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Cheap flights from Chicago Midway Airport to Jackson from $155

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 9/1. 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.
Delta Logo
10:54 am - 4:16 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 22m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:03 pm - 10:44 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 41m1 stop Atlanta Hartsfield-Jackson
$322Delta
Wed, Sep 2 - Wed, Sep 9
Delta Logo
10:56 am - 4:16 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 20m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:32 am - 9:59 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 27m1 stop Atlanta Hartsfield-Jackson
$322Delta
Sat, Sep 5 - Mon, Sep 7
Southwest Logo
10:10 am - 6:05 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
7h 55m2 stops Lambert-St Louis Nashville Intl
Southwest Logo
7:05 am - 12:15 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 10m1 stop Houston Hobby
$327Southwest
Wed, Sep 2 - Wed, Sep 9
Delta Logo
10:56 am - 4:16 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 20m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:32 am - 9:59 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 27m1 stop Atlanta Hartsfield-Jackson
$331Delta
Sat, Sep 5 - Mon, Sep 7
Southwest Logo
11:10 am - 7:45 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
8h 35m2 stops Dallas Love Field Houston Hobby
Southwest Logo
1:30 pm - 9:55 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
8h 25m2 stops Nashville Intl Lambert-St Louis
$332Southwest
Wed, Sep 2 - Wed, Sep 9
Delta Logo
5:15 pm - 11:09 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 54m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:33 pm - 10:33 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
7h 00m1 stop Atlanta Hartsfield-Jackson
$335Delta
Mon, Oct 19 - Wed, Oct 21
Delta Logo
11:35 am - 4:29 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 54m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:08 am - 3:24 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 16m1 stop Atlanta Hartsfield-Jackson
$335Delta
Sat, Sep 19 - Sat, Sep 26
Delta Logo
6:05 am - 12:12 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
6h 07m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:32 am - 9:59 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 27m1 stop Atlanta Hartsfield-Jackson
$335Delta
Mon, Aug 31 - Mon, Sep 7
Delta Logo
6:05 am - 12:12 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
6h 07m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:32 am - 9:59 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 27m1 stop Atlanta Hartsfield-Jackson
$335Delta
Thu, Sep 3 - Mon, Sep 7
Delta Logo
6:05 am - 12:12 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
6h 07m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:03 pm - 10:44 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 41m1 stop Atlanta Hartsfield-Jackson
$335Delta
Mon, Aug 31 - Tue, Sep 8

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Delta flights from Chicago Midway Airport to Jackson, Mississippi

Our best Delta deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Delta
Sep 2
MDW10:54 amChicago Midway
5h 22m
1 stop
JAN4:16 pmJackson-Evers Intl
Sep 9
JAN5:03 pmJackson-Evers Intl
5h 41m
1 stop
MDW10:44 pmChicago Midway
$322
Delta
Sep 5
MDW10:56 amChicago Midway
5h 20m
1 stop
JAN4:16 pmJackson-Evers Intl
Sep 7
JAN5:32 amJackson-Evers Intl
4h 27m
1 stop
MDW9:59 amChicago Midway
$331
Delta
Aug 31
MDW6:05 amChicago Midway
6h 07m
1 stop
JAN12:12 pmJackson-Evers Intl
Sep 8
JAN5:03 pmJackson-Evers Intl
5h 41m
1 stop
MDW10:44 pmChicago Midway
$335

Southwest flights from Chicago Midway Airport to Jackson, Mississippi

Our best Southwest deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Southwest
Sep 2
MDW10:10 amChicago Midway
7h 55m
2 stops
JAN6:05 pmJackson-Evers Intl
Sep 9
JAN7:05 amJackson-Evers Intl
5h 10m
1 stop
MDW12:15 pmChicago Midway
$327
Southwest
Sep 2
MDW11:10 amChicago Midway
8h 35m
2 stops
JAN7:45 pmJackson-Evers Intl
Sep 9
JAN1:30 pmJackson-Evers Intl
8h 25m
2 stops
MDW9:55 pmChicago Midway
$332
Southwest
Sep 4
MDW5:25 amChicago Midway
6h 35m
1 stop
JAN12:00 pmJackson-Evers Intl
Sep 6
JAN6:15 pmJackson-Evers Intl
4h 40m
1 stop
MDW10:55 pmChicago Midway
$338

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 August 7, 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 Chicago Midway - JAN Jackson-Evers Intl

MDWJAN

Chicago Midway

Wed 9/2

10:54 am-4:16 pm

1 stop5h 22m

Jackson-Evers Intl

Wed 9/9

5:03 pm-10:44 pm

1 stop5h 41m

$322

ChicagoJackson

MDW Chicago Midway - JAN Jackson-Evers Intl

MDWJAN

Chicago Midway

Sat 9/5

10:56 am-4:16 pm

1 stop5h 20m

Jackson-Evers Intl

Mon 9/7

5:32 am-9:59 am

1 stop4h 27m

$322

ChicagoJackson

MDW Chicago Midway - JAN Jackson-Evers Intl

MDWJAN

Chicago Midway

Wed 9/2

10:10 am-6:05 pm

2 stops7h 55m

Jackson-Evers Intl

Wed 9/9

7:05 am-12:15 pm

1 stop5h 10m

$327

ChicagoJackson

MDW Chicago Midway - JAN Jackson-Evers Intl

MDWJAN

Chicago Midway

Sat 9/5

10:56 am-4:16 pm

1 stop5h 20m

Jackson-Evers Intl

Mon 9/7

5:32 am-9:59 am

1 stop4h 27m

$331

ChicagoJackson

MDW Chicago Midway - JAN Jackson-Evers Intl

MDWJAN

Chicago Midway

Wed 9/2

11:10 am-7:45 pm

2 stops8h 35m

Jackson-Evers Intl

Wed 9/9

1:30 pm-9:55 pm

2 stops8h 25m

$332

ChicagoJackson

MDW Chicago Midway - JAN Jackson-Evers Intl

MDWJAN

Chicago Midway

Mon 10/19

5:15 pm-11:09 pm

1 stop5h 54m

Jackson-Evers Intl

Wed 10/21

3:33 pm-10:33 pm

1 stop7h 00m

$335
Quickest round-trip

ChicagoJackson

MDW Chicago Midway - JAN Jackson-Evers Intl

MDWJAN

Chicago Midway

Sat 9/19

11:35 am-4:29 pm

1 stop4h 54m

Jackson-Evers Intl

Sat 9/26

11:08 am-3:24 pm

1 stop4h 16m

$335

ChicagoJackson

MDW Chicago Midway - JAN Jackson-Evers Intl

MDWJAN

Chicago Midway

Mon 8/31

6:05 am-12:12 pm

1 stop6h 07m

Jackson-Evers Intl

Mon 9/7

5:32 am-9:59 am

1 stop4h 27m

$335

ChicagoJackson

MDW Chicago Midway - JAN Jackson-Evers Intl

MDWJAN

Chicago Midway

Thu 9/3

6:05 am-12:12 pm

1 stop6h 07m

Jackson-Evers Intl

Mon 9/7

5:32 am-9:59 am

1 stop4h 27m

$335

ChicagoJackson

MDW Chicago Midway - JAN Jackson-Evers Intl

MDWJAN

Chicago Midway

Mon 8/31

6:05 am-12:12 pm

1 stop6h 07m

Jackson-Evers Intl

Tue 9/8

5:03 pm-10:44 pm

1 stop5h 41m

$335

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 29m

Direct flights

None
The fastest flight from Chicago Midway Airport to Jackson, Mississippi takes 4h 29m
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 29m 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
4,217 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
Richland
Clinton

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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