Cheap Flight Tickets from Chicago (MDW) to Jacksonville (JAX), Starting at $275

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

$282

WN Southwest Airlines • nonstop • 3h 35m

Nov 25 – Nov 29

The cheapest round trip flight from Chicago to Jacksonville (MDW-JAX-MDW) is currently $282

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Cheapest Direct Flight

$275

WN Southwest Airlines • nonstop • 3h 45m

Nov 25

The cheapest nonstop flight from Chicago to Jacksonville (MDW-JAX) is currently $275

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Fastest Flight

3h 35m

The fastest nonstop flight from Chicago to Jacksonville (MDW-JAX) takes 3h 35m

Top Airlines Flying from Chicago to Jacksonville

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta 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.

Nov 25 - Nov 29, Economy
WN
Chicago → Jacksonville
3h 35m
7:00 PM - 10:15 PM • nonstop
WN
Chicago → Jacksonville
10h
5:00 AM - 10:00 AM • 1 stop
$282
Southwest Airlines
Nov 25 - Nov 29, Economy
WN
Chicago → Jacksonville
15h 10m
12:45 PM - 10:55 PM • 1 stop
WN
Chicago → Jacksonville
3h 50m
7:55 PM - 9:25 PM • nonstop
$282
Southwest Airlines
Nov 25 - Nov 29, Economy
WN
Chicago → Jacksonville
8h 55m
4:20 PM - 10:55 PM • 1 stop
WN
Chicago → Jacksonville
3h 50m
7:55 PM - 9:25 PM • nonstop
$282
Southwest Airlines
Nov 25 - Nov 29, Economy
WN
Chicago → Jacksonville
10h 30m
1:10 PM - 8:40 PM • 1 stop
WN
Chicago → Jacksonville
3h 50m
7:55 PM - 9:25 PM • nonstop
$282
Southwest Airlines
Nov 25 - Nov 29, Economy
WN
Chicago → Jacksonville
9h 15m
4:20 PM - 11:15 PM • 2 stops
WN
Chicago → Jacksonville
3h 50m
7:15 AM - 8:45 AM • nonstop
$289
Southwest Airlines
Nov 25 - Nov 29, Economy
DL
Chicago → Jacksonville
13h 38m
11:28 AM - 8:46 PM • 1 stop
DL
Chicago → Jacksonville
11h 50m
6:10 AM - 12:20 PM • 1 stop
$460
Delta 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 8:00 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 282
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 7:00 pm

Essential Information for Booking Flights from Chicago (MDW) - AI Insights

What's the cheapest airline from mdw to jax?
You can find affordable flights on Southwest Airlines from Chicago Midway International Airport (mdw) to Jacksonville International Airport (jax). Budget-friendly options are available, especially when booking in advance. Consider flying one way and taking advantage of early bookings for the best deals.
What's the popular airline to fly from mdw to jax?
Southwest Airlines offers a convenient option to fly from Chicago Midway International Airport (mdw) to Jacksonville International Airport (jax). As a first-class passenger, you can enjoy luxurious suites and fine dining on this one-stop flight. Booking in advance is recommended, as it's best to secure your seat 2 days prior to departure for the best rates.
What's the cheapest day of the week to fly from mdw to jax?
The cheapest day to fly from Chicago Midway International (mdw) to Jacksonville International (jax) is Sunday. Flying on Sundays can result in lower fares, making it a budget-friendly option for your one-way trip.
What's the cheapest month to fly from mdw to jax?
The cheapest month to fly from Chicago Midway International Airport (mdw) to Jacksonville International Airport (jax) is October.
Which airline/airlines fly from mdw to jax?
The airlines that fly from Chicago Midway International Airport (mdw) to Jacksonville International Airport (jax) include Volaris Airline (Y4), Delta Airlines (DL), Allegiant (G4), Southwest Airlines (WN), Aeromexico (AM), WestJet Airlines (WS), American Airlines (AA), Frontier Airlines (F9), United Airlines (UA), and JetBlue Airways (B6). You can find low fares on these airlines for your one-way trip.
What are the available flights from Milwaukee to Jacksonville International Airport?
You can find available flights from Milwaukee to Jacksonville International Airport on Southwest Airlines, which offers direct flights with a flight duration of approximately 3 hours and 30 minutes.
How can I book my airfare on your website for a one-way trip?
To book your airfare on our website, simply enter your travel dates, destination, and number of passengers, and we will provide you with the cheapest options available.
Can I get an estimate of the cost of my air ticket in advance?
Yes, you can get an estimate of the cost of your air ticket by using our fare comparison tool. Simply enter your travel dates and destination to get an idea of the current prices.
Is it possible to make a booking for a group of 2 passengers with First class cabin?
Yes, we offer First class cabins for groups of up to 2 passengers. Please contact our customer service team to book your flight.
What are the airline options available for flights from Chicago Midway International Airport to Jacksonville International Airport?
The airlines that operate flights from Chicago Midway International Airport to Jacksonville International Airport include Volaris Airline, Delta Airlines, Allegiant, Southwest Airlines, Aeromexico, WestJet Airlines, American Airlines, Frontier Airlines, United Airlines, and JetBlue Airways.

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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