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Cheap flights from Chicago Midway Airport to Jackson from $152

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 8/20. 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

Find the cheapest flights from Chicago Midway Airport to Jackson

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
7:25 am - 12:00 pm
MDW
-
JAN
4h 35m
1 stop
Southwest Logo
7:05 am - 12:15 pm
JAN
-
MDW
5h 10m
1 stop
$303Southwest
Thu, Aug 20 - Tue, Aug 25
Southwest Logo
5:25 am - 12:00 pm
MDW
-
JAN
6h 35m
1 stop
Southwest Logo
7:05 am - 3:30 pm
JAN
-
MDW
8h 25m
2 stops
$308Southwest
Thu, Aug 20 - Tue, Aug 25
Southwest Logo
1:45 pm - 7:10 pm
MDW
-
JAN
5h 25m
1 stop
Southwest Logo
6:15 pm - 10:55 pm
JAN
-
MDW
4h 40m
1 stop
$311Southwest
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
12:35 pm - 7:45 pm
MDW
-
JAN
7h 10m
2 stops
Southwest Logo
6:00 am - 2:15 pm
JAN
-
MDW
8h 15m
2 stops
$313Southwest
Wed, Aug 12 - Sat, Aug 22
Southwest Logo
1:45 pm - 7:05 pm
MDW
-
JAN
5h 20m
1 stop
Southwest Logo
6:40 pm - 11:10 pm
JAN
-
MDW
4h 30m
1 stop
$314Southwest
Sat, Aug 15 - Tue, Aug 18
Southwest Logo
1:45 pm - 7:10 pm
MDW
-
JAN
5h 25m
1 stop
Southwest Logo
7:30 am - 2:05 pm
JAN
-
MDW
6h 35m
2 stops
$316Southwest
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
10:05 am - 8:10 pm
MDW
-
JAN
10h 05m
2 stops
Southwest Logo
7:05 am - 3:30 pm
JAN
-
MDW
8h 25m
2 stops
$319Southwest
Thu, Aug 20 - Tue, Aug 25
Southwest Logo
11:10 am - 10:05 pm
MDW
-
JAN
10h 55m
2 stops
Southwest Logo
1:05 pm - 7:35 pm
JAN
-
MDW
6h 30m
1 stop
$320Southwest
Thu, Nov 5 - Sat, Nov 7
Delta Logo
12:46 pm - 8:05 pm
MDW
-
JAN
7h 19m
1 stop
Delta Logo
7:49 am - 11:51 am
JAN
-
MDW
4h 02m
1 stop
$324Delta
Tue, Aug 11 - Tue, Aug 18
Southwest Logo
11:10 am - 10:05 pm
MDW
-
JAN
10h 55m
2 stops
Southwest Logo
6:30 am - 2:45 pm
JAN
-
MDW
8h 15m
2 stops
$325Southwest
Thu, Nov 5 - Sat, Nov 7

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Southwest flights from Chicago Midway Airport to Jackson, Mississippi

Our best Southwest deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Southwest
Aug 20
MDW7:25 amChicago Midway
4h 35m
1 stop
JAN12:00 pmJackson-Evers Intl
Aug 25
JAN7:05 amJackson-Evers Intl
5h 10m
1 stop
MDW12:15 pmChicago Midway
$303
Southwest
Aug 20
MDW5:25 amChicago Midway
6h 35m
1 stop
JAN12:00 pmJackson-Evers Intl
Aug 25
JAN7:05 amJackson-Evers Intl
8h 25m
2 stops
MDW3:30 pmChicago Midway
$308
Southwest
Sep 5
MDW1:45 pmChicago Midway
5h 25m
1 stop
JAN7:10 pmJackson-Evers Intl
Sep 6
JAN6:15 pmJackson-Evers Intl
4h 40m
1 stop
MDW10:55 pmChicago Midway
$311

Delta flights from Chicago Midway Airport to Jackson, Mississippi

Our best Delta deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Delta
Aug 11
MDW12:46 pmChicago Midway
7h 19m
1 stop
JAN8:05 pmJackson-Evers Intl
Aug 18
JAN7:49 amJackson-Evers Intl
4h 02m
1 stop
MDW11:51 amChicago Midway
$324
Delta
Sep 8
MDW4:30 pmChicago Midway
5h 04m
1 stop
JAN9:34 pmJackson-Evers Intl
Sep 22
JAN5:14 pmJackson-Evers Intl
5h 30m
1 stop
MDW10:44 pmChicago Midway
$325
Delta
Oct 9
MDW6:00 amChicago Midway
4h 25m
1 stop
JAN10:25 amJackson-Evers Intl
Oct 12
JAN11:10 amJackson-Evers Intl
5h 10m
1 stop
MDW4:20 pmChicago Midway
$356

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 July 25, 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

Cheapest round-trip
Quickest round-trip

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 8/20

7:25 am-12:00 pm

1 stop4h 35m

Jackson-Evers Intl

Tue 8/25

7:05 am-12:15 pm

1 stop5h 10m

$303

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 8/20

5:25 am-12:00 pm

1 stop6h 35m

Jackson-Evers Intl

Tue 8/25

7:05 am-3:30 pm

2 stops8h 25m

$308

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 9/5

1:45 pm-7:10 pm

1 stop5h 25m

Jackson-Evers Intl

Sun 9/6

6:15 pm-10:55 pm

1 stop4h 40m

$311

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 8/12

12:35 pm-7:45 pm

2 stops7h 10m

Jackson-Evers Intl

Sat 8/22

6:00 am-2:15 pm

2 stops8h 15m

$313

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 8/15

1:45 pm-7:05 pm

1 stop5h 20m

Jackson-Evers Intl

Tue 8/18

6:40 pm-11:10 pm

1 stop4h 30m

$314

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 9/5

1:45 pm-7:10 pm

1 stop5h 25m

Jackson-Evers Intl

Sun 9/6

7:30 am-2:05 pm

2 stops6h 35m

$316

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 8/20

10:05 am-8:10 pm

2 stops10h 05m

Jackson-Evers Intl

Tue 8/25

7:05 am-3:30 pm

2 stops8h 25m

$319

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 11/5

11:10 am-10:05 pm

2 stops10h 55m

Jackson-Evers Intl

Sat 11/7

1:05 pm-7:35 pm

1 stop6h 30m

$320

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 8/11

12:46 pm-8:05 pm

1 stop7h 19m

Jackson-Evers Intl

Tue 8/18

7:49 am-11:51 am

1 stop4h 02m

$324

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 11/5

11:10 am-10:05 pm

2 stops10h 55m

Jackson-Evers Intl

Sat 11/7

6:30 am-2:45 pm

2 stops8h 15m

$325

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?

Southwest and Delta 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 40m

Direct flights

None
The fastest flight from Chicago Midway Airport to Jackson, Mississippi takes 4h 40m
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

Frequently asked questions about flying from Chicago Midway Airport to Jackson, Mississippi

  • 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 40m 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
SouthwestPriceFrom $352Free CancellationRating
8.0
4,234 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
Clinton
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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