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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 3/6. 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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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
6:00 am - 11:22 am
MDW
-
JAN
5h 22m1 stop
Delta Logo
5:32 am - 11:59 am
JAN
-
MDW
6h 27m1 stop
$223Delta
Tue, Feb 3 - Tue, Feb 10
Southwest Logo
10:05 am - 2:40 pm
MDW
-
JAN
4h 35m1 stop
Southwest Logo
6:40 am - 4:30 pm
JAN
-
MDW
9h 50m2 stops
$229Southwest
Tue, Feb 3 - Tue, Feb 10
Southwest Logo
6:50 am - 2:40 pm
MDW
-
JAN
7h 50m2 stops
Southwest Logo
6:40 am - 1:10 pm
JAN
-
MDW
6h 30m2 stops
$234Southwest
Tue, Feb 3 - Tue, Feb 10
Delta Logo
12:46 pm - 6:10 pm
MDW
-
JAN
5h 24m1 stop
Delta Logo
10:57 am - 5:45 pm
JAN
-
MDW
6h 48m1 stop
$247Delta
Mon, Feb 2 - Tue, Mar 3
Delta Logo
6:00 am - 11:22 am
MDW
-
JAN
5h 22m1 stop
Delta Logo
4:58 pm - 10:22 pm
JAN
-
MDW
5h 24m1 stop
$271Delta
Thu, Jan 29 - Mon, Feb 2
Delta Logo
6:00 am - 10:10 am
MDW
-
JAN
4h 10m1 stop
Delta Logo
5:30 am - 11:59 am
JAN
-
MDW
6h 29m1 stop
$295Delta
Thu, Feb 12 - Wed, Feb 18
Southwest Logo
2:45 pm - 9:15 pm
MDW
-
JAN
6h 30m1 stop
Southwest Logo
6:40 am - 4:30 pm
JAN
-
MDW
9h 50m2 stops
$303Southwest
Thu, Feb 12 - Wed, Feb 18
Southwest Logo
12:30 pm - 9:10 pm
MDW
-
JAN
8h 40m1 stop
Southwest Logo
12:25 pm - 7:40 pm
JAN
-
MDW
7h 15m2 stops
$308Southwest
Sat, Feb 14 - Sat, Feb 21
Southwest Logo
9:45 am - 7:20 pm
MDW
-
JAN
9h 35m2 stops
Southwest Logo
6:40 am - 3:10 pm
JAN
-
MDW
8h 30m2 stops
$314Southwest
Thu, Feb 12 - Wed, Feb 18
Delta Logo
6:00 am - 11:34 am
MDW
-
JAN
5h 34m1 stop
Delta Logo
10:57 am - 5:45 pm
JAN
-
MDW
6h 48m1 stop
$332Delta
Sat, Feb 14 - Mon, Feb 16

Delta flights from Chicago Midway Airport to Jackson, Mississippi

Our best Delta deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Delta
Feb 3
MDW6:00 amChicago Midway
5h 22m
1 stop
JAN11:22 amJackson-Evers Intl
Feb 10
JAN5:32 amJackson-Evers Intl
6h 27m
1 stop
MDW11:59 amChicago Midway
$223
Delta
Feb 2
MDW12:46 pmChicago Midway
5h 24m
1 stop
JAN6:10 pmJackson-Evers Intl
Mar 3
JAN10:57 amJackson-Evers Intl
6h 48m
1 stop
MDW5:45 pmChicago Midway
$247
Delta
Jan 29
MDW6:00 amChicago Midway
5h 22m
1 stop
JAN11:22 amJackson-Evers Intl
Feb 2
JAN4:58 pmJackson-Evers Intl
5h 24m
1 stop
MDW10:22 pmChicago Midway
$271

Southwest flights from Chicago Midway Airport to Jackson, Mississippi

Our best Southwest deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Southwest
Feb 3
MDW10:05 amChicago Midway
4h 35m
1 stop
JAN2:40 pmJackson-Evers Intl
Feb 10
JAN6:40 amJackson-Evers Intl
9h 50m
2 stops
MDW4:30 pmChicago Midway
$229
Southwest
Feb 3
MDW6:50 amChicago Midway
7h 50m
2 stops
JAN2:40 pmJackson-Evers Intl
Feb 10
JAN6:40 amJackson-Evers Intl
6h 30m
2 stops
MDW1:10 pmChicago Midway
$234
Southwest
Feb 12
MDW2:45 pmChicago Midway
6h 30m
1 stop
JAN9:15 pmJackson-Evers Intl
Feb 18
JAN6:40 amJackson-Evers Intl
9h 50m
2 stops
MDW4:30 pmChicago Midway
$303

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 January 8, 2026.
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

Tue 2/3

6:00 am-11:22 am

1 stop5h 22m

Jackson-Evers Intl

Tue 2/10

5:32 am-11:59 am

1 stop6h 27m

$223

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 2/3

10:05 am-2:40 pm

1 stop4h 35m

Jackson-Evers Intl

Tue 2/10

6:40 am-4:30 pm

2 stops9h 50m

$229

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 2/3

6:50 am-2:40 pm

2 stops7h 50m

Jackson-Evers Intl

Tue 2/10

6:40 am-1:10 pm

2 stops6h 30m

$234

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Mon 2/2

12:46 pm-6:10 pm

1 stop5h 24m

Jackson-Evers Intl

Tue 3/3

10:57 am-5:45 pm

1 stop6h 48m

$247

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 1/29

6:00 am-11:22 am

1 stop5h 22m

Jackson-Evers Intl

Mon 2/2

4:58 pm-10:22 pm

1 stop5h 24m

$271

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 2/12

6:00 am-10:10 am

1 stop4h 10m

Jackson-Evers Intl

Wed 2/18

5:30 am-11:59 am

1 stop6h 29m

$295

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 2/12

2:45 pm-9:15 pm

1 stop6h 30m

Jackson-Evers Intl

Wed 2/18

6:40 am-4:30 pm

2 stops9h 50m

$303

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 2/14

12:30 pm-9:10 pm

1 stop8h 40m

Jackson-Evers Intl

Sat 2/21

12:25 pm-7:40 pm

2 stops7h 15m

$308

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 2/12

9:45 am-7:20 pm

2 stops9h 35m

Jackson-Evers Intl

Wed 2/18

6:40 am-3:10 pm

2 stops8h 30m

$314

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 2/14

6:00 am-11:34 am

1 stop5h 34m

Jackson-Evers Intl

Mon 2/16

10:57 am-5:45 pm

1 stop6h 48m

$332

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 airline that flies from Chicago Midway to Jackson-Evers Intl?

Delta and Southwest are the most popular carriers operating from Chicago Midway to Jackson-Evers Intl

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

4h 47m

Direct flights

None
The fastest flight from Chicago Midway Airport to Jackson, Mississippi takes 4h 47m
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 47m 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
8,025 reviews
Search Delta flights
SouthwestPriceFrom $316Free CancellationRating
8.0
4,250 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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