Cheap Flight Tickets from Chicago (MDW) to Jacksonville (JAX), Starting at $49

Good to Know: Cheapest and Fastest MDW - JAX Flights

Useful information for finding best airline tickets from Chicago Midway International to Jacksonville International on your next trip.

Cheapest Round Trip Flight

$342

WN Southwest Airlines • 1 stop • 5h 40m

Oct 15 – Oct 18

The cheapest round trip flight from Chicago to Jacksonville (MDW-JAX-MDW) is currently $342

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Cheapest One way Flight

$49

WN Southwest Airlines • 2 stops • 7h 35m

Sep 16

The cheapest one way flight from Chicago to Jacksonville (MDW-JAX) is currently $49

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Cheapest Direct Flight

$332

WN Southwest Airlines • nonstop • 3h 40m

Oct 15

The cheapest nonstop flight from Chicago to Jacksonville (MDW-JAX) is currently $332

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Fastest Flight

3h 40m

The fastest nonstop flight from Chicago to Jacksonville (MDW-JAX) takes 3h 40m

Top Airlines Flying from Chicago to Jacksonville

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

WestJet Airlines

WestJet Airlines

American Airlines, AA

American Airlines

Latest Flight Deals from Chicago (MDW) to Jacksonville (JAX)

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

Oct 15 - Oct 18, Economy
WN
Chicago → Jacksonville
5h 40m
11:50 AM - 4:30 PM • 1 stop
WN
Chicago → Jacksonville
3h 40m
7:45 AM - 9:05 AM • nonstop
$342
Southwest Airlines
Oct 15 - Oct 18, Economy
WN
Chicago → Jacksonville
17h 15m
11:50 AM - 11:25 PM • 1 stop
WN
Chicago → Jacksonville
3h 40m
7:45 AM - 9:05 AM • nonstop
$342
Southwest Airlines
Oct 15 - Oct 18, Economy
WN
Chicago → Jacksonville
19h 10m
6:05 AM - 6:55 PM • 1 stop
WN
Chicago → Jacksonville
3h 40m
7:45 AM - 9:05 AM • nonstop
$342
Southwest Airlines
Oct 15 - Oct 18, Economy
WN
Chicago → Jacksonville
10h
7:25 AM - 2:25 PM • 1 stop
WN
Chicago → Jacksonville
5h 45m
4:30 PM - 7:15 PM • 1 stop
$351
Southwest Airlines
Oct 15 - Oct 18, Economy
F9
Chicago → Jacksonville
16h 43m
6:22 AM - 5:25 PM • 1 stop
F9
Chicago → Jacksonville
10h 23m
6:20 PM - 11:43 PM • 1 stop
$657
Frontier Airlines
Oct 15 - Oct 18, Economy
F9
Chicago → Jacksonville
45h 15m
6:22 AM - 10:37 AM • 2 stops
F9
Chicago → Jacksonville
30h 57m
6:20 PM - 12:17 PM • 2 stops
$751
Frontier Airlines

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

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

FAQs on Chicago to Jacksonville Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to JAX?
The most popular airline flying from Chicago to Jacksonville are
Can I fly from MDW to JAX non-stop?
Yes, you can fly MDW to JAX non-stop on
Which airlines fly nonstop between Chicago and Jacksonville?
The non-stop flights between Chicago and Jacksonville are .
What’s the earliest departure time from MDW to JAX Airport?
The earliest flight leaves MDW at 5:30 am and lands in JAX - Jacksonville International
What are the airports in Jacksonville?
JAX
Can I make changes to my Chicago to Jacksonville 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 JAX?
Read the fare rules of the Chicago to Jacksonville 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 Jacksonville?
operate flights between Chicago and Jacksonville
How long does a flight from Chicago to Jacksonville take?
It takes approximately 2 hour to fly non-stop from MDW to JAX, which is 848.64 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to Jacksonville (JAX) ?
In the past couple of days, the cheapest tickets to JAX from MDW were found on WN : USD 49
Do I need a passport to fly between MDW and JAX?
No
What’s the latest departure time from MDW to JAX ?
The last flight leaves MDW at 7:20 pm

Chicago (MDW) to Jacksonville (JAX): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport Jacksonville International , Jacksonville, US
Distance 849 miles

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