Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to Jackson from $149

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 2/25. 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
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
5:55 am - 11:15 am
MDW
-
JAN
5h 20m
1 stop
Southwest Logo
6:10 pm - 10:55 pm
JAN
-
MDW
4h 45m
1 stop
$309Southwest
Mon, Feb 23 - Wed, Mar 4
Southwest Logo
5:55 am - 11:15 am
MDW
-
JAN
5h 20m
1 stop
Southwest Logo
6:40 am - 1:10 pm
JAN
-
MDW
6h 30m
2 stops
$314Southwest
Mon, Feb 23 - Wed, Mar 4
Delta Logo
6:00 am - 10:10 am
MDW
-
JAN
4h 10m
1 stop
Delta Logo
5:35 am - 12:02 pm
JAN
-
MDW
6h 27m
1 stop
$321Delta
Mon, Mar 2 - Wed, Apr 1
Southwest Logo
11:35 am - 8:20 pm
MDW
-
JAN
8h 45m
2 stops
Southwest Logo
6:10 pm - 10:45 pm
JAN
-
MDW
4h 35m
1 stop
$326Southwest
Tue, Apr 21 - Sat, Apr 25
Southwest Logo
11:35 am - 8:20 pm
MDW
-
JAN
8h 45m
2 stops
Southwest Logo
6:00 am - 2:35 pm
JAN
-
MDW
8h 35m
2 stops
$331Southwest
Tue, Apr 21 - Sat, Apr 25
Southwest Logo
12:50 pm - 8:55 pm
MDW
-
JAN
8h 05m
2 stops
Southwest Logo
6:40 am - 1:10 pm
JAN
-
MDW
6h 30m
2 stops
$348Southwest
Mon, Feb 23 - Wed, Mar 4
Delta Logo
6:00 am - 11:20 am
MDW
-
JAN
5h 20m
1 stop
Delta Logo
2:40 pm - 9:46 pm
JAN
-
MDW
7h 06m
1 stop
$367Delta
Fri, Jul 3 - Tue, Jul 7
Southwest Logo
10:05 am - 2:40 pm
MDW
-
JAN
4h 35m
1 stop
Southwest Logo
6:10 pm - 10:55 pm
JAN
-
MDW
4h 45m
1 stop
$372Southwest
Wed, Feb 11 - Wed, Feb 18
Southwest Logo
12:20 pm - 8:00 pm
MDW
-
JAN
7h 40m
2 stops
Southwest Logo
6:10 pm - 10:55 pm
JAN
-
MDW
4h 45m
1 stop
$377Southwest
Wed, Feb 11 - Wed, Feb 18
Southwest Logo
10:55 am - 7:20 pm
MDW
-
JAN
8h 25m
2 stops
Southwest Logo
1:25 pm - 6:05 pm
JAN
-
MDW
4h 40m
1 stop
$387Southwest
Thu, Feb 12 - Wed, Feb 18

Southwest flights from Chicago Midway Airport to Jackson, Mississippi

Our best Southwest deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Southwest
Feb 23
MDW5:55 amChicago Midway
5h 20m
1 stop
JAN11:15 amJackson-Evers Intl
Mar 4
JAN6:10 pmJackson-Evers Intl
4h 45m
1 stop
MDW10:55 pmChicago Midway
$309
Southwest
Feb 23
MDW5:55 amChicago Midway
5h 20m
1 stop
JAN11:15 amJackson-Evers Intl
Mar 4
JAN6:40 amJackson-Evers Intl
6h 30m
2 stops
MDW1:10 pmChicago Midway
$314
Southwest
Apr 21
MDW11:35 amChicago Midway
8h 45m
2 stops
JAN8:20 pmJackson-Evers Intl
Apr 25
JAN6:10 pmJackson-Evers Intl
4h 35m
1 stop
MDW10:45 pmChicago Midway
$326

Delta flights from Chicago Midway Airport to Jackson, Mississippi

Our best Delta deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Delta
Mar 2
MDW6:00 amChicago Midway
4h 10m
1 stop
JAN10:10 amJackson-Evers Intl
Apr 1
JAN5:35 amJackson-Evers Intl
6h 27m
1 stop
MDW12:02 pmChicago Midway
$321
Delta
Jul 3
MDW6:00 amChicago Midway
5h 20m
1 stop
JAN11:20 amJackson-Evers Intl
Jul 7
JAN2:40 pmJackson-Evers Intl
7h 06m
1 stop
MDW9:46 pmChicago Midway
$367
Delta
Feb 12
MDW6:40 pmChicago Midway
4h 27m
1 stop
JAN11:07 pmJackson-Evers Intl
Feb 18
JAN10:57 amJackson-Evers Intl
6h 48m
1 stop
MDW5:45 pmChicago Midway
$392

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 29, 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

Mon 2/23

5:55 am-11:15 am

1 stop5h 20m

Jackson-Evers Intl

Wed 3/4

6:10 pm-10:55 pm

1 stop4h 45m

$309

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Mon 2/23

5:55 am-11:15 am

1 stop5h 20m

Jackson-Evers Intl

Wed 3/4

6:40 am-1:10 pm

2 stops6h 30m

$314

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Mon 3/2

6:00 am-10:10 am

1 stop4h 10m

Jackson-Evers Intl

Wed 4/1

5:35 am-12:02 pm

1 stop6h 27m

$321

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 4/21

11:35 am-8:20 pm

2 stops8h 45m

Jackson-Evers Intl

Sat 4/25

6:10 pm-10:45 pm

1 stop4h 35m

$326

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 4/21

11:35 am-8:20 pm

2 stops8h 45m

Jackson-Evers Intl

Sat 4/25

6:00 am-2:35 pm

2 stops8h 35m

$331

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Mon 2/23

12:50 pm-8:55 pm

2 stops8h 05m

Jackson-Evers Intl

Wed 3/4

6:40 am-1:10 pm

2 stops6h 30m

$348

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Fri 7/3

6:00 am-11:20 am

1 stop5h 20m

Jackson-Evers Intl

Tue 7/7

2:40 pm-9:46 pm

1 stop7h 06m

$367

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 2/11

10:05 am-2:40 pm

1 stop4h 35m

Jackson-Evers Intl

Wed 2/18

6:10 pm-10:55 pm

1 stop4h 45m

$372

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 2/11

12:20 pm-8:00 pm

2 stops7h 40m

Jackson-Evers Intl

Wed 2/18

6:10 pm-10:55 pm

1 stop4h 45m

$377

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 2/12

10:55 am-7:20 pm

2 stops8h 25m

Jackson-Evers Intl

Wed 2/18

1:25 pm-6:05 pm

1 stop4h 40m

$387

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
1
2

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 typical price of a round-trip flight between Chicago Midway Airport and Jackson, Mississippi?

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 10m

Direct flights

None
The fastest flight from Chicago Midway Airport to Jackson, Mississippi takes 4h 10m
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 10m 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
4,267 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.

An easier way to manage your Jackson, Mississippi trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 2/28
Sat 3/7
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States