD
$812
5/16Thu
multi-stopDelta
6h 33mMDW-JAN
5/20Mon
multi-stopDelta
4h 31mJAN-MDW
$1,118
5/16Thu
multi-stopDelta
6h 33mMDW-JAN
5/20Mon
multi-stopDelta
7h 48mJAN-MDW
$2,042

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Flights to Jackson

Destination:

Jackson (JAN)United States

Return flight deals:

Jackson - Chicago

Cabin classes: