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Cheap flights from Chicago Midway Airport to Jackson from $229

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 5/15. 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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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 - 10:08 am
MDW
-
JAN
4h 08m
1 stop
Delta Logo
5:36 am - 9:56 am
JAN
-
MDW
4h 20m
1 stop
$271Delta
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
7:25 am - 12:20 pm
MDW
-
JAN
4h 55m
1 stop
Southwest Logo
6:30 am - 3:25 pm
JAN
-
MDW
8h 55m
2 stops
$277Southwest
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
11:35 am - 8:20 pm
MDW
-
JAN
8h 45m
2 stops
Southwest Logo
6:30 am - 1:30 pm
JAN
-
MDW
7h 00m
2 stops
$283Southwest
Tue, Apr 7 - Tue, Apr 14
Delta Logo
6:00 am - 12:08 pm
MDW
-
JAN
6h 08m
1 stop
Delta Logo
5:02 pm - 10:28 pm
JAN
-
MDW
5h 26m
1 stop
$303Delta
Thu, Apr 16 - Mon, Apr 20
Delta Logo
6:00 am - 10:13 am
MDW
-
JAN
4h 13m
1 stop
Delta Logo
5:36 am - 9:56 am
JAN
-
MDW
4h 20m
1 stop
$351Delta
Fri, Apr 17 - Sun, Apr 19
Delta Logo
6:00 am - 11:20 am
MDW
-
JAN
5h 20m
1 stop
Delta Logo
5:45 am - 9:51 am
JAN
-
MDW
4h 06m
1 stop
$367Delta
Fri, Jul 3 - Sun, Jul 5
Southwest Logo
6:25 am - 11:30 am
MDW
-
JAN
5h 05m
1 stop
Southwest Logo
12:05 pm - 5:05 pm
JAN
-
MDW
5h 00m
1 stop
$372Southwest
Tue, Mar 17 - Tue, Mar 24
Southwest Logo
10:30 am - 8:35 pm
MDW
-
JAN
10h 05m
2 stops
Southwest Logo
5:50 am - 10:45 am
JAN
-
MDW
4h 55m
1 stop
$377Southwest
Tue, Mar 17 - Tue, Mar 24
Southwest Logo
10:30 am - 6:35 pm
MDW
-
JAN
8h 05m
2 stops
Southwest Logo
12:05 pm - 7:30 pm
JAN
-
MDW
7h 25m
2 stops
$382Southwest
Tue, Mar 17 - Tue, Mar 24
Southwest Logo
5:00 am - 11:55 am
MDW
-
JAN
6h 55m
2 stops
Southwest Logo
1:00 pm - 8:00 pm
JAN
-
MDW
7h 00m
1 stop
$383Southwest
Sun, May 17 - Tue, May 19

Delta flights from Chicago Midway Airport to Jackson, Mississippi

Our best Delta deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Delta
Apr 7
MDW6:00 amChicago Midway
4h 08m
1 stop
JAN10:08 amJackson-Evers Intl
Apr 14
JAN5:36 amJackson-Evers Intl
4h 20m
1 stop
MDW9:56 amChicago Midway
$271
Delta
Apr 16
MDW6:00 amChicago Midway
6h 08m
1 stop
JAN12:08 pmJackson-Evers Intl
Apr 20
JAN5:02 pmJackson-Evers Intl
5h 26m
1 stop
MDW10:28 pmChicago Midway
$303
Delta
Apr 17
MDW6:00 amChicago Midway
4h 13m
1 stop
JAN10:13 amJackson-Evers Intl
Apr 19
JAN5:36 amJackson-Evers Intl
4h 20m
1 stop
MDW9:56 amChicago Midway
$351

Southwest flights from Chicago Midway Airport to Jackson, Mississippi

Our best Southwest deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Southwest
Apr 7
MDW7:25 amChicago Midway
4h 55m
1 stop
JAN12:20 pmJackson-Evers Intl
Apr 14
JAN6:30 amJackson-Evers Intl
8h 55m
2 stops
MDW3:25 pmChicago Midway
$277
Southwest
Apr 7
MDW11:35 amChicago Midway
8h 45m
2 stops
JAN8:20 pmJackson-Evers Intl
Apr 14
JAN6:30 amJackson-Evers Intl
7h 00m
2 stops
MDW1:30 pmChicago Midway
$283
Southwest
Mar 17
MDW6:25 amChicago Midway
5h 05m
1 stop
JAN11:30 amJackson-Evers Intl
Mar 24
JAN12:05 pmJackson-Evers Intl
5h 00m
1 stop
MDW5:05 pmChicago Midway
$372

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 February 27, 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 4/7

6:00 am-10:08 am

1 stop4h 08m

Jackson-Evers Intl

Tue 4/14

5:36 am-9:56 am

1 stop4h 20m

$271

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 4/7

7:25 am-12:20 pm

1 stop4h 55m

Jackson-Evers Intl

Tue 4/14

6:30 am-3:25 pm

2 stops8h 55m

$277

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 4/7

11:35 am-8:20 pm

2 stops8h 45m

Jackson-Evers Intl

Tue 4/14

6:30 am-1:30 pm

2 stops7h 00m

$283

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 4/16

6:00 am-12:08 pm

1 stop6h 08m

Jackson-Evers Intl

Mon 4/20

5:02 pm-10:28 pm

1 stop5h 26m

$303

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Fri 4/17

6:00 am-10:13 am

1 stop4h 13m

Jackson-Evers Intl

Sun 4/19

5:36 am-9:56 am

1 stop4h 20m

$351

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Fri 7/3

6:00 am-11:20 am

1 stop5h 20m

Jackson-Evers Intl

Sun 7/5

5:45 am-9:51 am

1 stop4h 06m

$367

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 3/17

6:25 am-11:30 am

1 stop5h 05m

Jackson-Evers Intl

Tue 3/24

12:05 pm-5:05 pm

1 stop5h 00m

$372

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 3/17

10:30 am-8:35 pm

2 stops10h 05m

Jackson-Evers Intl

Tue 3/24

5:50 am-10:45 am

1 stop4h 55m

$377

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 3/17

10:30 am-6:35 pm

2 stops8h 05m

Jackson-Evers Intl

Tue 3/24

12:05 pm-7:30 pm

2 stops7h 25m

$382

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sun 5/17

5:00 am-11:55 am

2 stops6h 55m

Jackson-Evers Intl

Tue 5/19

1:00 pm-8:00 pm

1 stop7h 00m

$383

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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

3h 35m

Direct flights

None
The fastest flight from Chicago Midway Airport to Jackson, Mississippi takes 3h 35m
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. 3h 35m 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 $316Free CancellationRating
8.0
4,301 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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