Cheap Flight Tickets from Chicago (MDW) to Jackson (JAN), Starting at $660

Good to Know: Cheapest and Fastest MDW - JAN Flights

Useful information for finding best airline tickets from Chicago Midway International to Jackson-Medgar Wiley Evers International on your next trip.

Cheapest Round Trip Flight

$660

WN Southwest Airlines • 1 stop • 5h 20m

Oct 26 – Oct 31

The cheapest round trip flight from Chicago to Jackson (MDW-JAN-MDW) is currently $660

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Fastest Flight

5h 20m

The fastest nonstop flight from Chicago to Jackson (MDW-JAN) takes 5h 20m

Top Airlines Flying from Chicago to Jackson

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

Latest Flight Deals from Chicago (MDW) to Jackson (JAN)

Compare and book low fare round-trip air tickets from Chicago to Jackson. Ideal for travelers with confirmed return itineraries.

Oct 26 - Oct 31, Economy
WN
Chicago → Jackson
5h 20m
4:30 PM - 7:50 PM • 1 stop
WN
Chicago → Jackson
11h 40m
5:40 AM - 12:40 PM • 1 stop
$660
Southwest Airlines
Oct 26 - Oct 31, Economy
WN
Chicago → Jackson
17h 30m
11:05 AM - 9:55 PM • 2 stops
WN
Chicago → Jackson
8h 55m
1:10 PM - 6:45 PM • 1 stop
$666
Southwest Airlines
Oct 26 - Oct 31, Economy
WN
Chicago → Jackson
26h 55m
8:00 PM - 12:15 PM • 2 stops
WN
Chicago → Jackson
11h 40m
5:40 AM - 12:40 PM • 1 stop
$666
Southwest Airlines
Oct 26 - Oct 31, Economy
WN
Chicago → Jackson
10h 40m
1:10 PM - 7:50 PM • 1 stop
WN
Chicago → Jackson
15h 45m
5:40 AM - 3:25 PM • 2 stops
$666
Southwest Airlines
Oct 26 - Oct 31, Economy
WN
Chicago → Jackson
23h 25m
7:50 AM - 9:55 PM • 2 stops
WN
Chicago → Jackson
10h 55m
5:40 AM - 12:35 PM • 2 stops
$671
Southwest Airlines
Oct 26 - Oct 31, Economy
DL
Chicago → Jackson
10h
5:09 PM - 11:09 PM • 1 stop
DL
Chicago → Jackson
7h 23m
1:04 PM - 5:47 PM • 1 stop
$710
Delta Airlines

Fly from Chicago to Jackson with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Jackson? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Jackson Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to JAN?
The most popular airline flying from Chicago to Jackson are
Can I fly from MDW to JAN non-stop?
NO
Which airlines fly nonstop between Chicago and Jackson?
The non-stop flights between Chicago and Jackson are .
What’s the earliest departure time from MDW to JAN Airport?
The earliest flight leaves MDW at 7:50 am and lands in JAN - Jackson-Medgar Wiley Evers International
What are the airports in Jackson?
JAN
Can I make changes to my Chicago to Jackson flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to JAN?
Read the fare rules of the Chicago to Jackson air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Jackson?
operate flights between Chicago and Jackson
How long does a flight from Chicago to Jackson take?
It takes approximately 2 hour to fly non-stop from MDW to JAN, which is 665.8 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to Jackson (JAN) ?
In the past couple of days, the cheapest tickets to JAN from MDW were found on DL : USD 710
Do I need a passport to fly between MDW and JAN?
No
What’s the latest departure time from MDW to JAN ?
The last flight leaves MDW at 8:00 pm

Chicago (MDW) to Jackson (JAN): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport Jackson-Medgar Wiley Evers International , Jackson, US
Distance 666 miles

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