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Cheap flights from Chicago to Jackson from $146

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 1/7. 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
12:00 pm - 4:09 pm
ORD
-
JAN
4h 09m1 stop
Delta Logo
6:59 pm - 11:59 pm
JAN
-
ORD
5h 00m1 stop
$273Delta
Wed, Jan 14 - Sat, Jan 17
Delta Logo
6:45 am - 11:17 am
MDW
-
JAN
4h 32m1 stop
Delta Logo
9:28 am - 4:29 pm
JAN
-
MDW
7h 01m1 stop
$273Delta
Wed, Jan 14 - Sat, Jan 17
Southwest Logo
6:10 am - 2:40 pm
MDW
-
JAN
8h 30m2 stops
Southwest Logo
1:15 pm - 5:20 pm
JAN
-
MDW
4h 05m1 stop
$278Southwest
Wed, Jan 14 - Sat, Jan 17
Delta Logo
5:30 am - 11:17 am
ORD
-
JAN
5h 47m1 stop
Delta Logo
7:45 am - 1:40 pm
JAN
-
ORD
5h 55m1 stop
$291Delta
Wed, Jan 14 - Wed, Jan 21
Delta Logo
5:31 pm - 9:50 pm
MDW
-
JAN
4h 19m1 stop
Delta Logo
4:58 pm - 10:22 pm
JAN
-
MDW
5h 24m1 stop
$291Delta
Wed, Jan 14 - Wed, Jan 21
Southwest Logo
9:50 am - 5:35 pm
MDW
-
JAN
7h 45m1 stop
Southwest Logo
6:40 am - 4:30 pm
JAN
-
MDW
9h 50m2 stops
$296Southwest
Wed, Jan 14 - Wed, Jan 21
Southwest Logo
1:55 pm - 9:10 pm
MDW
-
JAN
7h 15m2 stops
Southwest Logo
6:10 pm - 10:55 pm
JAN
-
MDW
4h 45m1 stop
$299Southwest
Sat, Feb 28 - Wed, Mar 4
American Airlines Logo
3:23 pm - 10:54 pm
ORD
-
JAN
7h 31m1 stop
American Airlines Logo
5:30 am - 11:55 am
JAN
-
ORD
6h 25m1 stop
$311American Airlines
Fri, Jan 16 - Sat, Jan 17
American Airlines Logo
5:05 am - 12:15 pm
ORD
-
JAN
7h 10m1 stop
American Airlines Logo
6:15 am - 1:22 pm
JAN
-
ORD
7h 07m1 stop
$321American Airlines
Sun, Jan 11 - Sat, Jan 17
American Airlines Logo
8:10 am - 4:31 pm
ORD
-
JAN
8h 21m1 stop
American Airlines Logo
3:39 pm - 11:27 pm
JAN
-
ORD
7h 48m1 stop
$342American Airlines
Wed, Jan 7 - Sun, Jan 11

Southwest flights from Chicago to Jackson, Mississippi

Our best Southwest deals on Chicago to Jackson, Mississippi flight tickets
Southwest
Jan 14
MDW6:10 amChicago Midway
8h 30m
2 stops
JAN2:40 pmJackson-Evers Intl
Jan 17
JAN1:15 pmJackson-Evers Intl
4h 05m
1 stop
MDW5:20 pmChicago Midway
$278
Find similar
Southwest
Jan 14
MDW9:50 amChicago Midway
7h 45m
1 stop
JAN5:35 pmJackson-Evers Intl
Jan 21
JAN6:40 amJackson-Evers Intl
9h 50m
2 stops
MDW4:30 pmChicago Midway
$296
Find similar
Southwest
Feb 28
MDW1:55 pmChicago Midway
7h 15m
2 stops
JAN9:10 pmJackson-Evers Intl
Mar 4
JAN6:10 pmJackson-Evers Intl
4h 45m
1 stop
MDW10:55 pmChicago Midway
$299
Find similar

Delta flights from Chicago to Jackson, Mississippi

Our best Delta deals on Chicago to Jackson, Mississippi flight tickets
Delta
Jan 14
ORD12:00 pmChicago O'Hare Intl
4h 09m
1 stop
JAN4:09 pmJackson-Evers Intl
Jan 17
JAN6:59 pmJackson-Evers Intl
5h 00m
1 stop
ORD11:59 pmChicago O'Hare Intl
$273
Find similar
Delta
Jan 14
ORD5:30 amChicago O'Hare Intl
5h 47m
1 stop
JAN11:17 amJackson-Evers Intl
Jan 21
JAN7:45 amJackson-Evers Intl
5h 55m
1 stop
ORD1:40 pmChicago O'Hare Intl
$291
Find similar
Delta
Feb 28
ORD5:25 amChicago O'Hare Intl
6h 10m
1 stop
JAN11:35 amJackson-Evers Intl
Mar 4
JAN10:57 amJackson-Evers Intl
5h 54m
1 stop
ORD4:51 pmChicago O'Hare Intl
$294
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 December 18, 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

Wed 1/14

12:00 pm-4:09 pm

1 stop4h 09m

Jackson-Evers Intl

Sat 1/17

6:59 pm-11:59 pm

1 stop5h 00m

$273

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 1/14

6:45 am-11:17 am

1 stop4h 32m

Jackson-Evers Intl

Sat 1/17

9:28 am-4:29 pm

1 stop7h 01m

$273

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 1/14

6:10 am-2:40 pm

2 stops8h 30m

Jackson-Evers Intl

Sat 1/17

1:15 pm-5:20 pm

1 stop4h 05m

$278

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Wed 1/14

5:30 am-11:17 am

1 stop5h 47m

Jackson-Evers Intl

Wed 1/21

7:45 am-1:40 pm

1 stop5h 55m

$291

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 1/14

5:31 pm-9:50 pm

1 stop4h 19m

Jackson-Evers Intl

Wed 1/21

4:58 pm-10:22 pm

1 stop5h 24m

$291

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 1/14

9:50 am-5:35 pm

1 stop7h 45m

Jackson-Evers Intl

Wed 1/21

6:40 am-4:30 pm

2 stops9h 50m

$296

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 2/28

1:55 pm-9:10 pm

2 stops7h 15m

Jackson-Evers Intl

Wed 3/4

6:10 pm-10:55 pm

1 stop4h 45m

$299

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Fri 1/16

3:23 pm-10:54 pm

1 stop7h 31m

Jackson-Evers Intl

Sat 1/17

5:30 am-11:55 am

1 stop6h 25m

$311

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Sun 1/11

5:05 am-12:15 pm

1 stop7h 10m

Jackson-Evers Intl

Sat 1/17

6:15 am-1:22 pm

1 stop7h 07m

$321

ChicagoJackson

ORD - JAN

ORDJAN

Chicago O'Hare Intl

Wed 1/7

8:10 am-4:31 pm

1 stop8h 21m

Jackson-Evers Intl

Sun 1/11

3:39 pm-11:27 pm

1 stop7h 48m

$342

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 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 $366.

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 December 2025, prices for Chicago to Jackson, Mississippi flights are approximately 26% more expensive 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 09m

Direct flights

None
The fastest flight from Chicago to Jackson, Mississippi takes 4h 09m
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 4h 09m.

  • 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
11,054 reviews
Search American Airlines flights
DeltaPriceFrom $248Free CancellationRating
7.9
8,005 reviews
Search Delta flights
SouthwestPriceFrom $316Free CancellationRating
7.9
4,250 reviews
Search Southwest flights
United AirlinesPriceFrom $356Free CancellationRating
7.4
9,091 reviews
Search United Airlines 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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