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Cheap flights from Jackson, Mississippi to Chicago from $119

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 9/27. 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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Find the cheapest flights from Jackson, Mississippi to Chicago

Cheap round-trip flights

Delta Logo
5:32 am - 12:16 pmJAN-ORD
6h 44m1 stop
Delta Logo
6:45 am - 12:16 pmORD-JAN
5h 31m1 stop
$237Delta
Find Deal
tir., okt. 21 - ons., okt. 22
Delta Logo
5:58 pm - 10:14 pmJAN-MDW
4h 16m1 stop
Delta Logo
6:00 am - 10:01 amMDW-JAN
4h 01m1 stop
$237Delta
Find Deal
tir., okt. 21 - ons., okt. 22
American Airlines Logo
5:41 am - 10:59 amJAN-ORD
5h 18m1 stop
American Airlines Logo
5:54 pm - 11:09 pmORD-JAN
5h 15m1 stop
$259American Airlines
Find Deal
ons., aug. 20 - man., aug. 25
Delta Logo
3:01 pm - 9:44 pmJAN-MDW
6h 43m1 stop
Delta Logo
4:25 pm - 11:20 pmMDW-JAN
6h 55m1 stop
$259Delta
Find Deal
søn., aug. 24 - ons., aug. 27
American Airlines Logo
7:10 am - 3:48 pmJAN-ORD
8h 38m1 stop
American Airlines Logo
3:32 pm - 9:57 pmORD-JAN
6h 25m1 stop
$281American Airlines
Find Deal
tor., aug. 21 - man., aug. 25
Southwest Logo
2:10 pm - 7:50 pmJAN-MDW
5h 40m1 stop
Southwest Logo
7:55 am - 1:30 pmMDW-JAN
5h 35m1 stop
$298Southwest
Find Deal
fre., aug. 22 - man., aug. 25
American Airlines Logo
3:52 pm - 11:43 pmJAN-ORD
7h 51m1 stop
American Airlines Logo
3:32 pm - 9:57 pmORD-JAN
6h 25m1 stop
$298American Airlines
Find Deal
fre., aug. 22 - man., aug. 25
Southwest Logo
2:10 pm - 7:50 pmJAN-MDW
5h 40m1 stop
Southwest Logo
6:30 am - 1:30 pmMDW-JAN
7h 00m2 stops
$303Southwest
Find Deal
fre., aug. 22 - man., aug. 25
United Airlines Logo
7:00 am - 6:55 pmJAN-ORD
11h 55m2 stops
United Airlines Logo
7:00 am - 4:07 pmORD-JAN
9h 07m1 stop
$461United Airlines
Find Deal
søn., aug. 24 - ons., aug. 27
United Airlines Logo
5:05 pm - 1:50 pmJAN-ORD
20h 45m2 stops
United Airlines Logo
9:25 am - 9:58 pmORD-JAN
12h 33m2 stops
$462United Airlines
Find Deal
fre., sep. 26 - man., sep. 29

American Airlines flights from Jackson, Mississippi to Chicago

Our best American Airlines deals on Jackson, Mississippi to Chicago flight tickets
American Airlines
Aug 20
JAN5:41 amJackson-Evers Intl
5h 18m
1 stop
ORD10:59 amChicago O'Hare Intl
Aug 25
ORD5:54 pmChicago O'Hare Intl
5h 15m
1 stop
JAN11:09 pmJackson-Evers Intl
$259
Find similar
American Airlines
Aug 21
JAN7:10 amJackson-Evers Intl
8h 38m
1 stop
ORD3:48 pmChicago O'Hare Intl
Aug 25
ORD3:32 pmChicago O'Hare Intl
6h 25m
1 stop
JAN9:57 pmJackson-Evers Intl
$281
Find similar
American Airlines
Aug 22
JAN3:52 pmJackson-Evers Intl
7h 51m
1 stop
ORD11:43 pmChicago O'Hare Intl
Aug 25
ORD3:32 pmChicago O'Hare Intl
6h 25m
1 stop
JAN9:57 pmJackson-Evers Intl
$298
Find similar

United Airlines flights from Jackson, Mississippi to Chicago

Our best United Airlines deals on Jackson, Mississippi to Chicago flight tickets
United Airlines
Aug 24
JAN7:00 amJackson-Evers Intl
11h 55m
2 stops
ORD6:55 pmChicago O'Hare Intl
Aug 27
ORD7:00 amChicago O'Hare Intl
9h 07m
1 stop
JAN4:07 pmJackson-Evers Intl
$461
Find similar
United Airlines
Sep 26
JAN5:05 pmJackson-Evers Intl
20h 45m
2 stops
ORD1:50 pmChicago O'Hare Intl
Sep 29
ORD9:25 amChicago O'Hare Intl
12h 33m
2 stops
JAN9:58 pmJackson-Evers Intl
$462
Find similar
United Airlines
Sep 26
JAN5:05 pmJackson-Evers Intl
20h 45m
2 stops
ORD1:50 pmChicago O'Hare Intl
Sep 29
ORD9:05 pmChicago O'Hare Intl
16h 24m
1 stop
JAN1:29 pmJackson-Evers Intl
$463
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Jackson, Mississippi to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated august 1, 2025.
Use the filters below to find and compare flights from Jackson, Mississippi to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

tir. 10/21

5:32 am-12:16 pm

1 stop6h 44m

Chicago O'Hare Intl

ons. 10/22

6:45 am-12:16 pm

1 stop5h 31m

$237

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

tir. 10/21

5:58 pm-10:14 pm

1 stop4h 16m

Chicago Midway

ons. 10/22

6:00 am-10:01 am

1 stop4h 01m

$237

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

ons. 8/20

5:41 am-10:59 am

1 stop5h 18m

Chicago O'Hare Intl

man. 8/25

5:54 pm-11:09 pm

1 stop5h 15m

$259

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

søn. 8/24

3:01 pm-9:44 pm

1 stop6h 43m

Chicago Midway

ons. 8/27

4:25 pm-11:20 pm

1 stop6h 55m

$259

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

tor. 8/21

7:10 am-3:48 pm

1 stop8h 38m

Chicago O'Hare Intl

man. 8/25

3:32 pm-9:57 pm

1 stop6h 25m

$281

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

fre. 8/22

2:10 pm-7:50 pm

1 stop5h 40m

Chicago Midway

man. 8/25

7:55 am-1:30 pm

1 stop5h 35m

$298

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

fre. 8/22

3:52 pm-11:43 pm

1 stop7h 51m

Chicago O'Hare Intl

man. 8/25

3:32 pm-9:57 pm

1 stop6h 25m

$298

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

fre. 8/22

2:10 pm-7:50 pm

1 stop5h 40m

Chicago Midway

man. 8/25

6:30 am-1:30 pm

2 stops7h 00m

$303

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

søn. 8/24

7:00 am-6:55 pm

2 stops11h 55m

Chicago O'Hare Intl

ons. 8/27

7:00 am-4:07 pm

1 stop9h 07m

$461

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

fre. 9/26

5:05 pm-1:50 pm

2 stops20h 45m

Chicago O'Hare Intl

man. 9/29

9:25 am-9:58 pm

2 stops12h 33m

$462

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 October is, on average, the cheapest month to fly to Chicago from Jackson, Mississippi, with most prices found around $336. If you’re not able to fly to Chicago in October, then May is your next best option. Flight prices from Jackson, Mississippi to Chicago during May average around $366.

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 August 2025, prices for Jackson, Mississippi to Chicago flights are approximately 31% 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

$119

Fastest flight time

3h 35m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Jackson, Mississippi in the past 72 hours is $119. The best round-trip flight deal from Jackson, Mississippi to Chicago found on momondo in the last 72 hours is $237.
The fastest flight from Jackson, Mississippi to Chicago takes 3h 35m
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)
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  • 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 35m.

  • 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 $196Free CancellationRating
8.0
7,981 reviews
Search Delta flights
SouthwestPriceFrom $234Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
American AirlinesPriceFrom $306Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

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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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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport