Cheap Flight Tickets from Chicago (MDW) to Jacksonville (JAX), Starting at $340

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

$365

WN Southwest Airlines • 2 stops • 13h 25m

Jul 14 – Aug 13

The cheapest round trip flight from Chicago to Jacksonville (MDW-JAX-MDW) is currently $365

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Cheapest Direct Flight

$340

WN Southwest Airlines • nonstop • 3h 40m

Jul 14

The cheapest nonstop flight from Chicago to Jacksonville (MDW-JAX) is currently $340

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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

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.

Jul 14 - Aug 13, Economy
WN
Chicago → Jacksonville
13h 25m
7:50 AM - 4:55 PM • 2 stops
WN
Chicago → Jacksonville
7h 15m
7:25 AM - 11:00 AM • 1 stop
$365
Southwest Airlines
Jul 14 - Aug 13, Economy
F9
Chicago → Jacksonville
7h 3m
12:11 PM - 5:34 PM • 1 stop
AA
Chicago → Jacksonville
4h 10m
7:15 AM - 9:05 AM • nonstop
$400
Frontier Airlines
Jul 14 - Aug 13, Economy
DL
Chicago → Jacksonville
7h 5m
6:35 AM - 12:00 PM • 1 stop
F9
Chicago → Jacksonville
7h 14m
6:29 PM - 10:03 PM • 1 stop
$400
Delta Airlines
Jul 14 - Aug 13, Economy
DL
Chicago → Jacksonville
- • 1 stop
DL
Chicago → Jacksonville
- • 1 stop
$407
Delta Airlines
Jul 14 - Aug 13, Economy
WN
Chicago → Jacksonville
10h 10m
6:30 AM - 1:40 PM • 1 stop
WN
Chicago → Jacksonville
9h 10m
7:25 AM - 12:15 PM • 2 stops
$410
Southwest Airlines
Jul 14 - Aug 13, Economy
AA
Chicago → Jacksonville
9h 9m
11:40 AM - 6:29 PM • 1 stop
AA
Chicago → Jacksonville
4h 10m
7:15 AM - 9:05 AM • nonstop
$449
American 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 6:30 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 F9 : USD 400
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 12:000 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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