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Cheap flights from Chicago to Jackson from $149

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 3/4. 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 Chicago to Jackson

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:10 am - 9:24 am
ORD
-
JAN
4h 14m
1 stop
Delta Logo
3:05 pm - 8:16 pm
JAN
-
ORD
5h 11m
1 stop
$325Delta
Sat, May 2 - Sat, May 2
Delta Logo
6:00 am - 10:13 am
MDW
-
JAN
4h 13m
1 stop
Delta Logo
5:02 pm - 10:28 pm
JAN
-
MDW
5h 26m
1 stop
$325Delta
Thu, Apr 30 - Sat, May 2
Southwest Logo
5:00 am - 11:45 am
MDW
-
JAN
6h 45m
1 stop
Southwest Logo
6:10 pm - 5:00 am
JAN
-
MDW
10h 50m
2 stops
$330Southwest
Sat, May 2 - Sat, May 2
American Airlines Logo
6:48 pm - 11:44 pm
ORD
-
JAN
4h 56m
1 stop
American Airlines Logo
6:42 pm - 12:06 am
JAN
-
ORD
5h 24m
1 stop
$342American Airlines
Sat, Feb 28 - Mon, Mar 2
Delta Logo
4:13 pm - 11:07 pm
MDW
-
JAN
6h 54m
1 stop
Delta Logo
10:57 am - 5:45 pm
JAN
-
MDW
6h 48m
1 stop
$342Delta
Sat, Feb 28 - Mon, Mar 2
Delta Logo
6:00 am - 10:10 am
MDW
-
JAN
4h 10m
1 stop
Delta Logo
5:35 am - 12:02 pm
JAN
-
MDW
6h 27m
1 stop
$345Delta
Mon, Mar 2 - Wed, Apr 1
Southwest Logo
2:40 pm - 7:05 pm
ORD
-
JAN
4h 25m
1 stop
Southwest Logo
12:15 pm - 9:55 pm
JAN
-
ORD
9h 40m
2 stops
$351Southwest
Fri, Apr 24 - Mon, Apr 27
American Airlines Logo
5:00 am - 12:40 pm
ORD
-
JAN
7h 40m
1 stop
American Airlines Logo
6:39 pm - 11:54 pm
JAN
-
ORD
5h 15m
1 stop
$359American Airlines
Mon, Apr 6 - Thu, Apr 9
Southwest Logo
6:55 am - 11:40 am
MDW
-
JAN
4h 45m
1 stop
Southwest Logo
12:20 pm - 5:25 pm
JAN
-
MDW
5h 05m
1 stop
$366Southwest
Thu, Apr 30 - Sat, May 2
American Airlines Logo
4:04 pm - 9:44 pm
ORD
-
JAN
5h 40m
1 stop
American Airlines Logo
7:00 am - 1:34 pm
JAN
-
ORD
6h 34m
1 stop
$375American Airlines
Mon, Mar 2 - Wed, Apr 1

American Airlines flights from Chicago to Jackson, Mississippi

Our best American Airlines deals on Chicago to Jackson, Mississippi flight tickets
American Airlines
Feb 28
ORD6:48 pmChicago O'Hare Intl
4h 56m
1 stop
JAN11:44 pmJackson-Evers Intl
Mar 2
JAN6:42 pmJackson-Evers Intl
5h 24m
1 stop
ORD12:06 amChicago O'Hare Intl
$342
American Airlines
Apr 6
ORD5:00 amChicago O'Hare Intl
7h 40m
1 stop
JAN12:40 pmJackson-Evers Intl
Apr 9
JAN6:39 pmJackson-Evers Intl
5h 15m
1 stop
ORD11:54 pmChicago O'Hare Intl
$359
American Airlines
Mar 2
ORD4:04 pmChicago O'Hare Intl
5h 40m
1 stop
JAN9:44 pmJackson-Evers Intl
Apr 1
JAN7:00 amJackson-Evers Intl
6h 34m
1 stop
ORD1:34 pmChicago O'Hare Intl
$375

Delta flights from Chicago to Jackson, Mississippi

Our best Delta deals on Chicago to Jackson, Mississippi flight tickets
Delta
May 2
ORD5:10 amChicago O'Hare Intl
4h 14m
1 stop
JAN9:24 amJackson-Evers Intl
May 2
JAN3:05 pmJackson-Evers Intl
5h 11m
1 stop
ORD8:16 pmChicago O'Hare Intl
$325
Delta
Feb 28
MDW4:13 pmChicago Midway
6h 54m
1 stop
JAN11:07 pmJackson-Evers Intl
Mar 2
JAN10:57 amJackson-Evers Intl
6h 48m
1 stop
MDW5:45 pmChicago Midway
$342
Delta
Mar 2
MDW6:40 pmChicago Midway
4h 27m
1 stop
JAN11:07 pmJackson-Evers Intl
Apr 1
JAN5:35 amJackson-Evers Intl
6h 27m
1 stop
MDW12:02 pmChicago Midway
$345

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 February 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

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Sat 5/2

5:10 am-9:24 am

1 stop4h 14m

Jackson-Evers Intl

Sat 5/2

3:05 pm-8:16 pm

1 stop5h 11m

$325

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 4/30

6:00 am-10:13 am

1 stop4h 13m

Jackson-Evers Intl

Sat 5/2

5:02 pm-10:28 pm

1 stop5h 26m

$325

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 5/2

5:00 am-11:45 am

1 stop6h 45m

Jackson-Evers Intl

Sat 5/2

6:10 pm-5:00 am

2 stops10h 50m

$330

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Sat 2/28

6:48 pm-11:44 pm

1 stop4h 56m

Jackson-Evers Intl

Mon 3/2

6:42 pm-12:06 am

1 stop5h 24m

$342

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 2/28

4:13 pm-11:07 pm

1 stop6h 54m

Jackson-Evers Intl

Mon 3/2

10:57 am-5:45 pm

1 stop6h 48m

$342

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Mon 3/2

6:00 am-10:10 am

1 stop4h 10m

Jackson-Evers Intl

Wed 4/1

5:35 am-12:02 pm

1 stop6h 27m

$345

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Fri 4/24

2:40 pm-7:05 pm

1 stop4h 25m

Jackson-Evers Intl

Mon 4/27

12:15 pm-9:55 pm

2 stops9h 40m

$351

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Mon 4/6

5:00 am-12:40 pm

1 stop7h 40m

Jackson-Evers Intl

Thu 4/9

6:39 pm-11:54 pm

1 stop5h 15m

$359

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 4/30

6:55 am-11:40 am

1 stop4h 45m

Jackson-Evers Intl

Sat 5/2

12:20 pm-5:25 pm

1 stop5h 05m

$366

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Mon 3/2

4:04 pm-9:44 pm

1 stop5h 40m

Jackson-Evers Intl

Wed 4/1

7:00 am-1:34 pm

1 stop6h 34m

$375

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 June. Flight prices, which tend to average around $323, are often lower during this time because this is during the off-season. If you’re not able to fly to Jackson, Mississippi in June, then January is your next best option. Flight prices from Chicago to Jackson, Mississippi during January average around $346.

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

As of February 2026, prices for Chicago to Jackson, Mississippi flights are approximately 16% 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

3h 35m

Direct flights

None
The fastest flight from Chicago to Jackson, Mississippi takes 3h 35m
There are no direct flights from Chicago to Jackson, Mississippi. There are no popular flight routes from Chicago to Jackson, Mississippi.
Search flight deals

  • 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 3h 35m.

  • 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 $236Free CancellationRating
7.2
11,222 reviews
Search American Airlines flights
DeltaPriceFrom $280Free CancellationRating
7.9
8,144 reviews
Search Delta flights
SouthwestPriceFrom $316Free CancellationRating
8.0
4,274 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.

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