Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to Jackson from $160

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 6/10. 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

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
12:53 pm - 6:52 pm
MDW
-
JAN
5h 59m
1 stop
Delta Logo
9:34 am - 4:12 pm
JAN
-
MDW
6h 38m
1 stop
$333Delta
Wed, May 27 - Thu, May 28
Delta Logo
6:23 am - 12:12 pm
MDW
-
JAN
5h 49m
1 stop
Delta Logo
5:05 pm - 9:09 pm
JAN
-
MDW
4h 04m
1 stop
$353Delta
Sat, May 23 - Tue, May 26
Southwest Logo
11:25 am - 6:45 pm
MDW
-
JAN
7h 20m
2 stops
Southwest Logo
12:20 pm - 5:05 pm
JAN
-
MDW
4h 45m
1 stop
$358Southwest
Wed, Jun 24 - Tue, Jul 28
Southwest Logo
11:25 am - 6:45 pm
MDW
-
JAN
7h 20m
2 stops
Southwest Logo
12:20 pm - 8:40 pm
JAN
-
MDW
8h 20m
2 stops
$363Southwest
Wed, Jun 24 - Tue, Jul 28
Delta Logo
5:08 pm - 11:18 pm
MDW
-
JAN
6h 10m
1 stop
Delta Logo
5:04 pm - 10:17 pm
JAN
-
MDW
5h 13m
1 stop
$367Delta
Fri, Jun 5 - Mon, Jun 8
Southwest Logo
7:25 am - 12:20 pm
MDW
-
JAN
4h 55m
1 stop
Southwest Logo
12:15 pm - 6:15 pm
JAN
-
MDW
6h 00m
2 stops
$372Southwest
Wed, May 27 - Thu, May 28
Delta Logo
5:08 pm - 11:18 pm
MDW
-
JAN
6h 10m
1 stop
Delta Logo
5:04 pm - 10:17 pm
JAN
-
MDW
5h 13m
1 stop
$377Delta
Fri, Jun 5 - Mon, Jun 8
Southwest Logo
7:30 am - 12:25 pm
MDW
-
JAN
4h 55m
1 stop
Southwest Logo
5:55 am - 10:35 am
JAN
-
MDW
4h 40m
1 stop
$387Southwest
Sun, May 24 - Sun, May 31
Southwest Logo
7:30 am - 12:25 pm
MDW
-
JAN
4h 55m
1 stop
Southwest Logo
5:55 am - 1:10 pm
JAN
-
MDW
7h 15m
2 stops
$392Southwest
Sun, May 24 - Sun, May 31
Southwest Logo
1:00 pm - 9:55 pm
MDW
-
JAN
8h 55m
2 stops
Southwest Logo
11:25 am - 7:05 pm
JAN
-
MDW
7h 40m
2 stops
$397Southwest
Thu, Jul 23 - Mon, Jul 27

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

Delta flights from Chicago Midway Airport to Jackson, Mississippi

Our best Delta deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Delta
May 27
MDW12:53 pmChicago Midway
5h 59m
1 stop
JAN6:52 pmJackson-Evers Intl
May 28
JAN9:34 amJackson-Evers Intl
6h 38m
1 stop
MDW4:12 pmChicago Midway
$333
Delta
May 23
MDW6:23 amChicago Midway
5h 49m
1 stop
JAN12:12 pmJackson-Evers Intl
May 26
JAN5:05 pmJackson-Evers Intl
4h 04m
1 stop
MDW9:09 pmChicago Midway
$353
Delta
Jun 5
MDW5:08 pmChicago Midway
6h 10m
1 stop
JAN11:18 pmJackson-Evers Intl
Jun 8
JAN5:04 pmJackson-Evers Intl
5h 13m
1 stop
MDW10:17 pmChicago Midway
$367

Southwest flights from Chicago Midway Airport to Jackson, Mississippi

Our best Southwest deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Southwest
Jun 24
MDW11:25 amChicago Midway
7h 20m
2 stops
JAN6:45 pmJackson-Evers Intl
Jul 28
JAN12:20 pmJackson-Evers Intl
4h 45m
1 stop
MDW5:05 pmChicago Midway
$358
Southwest
Jun 24
MDW11:25 amChicago Midway
7h 20m
2 stops
JAN6:45 pmJackson-Evers Intl
Jul 28
JAN12:20 pmJackson-Evers Intl
8h 20m
2 stops
MDW8:40 pmChicago Midway
$363
Southwest
May 27
MDW7:25 amChicago Midway
4h 55m
1 stop
JAN12:20 pmJackson-Evers Intl
May 28
JAN12:15 pmJackson-Evers Intl
6h 00m
2 stops
MDW6:15 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 May 1, 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

Wed 5/27

12:53 pm-6:52 pm

1 stop5h 59m

Jackson-Evers Intl

Thu 5/28

9:34 am-4:12 pm

1 stop6h 38m

$333

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 5/23

6:23 am-12:12 pm

1 stop5h 49m

Jackson-Evers Intl

Tue 5/26

5:05 pm-9:09 pm

1 stop4h 04m

$353

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 6/24

11:25 am-6:45 pm

2 stops7h 20m

Jackson-Evers Intl

Tue 7/28

12:20 pm-5:05 pm

1 stop4h 45m

$358

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 6/24

11:25 am-6:45 pm

2 stops7h 20m

Jackson-Evers Intl

Tue 7/28

12:20 pm-8:40 pm

2 stops8h 20m

$363

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Fri 6/5

5:08 pm-11:18 pm

1 stop6h 10m

Jackson-Evers Intl

Mon 6/8

5:04 pm-10:17 pm

1 stop5h 13m

$367

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Wed 5/27

7:25 am-12:20 pm

1 stop4h 55m

Jackson-Evers Intl

Thu 5/28

12:15 pm-6:15 pm

2 stops6h 00m

$372

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Fri 6/5

5:08 pm-11:18 pm

1 stop6h 10m

Jackson-Evers Intl

Mon 6/8

5:04 pm-10:17 pm

1 stop5h 13m

$377
Quickest round-trip

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sun 5/24

7:30 am-12:25 pm

1 stop4h 55m

Jackson-Evers Intl

Sun 5/31

5:55 am-10:35 am

1 stop4h 40m

$387

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sun 5/24

7:30 am-12:25 pm

1 stop4h 55m

Jackson-Evers Intl

Sun 5/31

5:55 am-1:10 pm

2 stops7h 15m

$392

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 7/23

1:00 pm-9:55 pm

2 stops8h 55m

Jackson-Evers Intl

Mon 7/27

11:25 am-7:05 pm

2 stops7h 40m

$397

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 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 35m

Direct flights

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

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 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 $352Free CancellationRating
8.0
4,317 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.

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
Sun 5/31
Sun 6/7
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States