$75 Cheap Flights from Chicago (MDW) to Jacksonville (JAX)

Bundle Your Flight + Hotel & Save!

Featured airlines

Top nine airline logos for desktop

    Plan, book, fly with confidence
  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
  • one key icon
    Earn twice
    Earn your airline miles on top of our OneKeyCash

Cheap Flights from Chicago to Jacksonville (MDW-JAX)

Prices were available within the past 7 days and start at $75 for one-way flights and $155 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Flights from Chicago (MDW) to Jacksonville (JAX)
Origin airport
Midway Intl.
Destination airport
Jacksonville Intl.
Airlines serving
Delta, Frontier Airlines
Roundtrip price
$155
Distance
849 mi
Average flight time
3 hours 12 mins

Chicago to Jacksonville Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Jacksonville offer the perfect respite. Not only does exploring Jacksonville provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to Jacksonville may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from MDW to JAX today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Jacksonville are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Jacksonville more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Jacksonville is $75 now!

Frequently asked questions

How much is a one-way flight from Midway Intl. Airport (MDW) to JAX?
Get ready to snap up a bargain, because one-way Chicago flights to Jacksonville start from just $75. This information is based on the best price found on Expedia for this journey with a departure date in the next three months. This airfare is for an Frontier Airlines flight, jetting off from Midway Airport on May 29 2024 and landing at Jacksonville Intl. Airport. The price of this flight was last updated on May 21 2024 and has not changed since.
Is it cheaper to buy a plane ticket from Chicago Airport to Jacksonville Intl. Airport last minute?
When it’s time to book your flights, being prepared pays dividends. While you may be able to score a deal on a Midway Intl. Airport (MDW) to Jacksonville Intl. Airport flight at the last minute, prices usually don’t get cheaper as the departure date nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to lock in a domestic flight is between 28 – 35 days ahead. For international flights it’s three to four months.
What is the cheapest airline flying from MDW to Jacksonville Intl. Airport in the next 90 days?
Based on airfares found on Expedia with a departure date within the next 90 days, Frontier Airlines is the cheapest airline flying from Chicago to Jacksonville. The fare for this route starts from $75. This flight departs from Chicago Airport on May 29 2024 and lands at Jacksonville Intl. Airport (JAX). The price was updated on May 21 2024 and has not changed since.
What's the cheapest price for a flight from Chicago Airport to Jacksonville Intl. Airport next month?
You can lock in a one-way flight from Chicago to Jacksonville for just $75. This is the cheapest ticket price for this trip with a departure date in the next month. It’s an Frontier Airlines flight taking off from Midway Intl. Airport (MDW) on May 29 2024 and landing at JAX. The pricing info was accurate as of May 21 2024 and has not changed since. It was found after looking at all available flights on Expedia within the next 30 days.
What airports do you fly into for Jacksonville from Chicago?
Jacksonville Intl. Airport (JAX), Golden Isles Airport (BQK) and Jacksonville Executive at Craig Airport (CRG) are your choices when taking off from Chicago to Jacksonville. Approximately 12 mi north of central Jacksonville, Jacksonville Intl. Airport (JAX) is the city’s principal entry point. Keep in mind things such as flight schedules and the distance to your hotel before picking your airport. Cummer Museum of Art and Gardens and Jacksonville Museum of Modern Art are two fantastic attractions to add to your must-see list when you reach your destination.
Can I change the date of my flight from Midway Airport to JAX?
It’s easy to make amendments to your MDW to Jacksonville Intl. Airport (JAX) trip yourself. Access your details via the Expedia Trips portal and choose “change flight.” Search for new flights and secure the one that better suits your plans. You’ll see an estimate of flight change fees that may apply. You can also head to our Customer Service portal to chat to our Virtual Agent and quickly get answers to all your questions.
Chicago nearby Airports
*Available to One Key members.