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Cheap flights from Chicago to Jackson from $155

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 9/1. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Jackson

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
2:57 pm - 10:19 pm-
7h 22m
American Airlines Logo
5:28 pm - 12:18 am-
6h 50m
$309American Airlines
Thu, Aug 20 - Mon, Aug 24
American Airlines Logo
3:54 pm - 10:59 pm-
7h 05m
American Airlines Logo
5:43 am - 11:09 am-
5h 26m
$309American Airlines
Wed, Aug 26 - Sat, Aug 29
Delta Logo
5:30 am - 10:37 am-
5h 07m
Delta Logo
3:30 pm - 8:55 pm-
5h 25m
$309Delta
Thu, Aug 20 - Mon, Aug 24
Delta Logo
3:40 pm - 7:49 pm-
4h 09m
Delta Logo
7:51 am - 2:29 pm-
6h 38m
$309Delta
Sat, Sep 26 - Thu, Oct 1
Delta Logo
1:50 pm - 6:51 pm-
5h 01m
Delta Logo
8:00 am - 2:48 pm-
6h 48m
$309Delta
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
6:29 am - 2:11 pm-
7h 42m
American Airlines Logo
4:52 pm - 10:15 pm-
5h 23m
$322American Airlines
Fri, Oct 30 - Mon, Nov 2
Southwest Logo
7:40 am - 1:55 pm-
6h 15m
Southwest Logo
12:40 pm - 4:55 pm-
4h 15m
$327Southwest
Sat, Aug 29 - Mon, Aug 31
Southwest Logo
10:10 am - 6:05 pm-
7h 55m
Southwest Logo
7:05 am - 12:15 pm-
5h 10m
$327Southwest
Wed, Sep 2 - Wed, Sep 9
United Airlines Logo
7:00 am - 8:05 pm-
13h 05m
United Airlines Logo
12:00 pm - 9:32 pm-
9h 32m
$520United Airlines
Thu, Aug 20 - Mon, Aug 24
United Airlines Logo
8:10 pm - 1:19 pm-
17h 09m
United Airlines Logo
1:57 pm - 9:36 pm-
7h 39m
$549United Airlines
Fri, Oct 30 - Mon, Nov 2

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Delta flights from Chicago to Jackson, Mississippi

Our best Delta deals on Chicago to Jackson, Mississippi flight tickets
Delta
Aug 20
ORD5:30 amChicago O'Hare Intl
5h 07m
1 stop
JAN10:37 amJackson-Evers Intl
Aug 24
JAN3:30 pmJackson-Evers Intl
5h 25m
1 stop
ORD8:55 pmChicago O'Hare Intl
$309
Delta
Aug 29
ORD6:40 amChicago O'Hare Intl
5h 19m
1 stop
JAN11:59 amJackson-Evers Intl
Aug 31
JAN3:30 pmJackson-Evers Intl
5h 25m
1 stop
ORD8:55 pmChicago O'Hare Intl
$322
Delta
Sep 12
ORD10:44 amChicago O'Hare Intl
5h 34m
1 stop
JAN4:18 pmJackson-Evers Intl
Sep 19
JAN11:08 amJackson-Evers Intl
5h 29m
1 stop
ORD4:37 pmChicago O'Hare Intl
$335

Southwest flights from Chicago to Jackson, Mississippi

Our best Southwest deals on Chicago to Jackson, Mississippi flight tickets
Southwest
Aug 29
MDW7:40 amChicago Midway
6h 15m
2 stops
JAN1:55 pmJackson-Evers Intl
Aug 31
JAN12:40 pmJackson-Evers Intl
4h 15m
1 stop
MDW4:55 pmChicago Midway
$327
Southwest
Aug 29
MDW7:40 amChicago Midway
6h 15m
2 stops
JAN1:55 pmJackson-Evers Intl
Aug 31
JAN12:40 pmJackson-Evers Intl
6h 50m
2 stops
MDW7:30 pmChicago Midway
$332
Southwest
Sep 12
MDW1:45 pmChicago Midway
5h 25m
1 stop
JAN7:10 pmJackson-Evers Intl
Sep 19
JAN12:25 pmJackson-Evers Intl
5h 15m
1 stop
MDW5:40 pmChicago Midway
$335

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 August 4, 2026.
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

Cheapest round-trip

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Thu 8/20

2:57 pm-10:19 pm

1 stop7h 22m

Jackson-Evers Intl

Mon 8/24

5:28 pm-12:18 am

1 stop6h 50m

$309

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Wed 8/26

3:54 pm-10:59 pm

1 stop7h 05m

Jackson-Evers Intl

Sat 8/29

5:43 am-11:09 am

1 stop5h 26m

$309

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Thu 8/20

5:30 am-10:37 am

1 stop5h 07m

Jackson-Evers Intl

Mon 8/24

3:30 pm-8:55 pm

1 stop5h 25m

$309

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Sat 9/26

3:40 pm-7:49 pm

1 stop4h 09m

Jackson-Evers Intl

Thu 10/1

7:51 am-2:29 pm

1 stop6h 38m

$309

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Sat 8/22

1:50 pm-6:51 pm

1 stop5h 01m

Jackson-Evers Intl

Sat 8/29

8:00 am-2:48 pm

1 stop6h 48m

$309

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Fri 10/30

6:29 am-2:11 pm

1 stop7h 42m

Jackson-Evers Intl

Mon 11/2

4:52 pm-10:15 pm

1 stop5h 23m

$322
Quickest round-trip

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 8/29

7:40 am-1:55 pm

2 stops6h 15m

Jackson-Evers Intl

Mon 8/31

12:40 pm-4:55 pm

1 stop4h 15m

$327

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 9/2

10:10 am-6:05 pm

2 stops7h 55m

Jackson-Evers Intl

Wed 9/9

7:05 am-12:15 pm

1 stop5h 10m

$327

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Thu 8/20

7:00 am-8:05 pm

2 stops13h 05m

Jackson-Evers Intl

Mon 8/24

12:00 pm-9:32 pm

1 stop9h 32m

$520

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Fri 10/30

8:10 pm-1:19 pm

2 stops17h 09m

Jackson-Evers Intl

Mon 11/2

1:57 pm-9:36 pm

1 stop7h 39m

$549

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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2

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 cheapest month to fly to Jackson, Mississippi?

The cheapest month to fly to Jackson, Mississippi from Chicago is in January. Flight prices, which tend to average around $300, are often lower during this time because this is during the off-season. If you’re not able to fly to Jackson, Mississippi in January, then November is your next best option. Flight prices from Chicago to Jackson, Mississippi during November average around $395.

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

As of August 2026, prices for Chicago to Jackson, Mississippi flights are approximately 2% 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

Fastest flight time

4h 07m

Direct flights

None
The fastest flight from Chicago to Jackson, Mississippi takes 4h 07m
There are no direct flights from Chicago to Jackson, Mississippi. There are no popular flight routes from Chicago to Jackson, Mississippi.
Search flight deals

Frequently asked questions about flying from Chicago to Jackson, Mississippi

  • 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 07m.

  • 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
American AirlinesPriceFrom $261Free CancellationRating
7.1
11,848 reviews
Search American Airlines flights
DeltaPriceFrom $296Free CancellationRating
7.8
8,481 reviews
Search Delta flights
SouthwestPriceFrom $352Free CancellationRating
8.0
4,222 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
Pearl
Brandon
Richland
Clinton

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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