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Cheap flights from Jackson, Mississippi to Chicago from $159

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jackson, Mississippi to Chicago departing on 7/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Delta Logo
6:00 pm - 12:09 amJAN-ORD
6h 09m1 stop
Delta Logo
5:45 am - 12:24 pmORD-JAN
6h 39m1 stop
$217Delta
Find Deal
Mon, Aug 4 - Mon, Aug 11
Southwest Logo
8:30 pm - 1:05 amJAN-MDW
4h 35m1 stop
Southwest Logo
7:45 am - 1:30 pmMDW-JAN
5h 45m2 stops
$222Southwest
Find Deal
Mon, Aug 4 - Mon, Aug 11
Southwest Logo
5:10 am - 12:40 pmJAN-MDW
7h 30m2 stops
Southwest Logo
7:45 am - 1:30 pmMDW-JAN
5h 45m2 stops
$227Southwest
Find Deal
Mon, Aug 4 - Mon, Aug 11
Southwest Logo
7:05 am - 5:00 pmJAN-MDW
9h 55m2 stops
Southwest Logo
6:30 am - 1:30 pmMDW-JAN
7h 00m2 stops
$233Southwest
Find Deal
Tue, Aug 5 - Thu, Aug 14
Delta Logo
5:35 pm - 9:44 pmJAN-MDW
4h 09m1 stop
Delta Logo
6:00 am - 10:03 amMDW-JAN
4h 03m1 stop
$234Delta
Find Deal
Sat, Oct 18 - Wed, Oct 22
American Airlines Logo
6:17 pm - 11:17 pmJAN-ORD
5h 00m1 stop
American Airlines Logo
7:02 am - 12:04 pmORD-JAN
5h 02m1 stop
$258American Airlines
Find Deal
Thu, Sep 25 - Sun, Sep 28
Southwest Logo
2:10 pm - 10:00 pmJAN-MDW
7h 50m1 stop
Southwest Logo
5:45 am - 11:20 amMDW-JAN
5h 35m1 stop
$258Southwest
Find Deal
Fri, Aug 15 - Mon, Aug 18
American Airlines Logo
6:00 am - 2:10 pmJAN-ORD
8h 10m1 stop
American Airlines Logo
6:00 am - 12:16 pmORD-JAN
6h 16m1 stop
$299American Airlines
Find Deal
Fri, Aug 15 - Sun, Aug 17
United Airlines Logo
9:15 am - 8:20 pmJAN-ORD
11h 05m2 stops
United Airlines Logo
7:00 am - 7:42 pmORD-JAN
12h 42m1 stop
$409United Airlines
Find Deal
Mon, Sep 22 - Wed, Sep 24
United Airlines Logo
9:15 am - 8:20 pmJAN-ORD
11h 05m2 stops
United Airlines Logo
7:15 am - 7:42 pmORD-JAN
12h 27m2 stops
$426United Airlines
Find Deal
Mon, Sep 22 - Wed, Sep 24

American Airlines flights from Jackson, Mississippi to Chicago

Our best American Airlines deals on Jackson, Mississippi to Chicago flight tickets
American Airlines
Sep 25
JAN6:17 pmJackson-Evers Intl
5h 00m
1 stop
ORD11:17 pmChicago O'Hare Intl
Sep 28
ORD7:02 amChicago O'Hare Intl
5h 02m
1 stop
JAN12:04 pmJackson-Evers Intl
American Airlines
Aug 15
JAN6:00 amJackson-Evers Intl
8h 10m
1 stop
ORD2:10 pmChicago O'Hare Intl
Aug 17
ORD6:00 amChicago O'Hare Intl
6h 16m
1 stop
JAN12:16 pmJackson-Evers Intl
American Airlines
Jul 4
JAN12:49 pmJackson-Evers Intl
6h 44m
1 stop
ORD7:33 pmChicago O'Hare Intl
Jul 7
ORD5:15 amChicago O'Hare Intl
5h 13m
1 stop
JAN10:28 amJackson-Evers Intl

Southwest flights from Jackson, Mississippi to Chicago

Our best Southwest deals on Jackson, Mississippi to Chicago flight tickets
Southwest
Aug 4
JAN8:30 pmJackson-Evers Intl
4h 35m
1 stop
MDW1:05 amChicago Midway
Aug 11
MDW7:45 amChicago Midway
5h 45m
2 stops
JAN1:30 pmJackson-Evers Intl
Southwest
Aug 4
JAN5:10 amJackson-Evers Intl
7h 30m
2 stops
MDW12:40 pmChicago Midway
Aug 11
MDW7:45 amChicago Midway
5h 45m
2 stops
JAN1:30 pmJackson-Evers Intl
Southwest
Aug 5
JAN7:05 amJackson-Evers Intl
9h 55m
2 stops
MDW5:00 pmChicago Midway
Aug 14
MDW6:30 amChicago Midway
7h 00m
2 stops
JAN1:30 pmJackson-Evers Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Jackson, Mississippi to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of May is, on average, the cheapest month to fly to Chicago from Jackson, Mississippi, with most prices found around $366. If you’re not able to fly to Chicago in May, then October is your next best option. Flight prices from Jackson, Mississippi to Chicago during October average around $384.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $376. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Jackson, Mississippi to Chicago for around $544.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Jackson, Mississippi to Chicago during this time can be as low as $362. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $597.

How have Jackson, Mississippi to Chicago flight prices changed over time?

As of June 2025, prices for Jackson, Mississippi to Chicago flights are approximately 23% cheaper when compared to flights at the same time last year.

When to book flights from Jackson, Mississippi to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Jackson, Mississippi to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Jackson, Mississippi to Chicago (JAN to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Jackson, Mississippi to Chicago

Best Price Found

$159

Fastest flight time

3h 45m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Jackson, Mississippi in the past 72 hours is $159. The best round-trip flight deal from Jackson, Mississippi to Chicago found on momondo in the last 72 hours is $217.
The fastest flight from Jackson, Mississippi to Chicago takes 3h 45m
There are no direct flights from Jackson, Mississippi to Chicago. Popular non-direct routes for this connection are Jackson-Evers Intl Airport - Chicago Midway Airport and Jackson-Evers Intl Airport - Chicago O'Hare Intl Airport.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Jackson-Evers Intl to Chicago by plane?

    The distance between Jackson-Evers Intl and Chicago is about 676.0 mi. By plane, this route typically takes 3h 45m.

  • When did momondo last update prices for flights from Jackson-Evers Intl Airport to Chicago?

    Prices for flights from Jackson-Evers Intl Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Jackson-Evers Intl Airport to Chicago?

  • How old do you have to be to fly from Jackson-Evers Intl Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jackson-Evers Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Jackson, Mississippi to Chicago?


Best airlines flying from Jackson, Mississippi to Chicago

Compare and see reviews for airlines that fly from Jackson, Mississippi to Chicago with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $246Free CancellationRating
8.0
7,963 reviews
Search Delta flights
American AirlinesPriceFrom $306Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $338Free CancellationRating
8.0
4,278 reviews
Search Southwest flights

Traveling to a place near Chicago?

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Munster
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Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Jackson to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Jackson to Chicago for you.

Can I find flights from Jackson to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Jackson which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Jackson to Chicago?

Once you have performed a search for Jackson to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Jackson to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Jackson to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


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1 adult
Sat 6/21
Sat 6/28

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago