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JAN - CHI

Find cheap flights from Jackson to Chicago from $234

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 5/14. 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 6/7
Fri 6/14

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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 43,707,506 times on KAYAK, and here is why:

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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
4:29 pm - 10:38 pmJAN-ORD
6h 09m1 stop
1:15 pm - 6:20 pmORD-JAN
5h 05m1 stop
$284American Airlines
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Wed, Jun 5 - Thu, Jun 6
5:30 pm - 11:54 pmJAN-ORD
6h 24m1 stop
6:00 am - 11:19 amORD-JAN
5h 19m1 stop
$296Delta
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Tue, Jun 4 - Fri, Jun 7
5:15 am - 10:15 amJAN-ORD
5h 00m1 stop
8:30 am - 3:42 pmORD-JAN
7h 12m1 stop
$303American Airlines
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Sat, Jul 6 - Sat, Jul 20
5:20 pm - 12:12 amJAN-ORD
6h 52m1 stop
7:10 am - 1:33 pmORD-JAN
6h 23m1 stop
$316United Airlines
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Tue, May 21 - Tue, May 28
5:30 pm - 10:01 pmJAN-MDW
4h 31m1 stop
6:00 am - 11:19 amMDW-JAN
5h 19m1 stop
$316Delta
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Tue, Jun 4 - Fri, Jun 7
6:32 pm - 11:56 pmJAN-ORD
5h 24m1 stop
7:05 am - 11:19 amORD-JAN
4h 14m1 stop
$346Delta
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Wed, Jun 26 - Fri, Jun 28
5:20 pm - 12:13 amJAN-ORD
6h 53m1 stop
6:00 am - 11:23 amORD-JAN
5h 23m1 stop
$351United Airlines
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Tue, May 28 - Sun, Jun 2
6:45 pm - 11:58 pmJAN-ORD
5h 13m1 stop
6:25 pm - 11:55 pmORD-JAN
5h 30m1 stop
$353American Airlines
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Thu, Jun 6 - Mon, Jun 10
5:20 pm - 11:03 pmJAN-ORD
5h 43m1 stop
6:00 am - 11:23 amORD-JAN
5h 23m1 stop
$386United Airlines
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Tue, May 21 - Mon, May 27
6:00 am - 1:06 pmJAN-MDW
7h 06m1 stop
1:05 pm - 6:03 pmMDW-JAN
4h 58m1 stop
$386Delta
Find Deal
Wed, Aug 28 - Fri, Aug 30

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, Saturday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago back to Jackson, the best deals are generally found on Saturday, with Sunday 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 February, where tickets cost $332 on average. On the other hand, the most expensive months are June and January, where the average cost of tickets is $703 and $696 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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 26 days before departure.

Good to know

Low season

January

High season

June

Cheapest flight

$234
Best time to beat the crowds but there is an average 51% increase in price.
Most popular time to fly with an average 53% 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 $234 for a one-way ticket and $284 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 $486 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 $457 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 10810 reviews
8.6Crew
8.2Boarding
8.0Entertainment
7.9Comfort
7.4Food
Airline reviews

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.

2.0 MediocreAnonymous, May 2024AVL - LGA
Read more about Delta reviews

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!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

The CX617 from HK to BKK was delayed more than 1.5 hours.

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.

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.
5/14Tue
1 stopAmerican Airlines
7h 26mJAN-ORD
$234
5/14Tue
2 stopsAmerican Airlines
9h 21mJAN-ORD
$297

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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.
5/10Fri
multi-stopDelta
5h 49mJAN-MDW
5/13Mon
multi-stopDelta
4h 10mMDW-JAN
$566
5/10Fri
multi-stopDelta
5h 20mJAN-MDW
5/13Mon
multi-stopDelta
8h 52mMDW-JAN
$907
5/10Fri
multi-stopDelta
8h 49mJAN-MDW
5/13Mon
multi-stopDelta
9h 37mMDW-JAN
$1,694

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Jackson - Chicago Flights

Departure:

Jackson (undefined)United States

Return flight deals:

Chicago - Jackson

Cabin classes: