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Cheap flights from Chicago Midway Airport to Jackson from $184

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 Midway Airport to Jackson departing on 1/5. 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 Midway Airport to Jackson

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:45 am - 11:17 am
MDW
-
JAN
4h 32m1 stop
Delta Logo
5:32 am - 10:27 am
JAN
-
MDW
4h 55m1 stop
$260Delta
Thu, Jan 15 - Sun, Jan 18
Southwest Logo
8:15 am - 3:40 pm
MDW
-
JAN
7h 25m2 stops
Southwest Logo
1:25 pm - 6:05 pm
JAN
-
MDW
4h 40m1 stop
$345Southwest
Thu, Jan 15 - Sun, Jan 18
Southwest Logo
7:45 am - 3:40 pm
MDW
-
JAN
7h 55m2 stops
Southwest Logo
6:40 am - 1:10 pm
JAN
-
MDW
6h 30m2 stops
$350Southwest
Thu, Jan 15 - Sun, Jan 18
Southwest Logo
9:20 am - 5:40 pm
MDW
-
JAN
8h 20m1 stop
Southwest Logo
6:05 pm - 11:05 pm
JAN
-
MDW
5h 00m1 stop
$397Southwest
Wed, Dec 31 - Fri, Jan 2
Southwest Logo
11:15 am - 7:55 pm
MDW
-
JAN
8h 40m2 stops
Southwest Logo
6:05 pm - 11:05 pm
JAN
-
MDW
5h 00m1 stop
$419Southwest
Wed, Dec 31 - Fri, Jan 2
Southwest Logo
5:00 am - 11:05 am
MDW
-
JAN
6h 05m1 stop
Southwest Logo
8:25 pm - 1:10 am
JAN
-
MDW
4h 45m1 stop
$434Southwest
Fri, Dec 26 - Mon, Dec 29
Southwest Logo
7:30 am - 5:55 pm
MDW
-
JAN
10h 25m1 stop
Southwest Logo
6:05 pm - 11:05 pm
JAN
-
MDW
5h 00m1 stop
$442Southwest
Sat, Dec 27 - Sun, Jan 4
Southwest Logo
5:00 am - 12:25 pm
MDW
-
JAN
7h 25m2 stops
Southwest Logo
5:20 am - 3:20 pm
JAN
-
MDW
10h 00m2 stops
$444Southwest
Wed, Dec 31 - Fri, Jan 2
Delta Logo
6:00 am - 10:32 am
MDW
-
JAN
4h 32m1 stop
Delta Logo
5:32 pm - 10:22 pm
JAN
-
MDW
4h 50m1 stop
$447Delta
Fri, Dec 19 - Tue, Dec 23
Southwest Logo
5:00 am - 11:05 am
MDW
-
JAN
6h 05m1 stop
Southwest Logo
5:20 am - 2:05 pm
JAN
-
MDW
8h 45m2 stops
$452Southwest
Fri, Dec 19 - Mon, Dec 22

Southwest flights from Chicago Midway Airport to Jackson, Mississippi

Our best Southwest deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Southwest
Jan 15
MDW8:15 amChicago Midway
7h 25m
2 stops
JAN3:40 pmJackson-Evers Intl
Jan 18
JAN1:25 pmJackson-Evers Intl
4h 40m
1 stop
MDW6:05 pmChicago Midway
$345
Find similar
Southwest
Jan 15
MDW7:45 amChicago Midway
7h 55m
2 stops
JAN3:40 pmJackson-Evers Intl
Jan 18
JAN6:40 amJackson-Evers Intl
6h 30m
2 stops
MDW1:10 pmChicago Midway
$350
Find similar
Southwest
Dec 31
MDW9:20 amChicago Midway
8h 20m
1 stop
JAN5:40 pmJackson-Evers Intl
Jan 2
JAN6:05 pmJackson-Evers Intl
5h 00m
1 stop
MDW11:05 pmChicago Midway
$397
Find similar

Delta flights from Chicago Midway Airport to Jackson, Mississippi

Our best Delta deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Delta
Jan 15
MDW6:45 amChicago Midway
4h 32m
1 stop
JAN11:17 amJackson-Evers Intl
Jan 18
JAN5:32 amJackson-Evers Intl
4h 55m
1 stop
MDW10:27 amChicago Midway
$260
Find similar
Delta
Dec 19
MDW10:49 amChicago Midway
4h 01m
1 stop
JAN2:50 pmJackson-Evers Intl
Dec 21
JAN9:16 amJackson-Evers Intl
7h 04m
1 stop
MDW4:20 pmChicago Midway
$447
Find similar
Delta
Dec 17
MDW12:50 pmChicago Midway
6h 40m
1 stop
JAN7:30 pmJackson-Evers Intl
Dec 21
JAN9:16 amJackson-Evers Intl
7h 04m
1 stop
MDW4:20 pmChicago Midway
$512
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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 7, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Jackson, Mississippi that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 1/15

6:45 am-11:17 am

1 stop4h 32m

Jackson-Evers Intl

Sun 1/18

5:32 am-10:27 am

1 stop4h 55m

$260

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 1/15

8:15 am-3:40 pm

2 stops7h 25m

Jackson-Evers Intl

Sun 1/18

1:25 pm-6:05 pm

1 stop4h 40m

$345

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 1/15

7:45 am-3:40 pm

2 stops7h 55m

Jackson-Evers Intl

Sun 1/18

6:40 am-1:10 pm

2 stops6h 30m

$350

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 12/31

9:20 am-5:40 pm

1 stop8h 20m

Jackson-Evers Intl

Fri 1/2

6:05 pm-11:05 pm

1 stop5h 00m

$397

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 12/31

11:15 am-7:55 pm

2 stops8h 40m

Jackson-Evers Intl

Fri 1/2

6:05 pm-11:05 pm

1 stop5h 00m

$419

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Fri 12/26

5:00 am-11:05 am

1 stop6h 05m

Jackson-Evers Intl

Mon 12/29

8:25 pm-1:10 am

1 stop4h 45m

$434

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 12/27

7:30 am-5:55 pm

1 stop10h 25m

Jackson-Evers Intl

Sun 1/4

6:05 pm-11:05 pm

1 stop5h 00m

$442

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 12/31

5:00 am-12:25 pm

2 stops7h 25m

Jackson-Evers Intl

Fri 1/2

5:20 am-3:20 pm

2 stops10h 00m

$444

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Fri 12/19

6:00 am-10:32 am

1 stop4h 32m

Jackson-Evers Intl

Tue 12/23

5:32 pm-10:22 pm

1 stop4h 50m

$447

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Fri 12/19

5:00 am-11:05 am

1 stop6h 05m

Jackson-Evers Intl

Mon 12/22

5:20 am-2:05 pm

2 stops8h 45m

$452

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 Midway Airport 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 day to depart on your flight to Jackson, Mississippi?

The cheapest day to depart from Chicago Midway Airport 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 Midway Airport 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 Midway Airport 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.

When to book flights from Chicago Midway Airport to Jackson, Mississippi

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

Cheap Chicago Midway Airport to Jackson, Mississippi (MDW to JAN) flight deals and tips

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

Fastest flight time

3h 30m

Direct flights

None
The fastest flight from Chicago Midway Airport to Jackson, Mississippi takes 3h 30m
There are no direct flights from Chicago Midway Airport to Jackson, Mississippi. There are no popular flight routes from Chicago Midway Airport to Jackson, Mississippi.
Search flight deals

  • How far is Chicago Midway to Jackson-Evers Intl by plane?

    The straight-line distance from Chicago Midway to Jackson-Evers Intl is 668.7 mi. 4h 32m is a normal flight duration for this route.

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

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

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

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

    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 Chicago Midway Airport to Jackson-Evers Intl Airport.

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

    The necessary travel and health documents for your Jackson-Evers Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Chicago Midway Airport to Jackson, Mississippi

Compare and see reviews for airlines that fly from Chicago Midway Airport to Jackson, Mississippi with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $248Free CancellationRating
7.9
8,013 reviews
Search Delta flights
SouthwestPriceFrom $316Free CancellationRating
8.0
4,253 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. momondo enables you to select and highlight flights to Jackson from Chicago with this policy.

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

momondo helps you find the best flight between Chicago and Jackson by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Chicago to Jackson flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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