JAN - CHI

$143 Find Cheap Flights from Jackson to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jackson to Chicago departing on 12/18. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jackson to Chicago, 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 Jackson to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 47,107,125 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

World’s Best Airfare Search Site for 2024

Cheap Flight Deals from Jackson to Chicago (JAN-CHI)

 
These are the cheapest deals for flights from Jackson to Chicago currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Jackson to Chicago

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Jackson to Chicago.

Recent one-way flight deals from Jackson to Chicago

Only flying one-way? Below are some of the best one-way flight deals from Jackson to Chicago found on KAYAK recently.

Recent last minute flight deals from Jackson to Chicago

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Jackson to Chicago.

Recent direct flight deals from Jackson to Chicago

The latest deals for direct flights from Jackson to Chicago so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Jackson to Chicago

Find recent round-trip train or bus tickets from Jackson to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
2:05 pm - 7:55 pmJAN-ORD
5h 50m1 stop
5:45 am - 11:11 amORD-JAN
5h 26m1 stop
$286United Airlines
Find Deal
Tue, Dec 10 - Wed, Dec 11
6:00 pm - 10:06 pmJAN-MDW
4h 06m1 stop
6:00 am - 10:22 amMDW-JAN
4h 22m1 stop
$286Delta
Find Deal
Tue, Dec 10 - Wed, Dec 11
7:40 am - 12:48 pmJAN-ORD
5h 08m1 stop
7:00 am - 11:00 pmORD-JAN
16h 00m2 stops
$299Delta
Find Deal
Mon, Dec 16 - Wed, Dec 25
4:35 pm - 12:14 amJAN-ORD
7h 39m1 stop
5:10 am - 10:27 amORD-JAN
5h 17m1 stop
$326American Airlines
Find Deal
Fri, Dec 13 - Sun, Dec 15
1:15 pm - 10:00 pmJAN-ORD
8h 45m2 stops
6:15 am - 2:25 pmORD-JAN
8h 10m2 stops
$331Southwest
Find Deal
Wed, Dec 18 - Sat, Dec 21
1:15 pm - 9:30 pmJAN-ORD
8h 15m1 stop
7:30 am - 9:25 pmORD-JAN
13h 55m2 stops
$356Southwest
Find Deal
Thu, Dec 12 - Sun, Dec 15
1:00 pm - 11:57 pmJAN-ORD
10h 57m1 stop
5:10 am - 10:27 amORD-JAN
5h 17m1 stop
$365American Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
6:00 pm - 10:06 pmJAN-MDW
4h 06m1 stop
6:00 am - 11:31 amMDW-JAN
5h 31m1 stop
$366Delta
Find Deal
Fri, Dec 13 - Sun, Dec 15
1:15 pm - 9:30 pmJAN-ORD
8h 15m1 stop
11:25 am - 5:20 pmORD-JAN
5h 55m1 stop
$371Southwest
Find Deal
Wed, Dec 18 - Sat, Dec 21
1:15 pm - 9:15 pmJAN-MDW
8h 00m1 stop
11:40 am - 7:20 pmMDW-JAN
7h 40m2 stops
$381Southwest
Find Deal
Thu, Dec 12 - Sun, Dec 15
7:15 am - 4:09 pmJAN-ORD
8h 54m1 stop
$143American Airlines
Find Deal
Wed, Dec 18
6:00 am - 11:58 amJAN-MDW
5h 58m1 stop
$143Delta
Find Deal
Wed, Dec 18
5:00 am - 10:56 amJAN-ORD
5h 56m1 stop
$148American Airlines
Find Deal
Tue, Nov 26
6:00 am - 11:58 amJAN-MDW
5h 58m1 stop
$148Delta
Find Deal
Tue, Nov 26
1:15 pm - 10:00 pmJAN-ORD
8h 45m2 stops
$153Southwest
Find Deal
Wed, Dec 18
1:15 pm - 9:15 pmJAN-MDW
8h 00m1 stop
$173Southwest
Find Deal
Tue, Dec 24
3:50 pm - 10:20 pmJAN-MDW
6h 30m2 stops
$178Southwest
Find Deal
Tue, Dec 24
3:50 pm - 10:20 pmJAN-MDW
6h 30m2 stops
$198Southwest
Find Deal
Wed, Dec 18
5:35 am - 2:00 pmJAN-ORD
8h 25m2 stops
$223Southwest
Find Deal
Tue, Nov 26
7:05 am - 8:24 pmJAN-ORD
13h 19m2 stops
$514United Airlines
Find Deal
Tue, Nov 26
12:45 pm - 9:30 pmJAN-ORD
8h 45m1 stop
6:15 am - 12:20 pmORD-JAN
6h 05m1 stop
$626Southwest
Find Deal
Thu, Nov 21 - Sun, Dec 1
3:30 pm - 9:10 pmJAN-MDW
5h 40m1 stop
9:25 am - 4:25 pmMDW-JAN
7h 00m1 stop
$626Southwest
Find Deal
Thu, Nov 21 - Sun, Dec 1
6:30 pm - 12:16 amJAN-ORD
5h 46m1 stop
5:00 am - 12:17 pmORD-JAN
7h 17m1 stop
$630American Airlines
Find Deal
Sun, Nov 24 - Sat, Nov 30
5:50 am - 2:25 pmJAN-ORD
8h 35m2 stops
6:15 am - 12:20 pmORD-JAN
6h 05m1 stop
$631Southwest
Find Deal
Thu, Nov 21 - Sun, Dec 1
5:50 am - 2:55 pmJAN-MDW
9h 05m2 stops
9:25 am - 4:25 pmMDW-JAN
7h 00m1 stop
$631Southwest
Find Deal
Thu, Nov 21 - Sun, Dec 1
3:30 pm - 10:00 pmJAN-ORD
6h 30m2 stops
7:30 am - 10:45 pmORD-JAN
15h 15m2 stops
$636Southwest
Find Deal
Sun, Nov 24 - Sat, Nov 30
6:00 am - 11:58 amJAN-MDW
5h 58m1 stop
6:00 am - 11:25 amMDW-JAN
5h 25m1 stop
$737Delta
Find Deal
Sun, Nov 24 - Sat, Nov 30
7:05 am - 8:22 pmJAN-ORD
13h 17m2 stops
5:45 am - 11:16 amORD-JAN
5h 31m1 stop
$836United Airlines
Find Deal
Sun, Nov 24 - Sat, Nov 30
7:05 am - 4:48 pmJAN-ORD
9h 43m2 stops
10:40 am - 9:15 pmORD-JAN
10h 35m2 stops
$1,151United Airlines
Find Deal
Sun, Nov 24 - Sat, Nov 30
6:00 am - 12:49 pmJAN-MDW
6h 49m2 stops
6:49 pm - 11:13 pmMDW-JAN
4h 24m1 stop
$1,558Delta
Find Deal
Sun, Nov 24 - Sat, Nov 30
5:44 pm - 9:15 amJackson-
Chicago Union
15h 31mnonstop
8:05 pm - 11:12 amChicago Union-
Jackson
15h 07mnonstop
$230Amtrak
Find Deal
Thu, Dec 12 - Sun, Dec 15
5:44 pm - 9:15 amJackson-
Chicago Union
15h 31mnonstop
8:05 pm - 11:12 amChicago Union-
Jackson
15h 07mnonstop
$318Amtrak
Find Deal
Wed, Dec 18 - Sat, Dec 21

Flights from Jackson to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Jackson to Chicago 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 Jackson to Chicago?

The average price of all flights from Jackson to Chicago clicked on KAYAK for each day over the last 12 months.
For Jackson to Chicago, Sunday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago back to Jackson, the best deals are generally found on Wednesday, with Monday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Jackson to Chicago, 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 Jackson to Chicago is February, where tickets cost $332 on average. On the other hand, the most expensive months are January and March, where the average cost of tickets is $696 and $695 respectively.

Good to know

Low season

December

High season

September

Cheapest flight

$143
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Jackson to Chicago O'Hare Airport

When to book flights from Jackson to Chicago

Are your dates flexible? Find out the best times to travel from Jackson to Chicago 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 Jackson to Chicago

  • What is the cheapest flight from Jackson to Chicago?

    In the last 3 days, the lowest price for a flight from Jackson to Chicago was $143 for a one-way ticket and $286 for a round-trip.

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

    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 Jackson to Chicago?

    When flying out of Jackson you will be using Jackson-Evers Intl. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

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

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

  • Which airline alliances offer flights from Jackson to Chicago?

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

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

    The two airlines most popular with KAYAK users for flights from Jackson to Chicago are Delta and American Airlines. With an average price for the route of $521 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 $376 and an overall rating of 7.2.

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

    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 Jackson to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Jackson 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 Jackson to Chicago?

    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 Chicago with an airline and back to Jackson with another airline.

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

    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 Chicago from Jackson 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 Jackson to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Jackson to Chicago. 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 Jackson to Chicago? 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 8765 reviews
8.5Crew
7.3Food
7.9Entertainment
7.9Comfort
8.2Boarding
Airline reviews

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

8.0 ExcellentAndrew, Nov 2024MCO - LGA
Read more Delta reviews

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Crew was nice. Flight was timely. Seats could be better as well as the food considering it’s first class.

Left on time and arrived early this extending our 31 minute transfer. Bags made it also!

Good and consistent Printer in lounge did not work for me :(

Most of my discomfort was going through TSA. However, the Delta seats had inadequate leg room and I tried my very best to connect to the wi-fi and it was a cumbersome process that finally gave me the info that I needed to sign in AFTER I had completed the flight...Why make it so difficult to use? That said I really really appreciate the pilot taking a little extra time to avoid a bad storm area and both landings in Atlanta and Orlando were flawless to my delight!!!

Delayed in taking off because no flight crew. The in seat entertainment was working properly.

I upgraded to first class only to find out that I still had no access to the sky lounge without a sky miles card or AmEx (something that should be emphasized outside of the fine print!) Also, no food or drink service provided during the flight, so I basically paid 4x more just for “free” checked baggage and a bigger seat. Not worth it.

Delta was really good about being transparent with why we were delayed it’s just that’s the plane was really old and outdated and a lot of the comfort and amenities we know Delta to have did not shine through

Bottom seat cushion is almost non existent. Very uncomfortable seat.

Delta was great the entertainment was outdated. Screen was very small and didn’t work.

It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.

The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.

The flight encountered a delay exceeding 4 hours. The food voucher issued was valued at $12, insufficient to cover our meal expenses. Consequently, I was unable to take my medication, leading to a drop in blood sugar levels and exacerbating my anxiety.

Airplane was cold. Flight attendants were rude. Phone charger did not work. No food available.

3hour delay In the last 3 months i had 3 flights and 2 of these had a more than 2:40 hrs delayed

My initial flight to ORD was extended without reason. We circled the airport a few time and then drove on the ground for at least 20 minutes. These kinds of delays are annoying but somewhat expected… it would be nice if the crew would make an announcement to give updates on how long we could expect to be delayed.

The flight was uneventful. What was a problem was I was delayed getting home one entire day because the flight from Sacramento was delayed. That made getting to my connecting flight impossible. I had to stay another night at the hotel and incur that expense as a result.

This flight was fine but had no time to breathe as the connection was late from Sea to ORD.. Super stressful. If we checked bags, the trip would have been very distressed.

Seats were very uncomfortable. I paid extra for a seat with more leg room, the seat was no different than a seat at the back of the plane. Flight attendant was rude.

the food choice of packaged chips and popcorn was utterly ridiculous for first class

Book cheap flights from Jackson to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Jackson to Chicago found on KAYAK in the last 72 hours.
12/18Wed
1 stopAmerican Airlines
8h 54mJAN-ORD
$143
12/18Wed
1 stopDelta
5h 58mJAN-MDW
$143
11/26Tue
1 stopAmerican Airlines
5h 56mJAN-ORD
$148
11/26Tue
1 stopDelta
5h 58mJAN-MDW
$148
12/18Wed
2 stopsSouthwest
8h 45mJAN-ORD
$153
12/24Tue
1 stopSouthwest
8h 00mJAN-MDW
$173
12/24Tue
2 stopsSouthwest
6h 30mJAN-MDW
$178
12/18Wed
2 stopsSouthwest
6h 30mJAN-MDW
$198
11/26Tue
2 stopsSouthwest
8h 25mJAN-ORD
$223
11/26Tue
2 stopsUnited Airlines
13h 19mJAN-ORD
$514

Search by stops

Search by airline

Search by price

Last minute flights from Jackson to Chicago

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 Jackson to Chicago that are departing in the next 10 days.
11/21Thu
multi-stopSouthwest
8h 45mJAN-ORD
12/1Sun
multi-stopSouthwest
6h 05mORD-JAN
$626
11/21Thu
multi-stopSouthwest
5h 40mJAN-MDW
12/1Sun
multi-stopSouthwest
7h 00mMDW-JAN
$626
11/24Sun
multi-stopAmerican Airlines
5h 46mJAN-ORD
11/30Sat
multi-stopAmerican Airlines
7h 17mORD-JAN
$630
11/21Thu
multi-stopSouthwest
8h 35mJAN-ORD
12/1Sun
multi-stopSouthwest
6h 05mORD-JAN
$631
11/21Thu
multi-stopSouthwest
9h 05mJAN-MDW
12/1Sun
multi-stopSouthwest
7h 00mMDW-JAN
$631
11/24Sun
multi-stopSouthwest
6h 30mJAN-ORD
11/30Sat
multi-stopSouthwest
15h 15mORD-JAN
$636
11/24Sun
multi-stopDelta
5h 58mJAN-MDW
11/30Sat
multi-stopDelta
5h 25mMDW-JAN
$737
11/24Sun
multi-stopUnited Airlines
13h 17mJAN-ORD
11/30Sat
multi-stopUnited Airlines
5h 31mORD-JAN
$836
11/24Sun
multi-stopUnited Airlines
9h 43mJAN-ORD
11/30Sat
multi-stopUnited Airlines
10h 35mORD-JAN
$1,151
11/24Sun
multi-stopDelta
6h 49mJAN-MDW
11/30Sat
multi-stopDelta
4h 24mMDW-JAN
$1,558

Search by stops

Search by airline

Search by price

Everything you need to know for your flight from Jackson to Chicago

Information on your arrival and departure airports

Compare transportation modes for Jackson to Chicago

Average priceAverage duration
Flights4h 06m
Trains$27415h 51m

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.