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Cheap flights from Chicago Midway Airport to Jackson from $170

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 6/2. 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.
Southwest Logo
1:10 pm - 8:40 pm
MDW
-
JAN
7h 30m
1 stop
Southwest Logo
7:15 pm - 11:50 pm
JAN
-
MDW
4h 35m
1 stop
$339Southwest
Tue, Jun 9 - Tue, Jun 16
Southwest Logo
1:10 pm - 8:40 pm
MDW
-
JAN
7h 30m
1 stop
Southwest Logo
12:20 pm - 7:55 pm
JAN
-
MDW
7h 35m
2 stops
$344Southwest
Tue, Jun 9 - Tue, Jun 16
Delta Logo
6:00 am - 11:18 am
MDW
-
JAN
5h 18m
1 stop
Delta Logo
9:15 am - 4:27 pm
JAN
-
MDW
7h 12m
1 stop
$357Delta
Sat, Sep 19 - Tue, Sep 22
Southwest Logo
6:55 am - 11:40 am
MDW
-
JAN
4h 45m
1 stop
Southwest Logo
6:20 pm - 11:05 pm
JAN
-
MDW
4h 45m
1 stop
$363Southwest
Thu, May 28 - Wed, Jun 3
Southwest Logo
12:05 pm - 6:45 pm
MDW
-
JAN
6h 40m
2 stops
Southwest Logo
12:20 pm - 8:40 pm
JAN
-
MDW
8h 20m
2 stops
$367Southwest
Tue, Jun 9 - Tue, Jun 16
Southwest Logo
6:55 am - 11:40 am
MDW
-
JAN
4h 45m
1 stop
Southwest Logo
6:30 am - 3:25 pm
JAN
-
MDW
8h 55m
2 stops
$368Southwest
Thu, May 28 - Wed, Jun 3
Southwest Logo
11:25 am - 6:45 pm
MDW
-
JAN
7h 20m
2 stops
Southwest Logo
5:30 am - 2:15 pm
JAN
-
MDW
8h 45m
1 stop
$374Southwest
Wed, Jul 22 - Sun, Jul 26
Southwest Logo
11:00 am - 7:45 pm
MDW
-
JAN
8h 45m
2 stops
Southwest Logo
12:20 pm - 5:05 pm
JAN
-
MDW
4h 45m
1 stop
$378Southwest
Fri, Jun 5 - Tue, Jun 9
Southwest Logo
11:35 am - 9:55 pm
MDW
-
JAN
10h 20m
1 stop
Southwest Logo
12:20 pm - 5:00 pm
JAN
-
MDW
4h 40m
1 stop
$380Southwest
Thu, Jun 4 - Sat, Jun 6
Southwest Logo
11:00 am - 7:45 pm
MDW
-
JAN
8h 45m
2 stops
Southwest Logo
12:20 pm - 7:55 pm
JAN
-
MDW
7h 35m
2 stops
$383Southwest
Fri, Jun 5 - Tue, Jun 9

Delta flights from Chicago Midway Airport to Jackson, Mississippi

Our best Delta deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Delta
Jun 3
MDW6:23 amChicago Midway
5h 49m
1 stop
JAN12:12 pmJackson-Evers Intl
Jun 10
JAN3:06 pmJackson-Evers Intl
7h 11m
1 stop
MDW10:17 pmChicago Midway
$403
Delta
Jun 5
MDW5:08 pmChicago Midway
6h 10m
1 stop
JAN11:18 pmJackson-Evers Intl
Jun 8
JAN3:06 pmJackson-Evers Intl
7h 11m
1 stop
MDW10:17 pmChicago Midway
$417
Delta
Jul 3
MDW6:00 amChicago Midway
6h 10m
1 stop
JAN12:10 pmJackson-Evers Intl
Jul 5
JAN10:53 amJackson-Evers Intl
5h 33m
1 stop
MDW4:26 pmChicago Midway
$423

Southwest flights from Chicago Midway Airport to Jackson, Mississippi

Our best Southwest deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Southwest
Jun 9
MDW1:10 pmChicago Midway
7h 30m
1 stop
JAN8:40 pmJackson-Evers Intl
Jun 16
JAN7:15 pmJackson-Evers Intl
4h 35m
1 stop
MDW11:50 pmChicago Midway
$339
Southwest
Jun 9
MDW1:10 pmChicago Midway
7h 30m
1 stop
JAN8:40 pmJackson-Evers Intl
Jun 16
JAN12:20 pmJackson-Evers Intl
7h 35m
2 stops
MDW7:55 pmChicago Midway
$344
Southwest
May 28
MDW6:55 amChicago Midway
4h 45m
1 stop
JAN11:40 amJackson-Evers Intl
Jun 3
JAN6:20 pmJackson-Evers Intl
4h 45m
1 stop
MDW11:05 pmChicago Midway
$363

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 May 15, 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

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 6/9

1:10 pm-8:40 pm

1 stop7h 30m

Jackson-Evers Intl

Tue 6/16

7:15 pm-11:50 pm

1 stop4h 35m

$339

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 6/9

1:10 pm-8:40 pm

1 stop7h 30m

Jackson-Evers Intl

Tue 6/16

12:20 pm-7:55 pm

2 stops7h 35m

$344

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 9/19

6:00 am-11:18 am

1 stop5h 18m

Jackson-Evers Intl

Tue 9/22

9:15 am-4:27 pm

1 stop7h 12m

$357
Quickest round-trip

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 5/28

6:55 am-11:40 am

1 stop4h 45m

Jackson-Evers Intl

Wed 6/3

6:20 pm-11:05 pm

1 stop4h 45m

$363

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 6/9

12:05 pm-6:45 pm

2 stops6h 40m

Jackson-Evers Intl

Tue 6/16

12:20 pm-8:40 pm

2 stops8h 20m

$367

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 5/28

6:55 am-11:40 am

1 stop4h 45m

Jackson-Evers Intl

Wed 6/3

6:30 am-3:25 pm

2 stops8h 55m

$368

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 7/22

11:25 am-6:45 pm

2 stops7h 20m

Jackson-Evers Intl

Sun 7/26

5:30 am-2:15 pm

1 stop8h 45m

$374

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Fri 6/5

11:00 am-7:45 pm

2 stops8h 45m

Jackson-Evers Intl

Tue 6/9

12:20 pm-5:05 pm

1 stop4h 45m

$378

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 6/4

11:35 am-9:55 pm

1 stop10h 20m

Jackson-Evers Intl

Sat 6/6

12:20 pm-5:00 pm

1 stop4h 40m

$380

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Fri 6/5

11:00 am-7:45 pm

2 stops8h 45m

Jackson-Evers Intl

Tue 6/9

12:20 pm-7:55 pm

2 stops7h 35m

$383

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 00m

Direct flights

None
The fastest flight from Chicago Midway Airport to Jackson, Mississippi takes 4h 00m
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 00m 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
4,299 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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