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JAN - CHI

Find cheap flights from Jackson to Chicago from $142

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 6/12. 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
Fri 5/24
Fri 5/31

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 44,632,927 times on KAYAK, and here is why:

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

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

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Jackson to Chicago 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
5:30 pm - 11:55 pmJAN-ORD
6h 25m1 stop
9:32 am - 4:39 pmORD-JAN
7h 07m1 stop
$236Delta
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Tue, May 21 - Tue, May 28
3:00 pm - 10:01 pmJAN-MDW
7h 01m1 stop
6:00 am - 11:18 amMDW-JAN
5h 18m1 stop
$236Delta
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Tue, May 21 - Tue, May 28
2:40 pm - 9:18 pmJAN-ORD
6h 38m1 stop
7:10 am - 2:04 pmORD-JAN
6h 54m1 stop
$241Delta
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Wed, Aug 14 - Tue, Oct 22
8:37 pm - 1:38 amJAN-ORD
5h 01m1 stop
5:15 am - 10:28 amORD-JAN
5h 13m1 stop
$268American Airlines
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Thu, May 23 - Thu, May 30
4:21 pm - 9:25 pmJAN-ORD
5h 04m1 stop
4:42 pm - 10:01 pmORD-JAN
5h 19m1 stop
$271American Airlines
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Sat, Jun 15 - Wed, Jun 19
1:50 pm - 9:25 pmJAN-ORD
7h 35m1 stop
6:00 am - 11:50 amORD-JAN
5h 50m1 stop
$336American Airlines
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Thu, Jul 4 - Sat, Jul 6
11:03 am - 3:46 pmJAN-ORD
4h 43m1 stop
5:15 am - 12:08 pmORD-JAN
6h 53m1 stop
$340American Airlines
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Thu, May 9 - Sun, May 12
5:20 pm - 12:12 amJAN-ORD
6h 52m1 stop
6:20 pm - 11:23 amORD-JAN
17h 03m2 stops
$399United Airlines
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Tue, May 21 - Tue, May 28
5:25 pm - 12:13 amJAN-ORD
6h 48m1 stop
6:00 am - 11:13 amORD-JAN
5h 13m1 stop
$405United Airlines
Find Deal
Sun, Jul 7 - Sun, Jul 14
12:15 pm - 12:53 pmJAN-ORD
24h 38m2 stops
6:00 am - 11:13 amORD-JAN
5h 13m1 stop
$423United Airlines
Find Deal
Thu, Jul 4 - Sat, Jul 6

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, Mississippi 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 Wednesday is the most expensive. Flying from Chicago back to Jackson, the best deals are generally found on Saturday, with Monday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Jackson, Mississippi 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, Mississippi to Chicago is May, where tickets cost $332 on average. On the other hand, the most expensive months are March and June, where the average cost of tickets is $564 and $563 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Jackson, Mississippi to Chicago, 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 Jackson, Mississippi to Chicago, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 68 days before departure.

Which airlines provide the cheapest flights from Jackson to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Jackson to Chicago found by KAYAK users in the last 72 hours was for $236 on Delta, followed by American Airlines ($268). One-way flight deals have also been found from as low as $142 on American Airlines and from $168 on Delta.

Good to know

Low season

January

High season

June

Cheapest flight

$142
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 33% increase in price.
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, Mississippi to Chicago?

    In the last 3 days, the lowest price for a flight from Jackson, Mississippi to Chicago was $142 for a one-way ticket and $236 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 $452 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 $451 and an overall rating of 7.3.

  • 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 11004 reviews
7.5food
7.9comfort
8.6crew
8.2boarding
8.0entertainment
Airline reviews

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

2.0 MediocreMarisol, Apr 2024DFW - ATL
Read more about Delta reviews

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

They did a fine job. Can't wait to use Delta in the future.

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

Seat back monitors and outlets were dead and not working.

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Flight delayed about 2 hrs so it made it a VERY late night

It was a crowded flight. They did the best they could.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

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.
6/12Wed
1 stopAmerican Airlines
7h 36mJAN-ORD
$142
5/31Fri
1 stopDelta
4h 41mJAN-ORD
$168
5/31Fri
2 stopsUnited Airlines
16h 35mJAN-ORD
$277
6/12Wed
2 stopsAmerican Airlines
11h 03mJAN-ORD
$282

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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.
4/27Sat
multi-stopAmerican Airlines
5h 37mJAN-ORD
5/2Thu
multi-stopAmerican Airlines
6h 09mORD-JAN
$433
4/24Wed
multi-stopAmerican Airlines
5h 43mJAN-ORD
4/24Wed
multi-stopAmerican Airlines
6h 09mORD-JAN
$458
4/27Sat
multi-stopAmerican Airlines
5h 04mJAN-ORD
5/2Thu
multi-stopAmerican Airlines
9h 16mORD-JAN
$598
4/24Wed
multi-stopAmerican Airlines
5h 43mJAN-ORD
4/24Wed
multi-stopAmerican Airlines
7h 51mORD-JAN
$634
4/27Sat
multi-stopUnited Airlines
11h 54mJAN-ORD
5/2Thu
multi-stopUnited Airlines
12h 44mORD-JAN
$855
4/24Wed
multi-stopAmerican Airlines
7h 12mJAN-ORD
4/24Wed
multi-stopAmerican Airlines
14h 11mORD-JAN
$914

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Jackson - Chicago Flights

Departure:

Jackson (JAN)United States

Return flight deals:

Chicago - Jackson

Cabin classes: