Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to Jackson from $121

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 8/6. 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
6:05 am - 12:12 pm
MDW
-
JAN
6h 07m
1 stop
Delta Logo
5:32 am - 9:59 am
JAN
-
MDW
4h 27m
1 stop
$239Delta
Thu, Aug 6 - Thu, Aug 13
Delta Logo
5:10 pm - 11:11 pm
MDW
-
JAN
6h 01m
1 stop
Delta Logo
5:01 pm - 10:36 pm
JAN
-
MDW
5h 35m
1 stop
$240Delta
Mon, Aug 24 - Wed, Aug 26
Delta Logo
10:58 am - 4:17 pm
MDW
-
JAN
5h 19m
1 stop
Delta Logo
5:35 pm - 10:10 pm
JAN
-
MDW
4h 35m
1 stop
$241Delta
Thu, Nov 5 - Mon, Nov 9
Southwest Logo
5:25 am - 12:00 pm
MDW
-
JAN
6h 35m
1 stop
Southwest Logo
1:30 pm - 4:55 pm
JAN
-
MDW
3h 25m
1 stop
$246Southwest
Thu, Aug 6 - Tue, Aug 11
Southwest Logo
1:00 pm - 6:05 pm
MDW
-
JAN
5h 05m
2 stops
Southwest Logo
1:30 pm - 9:50 pm
JAN
-
MDW
8h 20m
2 stops
$251Southwest
Tue, Sep 29 - Wed, Sep 30
Southwest Logo
5:25 am - 12:00 pm
MDW
-
JAN
6h 35m
1 stop
Southwest Logo
12:40 pm - 8:40 pm
JAN
-
MDW
8h 00m
2 stops
$252Southwest
Thu, Aug 6 - Thu, Aug 13
Southwest Logo
5:30 am - 12:00 pm
MDW
-
JAN
6h 30m
2 stops
Southwest Logo
1:30 pm - 9:50 pm
JAN
-
MDW
8h 20m
2 stops
$257Southwest
Thu, Aug 6 - Tue, Aug 11
Southwest Logo
11:10 am - 10:05 pm
MDW
-
JAN
10h 55m
2 stops
Southwest Logo
8:15 pm - 1:05 am
JAN
-
MDW
4h 50m
1 stop
$263Southwest
Thu, Nov 5 - Mon, Nov 9
Southwest Logo
5:30 am - 12:00 pm
MDW
-
JAN
6h 30m
2 stops
Southwest Logo
12:40 pm - 8:40 pm
JAN
-
MDW
8h 00m
2 stops
$269Southwest
Thu, Aug 6 - Thu, Aug 13
Delta Logo
5:10 pm - 11:11 pm
MDW
-
JAN
6h 01m
1 stop
Delta Logo
3:30 pm - 10:36 pm
JAN
-
MDW
7h 06m
1 stop
$272Delta
Fri, Aug 7 - Mon, Aug 10

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

Southwest flights from Chicago Midway Airport to Jackson, Mississippi

Our best Southwest deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Southwest
Aug 24
MDW5:25 amChicago Midway
6h 35m
1 stop
JAN12:00 pmJackson-Evers Intl
Aug 26
JAN7:05 amJackson-Evers Intl
8h 25m
2 stops
MDW3:30 pmChicago Midway
$246
Southwest
Sep 29
MDW1:00 pmChicago Midway
5h 05m
2 stops
JAN6:05 pmJackson-Evers Intl
Sep 30
JAN1:30 pmJackson-Evers Intl
8h 20m
2 stops
MDW9:50 pmChicago Midway
$251
Southwest
Aug 6
MDW5:25 amChicago Midway
6h 35m
1 stop
JAN12:00 pmJackson-Evers Intl
Aug 13
JAN12:40 pmJackson-Evers Intl
8h 00m
2 stops
MDW8:40 pmChicago Midway
$252

Delta flights from Chicago Midway Airport to Jackson, Mississippi

Our best Delta deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Delta
Aug 6
MDW6:05 amChicago Midway
6h 07m
1 stop
JAN12:12 pmJackson-Evers Intl
Aug 13
JAN5:32 amJackson-Evers Intl
4h 27m
1 stop
MDW9:59 amChicago Midway
$239
Delta
Aug 8
MDW6:11 amChicago Midway
5h 48m
1 stop
JAN11:59 amJackson-Evers Intl
Aug 15
JAN5:01 pmJackson-Evers Intl
5h 35m
1 stop
MDW10:36 pmChicago Midway
$240
Delta
Aug 24
MDW6:05 amChicago Midway
6h 07m
1 stop
JAN12:12 pmJackson-Evers Intl
Aug 31
JAN5:32 amJackson-Evers Intl
4h 27m
1 stop
MDW9:59 amChicago Midway
$241

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 July 11, 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

Thu 8/6

6:05 am-12:12 pm

1 stop6h 07m

Jackson-Evers Intl

Thu 8/13

5:32 am-9:59 am

1 stop4h 27m

$239

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Mon 8/24

5:10 pm-11:11 pm

1 stop6h 01m

Jackson-Evers Intl

Wed 8/26

5:01 pm-10:36 pm

1 stop5h 35m

$240
Quickest round-trip

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 11/5

10:58 am-4:17 pm

1 stop5h 19m

Jackson-Evers Intl

Mon 11/9

5:35 pm-10:10 pm

1 stop4h 35m

$241

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 8/6

5:25 am-12:00 pm

1 stop6h 35m

Jackson-Evers Intl

Tue 8/11

1:30 pm-4:55 pm

1 stop3h 25m

$246

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Tue 9/29

1:00 pm-6:05 pm

2 stops5h 05m

Jackson-Evers Intl

Wed 9/30

1:30 pm-9:50 pm

2 stops8h 20m

$251

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 8/6

5:25 am-12:00 pm

1 stop6h 35m

Jackson-Evers Intl

Thu 8/13

12:40 pm-8:40 pm

2 stops8h 00m

$252

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 8/6

5:30 am-12:00 pm

2 stops6h 30m

Jackson-Evers Intl

Tue 8/11

1:30 pm-9:50 pm

2 stops8h 20m

$257

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 11/5

11:10 am-10:05 pm

2 stops10h 55m

Jackson-Evers Intl

Mon 11/9

8:15 pm-1:05 am

1 stop4h 50m

$263

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 8/6

5:30 am-12:00 pm

2 stops6h 30m

Jackson-Evers Intl

Thu 8/13

12:40 pm-8:40 pm

2 stops8h 00m

$269

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Fri 8/7

5:10 pm-11:11 pm

1 stop6h 01m

Jackson-Evers Intl

Mon 8/10

3:30 pm-10:36 pm

1 stop7h 06m

$272

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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

5h 19m

Direct flights

None
The fastest flight from Chicago Midway Airport to Jackson, Mississippi takes 5h 19m
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. 5h 19m 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
7.9
4,248 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
Mon 8/10
Mon 8/17
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States