$90 Cheap Flights from Chicago (ORD) to Jacksonville (JAX)

View $90 flight on Sat, Oct 11, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Jacksonville International Airport (JAX)

Cheap Flights from Chicago to Jacksonville (ORD-JAX)

Prices were available within the past 7 days and start at $90 for one-way flights and $125 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Sat, Oct 18 - Tue, Oct 21
ORD
Chicago
JAX
Jacksonville
$125 Roundtrip, found 2 days ago
$125
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Oct 18 from Chicago to Jacksonville, returning Tue, Oct 21, priced at $125 found 2 days ago
United
Tue, Oct 7 - Wed, Oct 8
ORD
Chicago
JAX
Jacksonville
$179 Roundtrip, just found
$179
Roundtrip
just found
Select United flight, departing Tue, Oct 7 from Chicago to Jacksonville, returning Wed, Oct 8, priced at $179 just found
United
Sat, Aug 2 - Tue, Aug 12
ORD
Chicago
JAX
Jacksonville
$180 Roundtrip, found 5 hours ago
$180
Roundtrip
found 5 hours ago
Select United flight, departing Sat, Aug 2 from Chicago to Jacksonville, returning Tue, Aug 12, priced at $180 found 5 hours ago
American Airlines
Wed, Aug 27 - Mon, Sep 1
ORD
Chicago
JAX
Jacksonville
$182 Roundtrip, found 1 hour ago
$182
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Aug 27 from Chicago to Jacksonville, returning Mon, Sep 1, priced at $182 found 1 hour ago
United
Wed, Jul 30 - Sat, Aug 9
ORD
Chicago
JAX
Jacksonville
$188 Roundtrip, found 5 hours ago
$188
Roundtrip
found 5 hours ago
Select United flight, departing Wed, Jul 30 from Chicago to Jacksonville, returning Sat, Aug 9, priced at $188 found 5 hours ago
Southwest Airlines
Tue, Oct 7 - Wed, Oct 8
ORD
Chicago
JAX
Jacksonville
$189 Roundtrip, just found
$189
Roundtrip
just found
Select Southwest Airlines flight, departing Tue, Oct 7 from Chicago to Jacksonville, returning Wed, Oct 8, priced at $189 just found
United
Sat, Aug 2 - Sat, Aug 9
ORD
Chicago
JAX
Jacksonville
$190 Roundtrip, found 11 hours ago
$190
Roundtrip
found 11 hours ago
Select United flight, departing Sat, Aug 2 from Chicago to Jacksonville, returning Sat, Aug 9, priced at $190 found 11 hours ago
United
Sat, Aug 2 - Tue, Aug 12
ORD
Chicago
JAX
Jacksonville
$191 Roundtrip, found 5 hours ago
$191
Roundtrip
found 5 hours ago
Select United flight, departing Sat, Aug 2 from Chicago to Jacksonville, returning Tue, Aug 12, priced at $191 found 5 hours ago
Delta
Sat, Aug 2 - Tue, Aug 12
ORD
Chicago
JAX
Jacksonville
$192 Roundtrip, found 5 hours ago
$192
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, Aug 2 from Chicago to Jacksonville, returning Tue, Aug 12, priced at $192 found 5 hours ago
JetBlue Airways
Tue, Sep 16 - Mon, Sep 22
ORD
Chicago
JAX
Jacksonville
$223 Roundtrip, found 2 hours ago
$223
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Chicago to Jacksonville, returning Mon, Sep 22, priced at $223 found 2 hours ago

Find the cheapest month to fly from Chicago (ORD) to Jacksonville (JAX)

September is typically the cheapest month to fly

From $105 - $189 per traveler.

Graph displaying average flight prices per month

Alternative airports near Jacksonville

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Jacksonville Intl. JAX. Cheapest option available. Average driving time to city center is 19 minutes. Flights from $409
JAX
Jacksonville Intl.
Cheapest
Average driving time to city center19 min
Flights from $409
Flights from Chicago (ORD) to Jacksonville (JAX)
Origin airport
O'Hare Intl.
Destination airport
Jacksonville Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, United
Roundtrip price
$124
Distance
865 mi
Average flight time
3 hours 32 mins

Chicago to Jacksonville Flights

The cheapest times to fly from Chicago to Jacksonville

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Jacksonville are during the month of October. You can find some of the cheapest flights from Chicago to Jacksonville with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Jacksonville

Sunday is one of the best days to book for cheap flights from Chicago to Jacksonville: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Jacksonville

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Jacksonville in 2025. You can also book with separate airlines for your outbound and return journeys, from $90 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Jacksonville flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Jacksonville airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX) cost?
Cheap return flights from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX) start from $155. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a United and Southwest Airlines flight leaving ORD on August 5 2025 and touching down at JAX. The price was last updated on July 9 2025 and has not changed since.
What is the cheapest month to fly from ORD to JAX?
The cheapest flights from ORD to JAX are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX)?
You can fly nonstop from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX) on a United Airlines flight.
What is the cheapest airline that flies from ORD to JAX?
With tickets starting at $90 for a one-way journey from ORD to JAX, United is currently the cheapest carrier flying this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on August 31 2025. Prices were last updated on July 9 2025 and have not changed since.
How many flights per day from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX)?
With, on average, 3 direct flights that operate from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX) every day, you'll be on your way in no time.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX)?
More travelers fly between ORD and JAX at 5 PM than at any other point in the day. Prefer a quieter experience? Travel outside of rush hours and it's possible you'll save on your fare as well.
What day of the week has the most flights from ORD to JAX?
Jet off on a Sunday if you're after the best choice of flights from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX)?
Catch the earliest flight at around 7:40AM UTC-6, departing from O'Hare Intl. Airport (ORD). You'll be traveling for roughly 2h 43m, reaching Jacksonville Intl. Airport (JAX) at approximately 11:23AM UTC-5.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX)?
Flights from ORD to JAX have an average travel time of 2 hours and 33 minutes. The total distance between the two airports is 870 mi.
What airline has the least delays from ORD to JAX?
Delta Air Lines has the best performance for on-time direct flights from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX), with an on-time rating of 100%. Use the Expedia App to view your flight status before you leave and get real-time updates about any changes.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX)?
To reach Jacksonville Intl. Airport (JAX) without delays, opt for a flight that leaves O'Hare Intl. Airport (ORD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Jacksonville from O'Hare Intl. Airport (ORD)?
If you've booked a direct flight from O'Hare Intl. Airport (ORD) to Jacksonville, Jacksonville Intl. Airport (JAX) is the only airport you can land at.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX) last-minute?
Booking your flight from ORD to JAX right before your getaway is usually more expensive. However, if you're flexible with your departure times and dates, you could land a cheap last-minute fare.
Is it cheaper to book an ORD to JAX flight and hotel package?
Opting for an ORD to JAX flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels all in one place. Choose from our wide range of accommodations and then add activities, car rentals and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Jacksonville Intl. Airport (JAX)?
If you booked your ORD to JAX flight within the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for more details.

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*Available to One Key members.