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Cheap flights from Chicago to Jackson from $118

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Jackson departing on 8/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

American Airlines Logo
5:00 am - 9:56 amORD-JAN
4h 56m1 stop
American Airlines Logo
3:35 pm - 8:27 pmJAN-ORD
4h 52m1 stop
$237American Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 13
Delta Logo
6:00 am - 12:26 pmMDW-JAN
6h 26m1 stop
Delta Logo
5:58 pm - 10:14 pmJAN-MDW
4h 16m1 stop
$237Delta
Find Deal
Tue, Sep 16 - Sat, Nov 8
Southwest Logo
9:00 am - 3:15 pmMDW-JAN
6h 15m1 stop
Southwest Logo
1:25 pm - 6:55 pmJAN-MDW
5h 30m2 stops
$242Southwest
Find Deal
Tue, Sep 16 - Sat, Nov 8
Southwest Logo
10:30 am - 6:10 pmMDW-JAN
7h 40m2 stops
Southwest Logo
1:25 pm - 6:55 pmJAN-MDW
5h 30m2 stops
$247Southwest
Find Deal
Tue, Sep 16 - Sat, Nov 8
American Airlines Logo
5:20 am - 10:20 amORD-JAN
5h 00m1 stop
American Airlines Logo
6:40 pm - 11:43 pmJAN-ORD
5h 03m1 stop
$257American Airlines
Find Deal
Sat, Aug 23 - Mon, Aug 25
Southwest Logo
7:40 am - 12:30 pmMDW-JAN
4h 50m1 stop
Southwest Logo
6:35 pm - 12:05 amJAN-MDW
5h 30m1 stop
$259Southwest
Find Deal
Sat, Aug 23 - Mon, Aug 25
Southwest Logo
7:40 am - 12:30 pmMDW-JAN
4h 50m1 stop
Southwest Logo
12:00 pm - 7:50 pmJAN-MDW
7h 50m2 stops
$264Southwest
Find Deal
Sat, Aug 23 - Mon, Aug 25
Delta Logo
6:00 am - 11:38 amMDW-JAN
5h 38m1 stop
Delta Logo
7:46 am - 11:48 amJAN-MDW
4h 02m1 stop
$292Delta
Find Deal
Sat, Sep 13 - Sun, Sep 14
United Airlines Logo
9:05 pm - 1:29 pmORD-JAN
16h 24m1 stop
United Airlines Logo
5:05 pm - 8:00 amJAN-ORD
14h 55m2 stops
$411United Airlines
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Fri, Oct 10 - Mon, Oct 13
United Airlines Logo
6:00 am - 9:54 pmORD-JAN
15h 54m1 stop
United Airlines Logo
7:00 am - 8:20 pmJAN-ORD
13h 20m2 stops
$526United Airlines
Find Deal
Thu, Aug 28 - Thu, Sep 4

American Airlines flights from Chicago to Jackson, Mississippi

Our best American Airlines deals on Chicago to Jackson, Mississippi flight tickets
American Airlines
Sep 13
ORD5:00 amChicago O'Hare Intl
4h 56m
1 stop
JAN9:56 amJackson-Evers Intl
Sep 13
JAN3:35 pmJackson-Evers Intl
4h 52m
1 stop
ORD8:27 pmChicago O'Hare Intl
$237
Find similar
American Airlines
Aug 23
ORD5:20 amChicago O'Hare Intl
5h 00m
1 stop
JAN10:20 amJackson-Evers Intl
Aug 25
JAN6:40 pmJackson-Evers Intl
5h 03m
1 stop
ORD11:43 pmChicago O'Hare Intl
$257
Find similar
American Airlines
Aug 28
ORD3:32 pmChicago O'Hare Intl
6h 25m
1 stop
JAN9:57 pmJackson-Evers Intl
Sep 4
JAN7:25 amJackson-Evers Intl
6h 17m
1 stop
ORD1:42 pmChicago O'Hare Intl
$281
Find similar

Southwest flights from Chicago to Jackson, Mississippi

Our best Southwest deals on Chicago to Jackson, Mississippi flight tickets
Southwest
Sep 16
MDW9:00 amChicago Midway
6h 15m
1 stop
JAN3:15 pmJackson-Evers Intl
Nov 8
JAN1:25 pmJackson-Evers Intl
5h 30m
2 stops
MDW6:55 pmChicago Midway
$242
Find similar
Southwest
Sep 16
MDW10:30 amChicago Midway
7h 40m
2 stops
JAN6:10 pmJackson-Evers Intl
Nov 8
JAN1:25 pmJackson-Evers Intl
5h 30m
2 stops
MDW6:55 pmChicago Midway
$247
Find similar
Southwest
Aug 23
MDW7:40 amChicago Midway
4h 50m
1 stop
JAN12:30 pmJackson-Evers Intl
Aug 25
JAN6:35 pmJackson-Evers Intl
5h 30m
1 stop
MDW12:05 amChicago Midway
$259
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Jackson, Mississippi 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 July 31, 2025.
Use the filters below to find and compare flights from Chicago to Jackson, Mississippi that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Sat 9/13

5:00 am-9:56 am

1 stop4h 56m

Jackson-Evers Intl

Sat 9/13

3:35 pm-8:27 pm

1 stop4h 52m

$237

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 9/16

6:00 am-12:26 pm

1 stop6h 26m

Jackson-Evers Intl

Sat 11/8

5:58 pm-10:14 pm

1 stop4h 16m

$237

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 9/16

9:00 am-3:15 pm

1 stop6h 15m

Jackson-Evers Intl

Sat 11/8

1:25 pm-6:55 pm

2 stops5h 30m

$242

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 9/16

10:30 am-6:10 pm

2 stops7h 40m

Jackson-Evers Intl

Sat 11/8

1:25 pm-6:55 pm

2 stops5h 30m

$247

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Sat 8/23

5:20 am-10:20 am

1 stop5h 00m

Jackson-Evers Intl

Mon 8/25

6:40 pm-11:43 pm

1 stop5h 03m

$257

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 8/23

7:40 am-12:30 pm

1 stop4h 50m

Jackson-Evers Intl

Mon 8/25

6:35 pm-12:05 am

1 stop5h 30m

$259

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 8/23

7:40 am-12:30 pm

1 stop4h 50m

Jackson-Evers Intl

Mon 8/25

12:00 pm-7:50 pm

2 stops7h 50m

$264

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 9/13

6:00 am-11:38 am

1 stop5h 38m

Jackson-Evers Intl

Sun 9/14

7:46 am-11:48 am

1 stop4h 02m

$292

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Fri 10/10

9:05 pm-1:29 pm

1 stop16h 24m

Jackson-Evers Intl

Mon 10/13

5:05 pm-8:00 am

2 stops14h 55m

$411

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Thu 8/28

6:00 am-9:54 pm

1 stop15h 54m

Jackson-Evers Intl

Thu 9/4

7:00 am-8:20 pm

2 stops13h 20m

$526

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 Jackson from

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

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 typical price of a round-trip flight between Chicago and Jackson, Mississippi?

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

The cheapest month to fly to Jackson, Mississippi from Chicago is in October. Flight prices, which tend to average around $286, are often lower during this time because this is during the off-season. If you’re not able to fly to Jackson, Mississippi in October, then September is your next best option. Flight prices from Chicago to Jackson, Mississippi during September average around $321.

What is the cheapest day to depart on your flight to Jackson, Mississippi?

The cheapest day to depart from Chicago to Jackson, Mississippi is on a Wednesday when prices can be found for as low as $320. On the other hand, Sunday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $496.

What is the cheapest time of day to depart on your flight to Jackson, Mississippi?

Our most recent data shows that the best time of day to fly to Jackson, Mississippi is in the afternoon. Flights from Chicago to Jackson, Mississippi during this time can be as low as $386. In contrast, the most expensive time of day to depart to Jackson, Mississippi is at noon when prices are around $436.

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

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

When to book flights from Chicago to Jackson, Mississippi

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

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

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

Best Price Found

$118

Fastest flight time

3h 30m

Direct flights

None

Airports in Jackson, Mississippi

1 airport
The best one-way flight to Jackson, Mississippi from Chicago in the past 72 hours is $118. The best round-trip flight deal from Chicago to Jackson, Mississippi found on momondo in the last 72 hours is $237.
The fastest flight from Chicago to Jackson, Mississippi takes 3h 30m
There are no direct flights from Chicago to Jackson, Mississippi. Popular non-direct routes for this connection are Chicago O'Hare Intl Airport - Jackson-Evers Intl Airport and Chicago Midway Airport - Jackson-Evers Intl Airport.
There is 1 airport near Jackson, Mississippi: Jackson-Evers Intl (JAN)
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  • How far is Chicago to Jackson-Evers Intl by plane?

    Jackson-Evers Intl is 676.0 mi away from Chicago. In terms of flight time, this usually takes a little over 4h 01m.

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

    Prices for flights from Chicago to Jackson-Evers Intl Airport are updated daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Jackson-Evers Intl Airport.

  • What documentation or ID do you need to fly to Jackson-Evers Intl Airport?

    The travel and health documents you'll need for your trip to Jackson-Evers Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Jackson-Evers Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Chicago to Jackson, Mississippi

Compare and see reviews for airlines that fly from Chicago to Jackson, Mississippi with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $248Free CancellationRating
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $255Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $316Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Traveling to a place near Jackson?

Book flights to Jackson if you plan to visit one of these locations
Vicksburg
Flowood
Clinton
Pearl
Brandon
Richland

Why use momondo?

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

Finding the right flight to Jackson from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Jackson quick and easy, saving you time and money.

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

Yes. All flights to Jackson from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Jackson from Chicago.

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

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

An easier way to manage your Jackson, Mississippi trip

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