S$179 Cheap Flights from Jacksonville to Chicago

View S$179 flight on Wed, 3 Dec, 2025Opens in a new window

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

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Cheap Flights from Jacksonville to Chicago (JAX-ORD)

Prices were available within the past 7 days and start at S$179 for one-way flights and S$382 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, 16 Oct - Thu, 23 Oct
JAX
Jacksonville
ORD
Chicago
S$382 Return, found 5 days ago
S$382
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Jacksonville to Chicago, returning Thu, 23 Oct, priced at S$382 found 5 days ago
Delta
Thu, 16 Oct - Thu, 23 Oct
JAX
Jacksonville
ORD
Chicago
S$412 Return, found 5 days ago
S$412
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Jacksonville to Chicago, returning Thu, 23 Oct, priced at S$412 found 5 days ago
Delta
Thu, 16 Oct - Thu, 23 Oct
JAX
Jacksonville
ORD
Chicago
S$415 Return, found 5 days ago
S$415
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Jacksonville to Chicago, returning Thu, 23 Oct, priced at S$415 found 5 days ago
Delta
Thu, 16 Oct - Thu, 23 Oct
JAX
Jacksonville
ORD
Chicago
S$427 Return, found 5 days ago
S$427
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Jacksonville to Chicago, returning Thu, 23 Oct, priced at S$427 found 5 days ago
Delta
Thu, 16 Oct - Thu, 23 Oct
JAX
Jacksonville
ORD
Chicago
S$433 Return, found 5 days ago
S$433
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Jacksonville to Chicago, returning Thu, 23 Oct, priced at S$433 found 5 days ago
Delta
Thu, 16 Oct - Thu, 23 Oct
JAX
Jacksonville
ORD
Chicago
S$445 Return, found 5 days ago
S$445
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Jacksonville to Chicago, returning Thu, 23 Oct, priced at S$445 found 5 days ago
American Airlines
Thu, 16 Oct - Thu, 23 Oct
JAX
Jacksonville
ORD
Chicago
S$446 Return, found 5 days ago
S$446
Return
found 5 days ago
Select American Airlines flight, departing Thu, 16 Oct from Jacksonville to Chicago, returning Thu, 23 Oct, priced at S$446 found 5 days ago
United
Thu, 16 Oct - Thu, 23 Oct
JAX
Jacksonville
ORD
Chicago
S$446 Return, found 5 days ago
S$446
Return
found 5 days ago
Select United flight, departing Thu, 16 Oct from Jacksonville to Chicago, returning Thu, 23 Oct, priced at S$446 found 5 days ago
Delta
Thu, 16 Oct - Thu, 23 Oct
JAX
Jacksonville
ORD
Chicago
S$458 Return, found 5 days ago
S$458
Return
found 5 days ago
Select Delta flight, departing Thu, 16 Oct from Jacksonville to Chicago, returning Thu, 23 Oct, priced at S$458 found 5 days ago
United
Thu, 16 Oct - Thu, 23 Oct
JAX
Jacksonville
ORD
Chicago
S$460 Return, found 5 days ago
S$460
Return
found 5 days ago
Select United flight, departing Thu, 16 Oct from Jacksonville to Chicago, returning Thu, 23 Oct, priced at S$460 found 5 days ago

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

September is typically the cheapest month to fly

From S$135 - S$396 per traveller.

Graph displaying average flight prices per month

Jacksonville to Chicago route information
Origin airport
Jacksonville Intl.
Destination airport
O'Hare Intl.
Return price
S$382
Distance
1384 km
Average flight time
1 hour 42 mins

Perfect flights from Jacksonville to Chicago

Your Journey from Jacksonville to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Jacksonville to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta, American Airlines, United. Our selection of flights from Jacksonville Intl. to O'Hare Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Jacksonville to Chicago Flights

Experience the joy of finding cheap flights from Jacksonville Intl. to O'Hare Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$179 and roundtrip prices from S$382*.
 

Pre-Flight Essentials

Ensure a smooth journey from Jacksonville to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Jacksonville to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Jacksonville to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Jacksonville to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Jacksonville to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from Jacksonville Intl. Airport to O'Hare Airport?
If you're travelling from Jacksonville Intl. Airport to O'Hare Intl. Airport (ORD), round-trip journeys start from S$382. This figure is based on airfares advertised within the last 7 days on Expedia for flights departing within the next year, so don't let a good deal slip through your fingers. Book today and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from JAX to ORD?
This can differ between air carriers, as each has its own set of terms and conditions. Head to the Customer Service Portal, where you'll find instructions on how to cancel your flight online.
How do I find cheap flights from Jacksonville Intl. Airport to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Jacksonville Intl. Airport (JAX) to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Jacksonville Intl. Airport to ORD?
It's just 1,400 kilometres between Jacksonville and Chicago. It's quite possible that you'll spend more time getting to and from the airport than you will actually flying!
Which airlines fly direct from Jacksonville Intl. Airport to O'Hare Intl. Airport (ORD)?
Many people choose to fly with United Airlines (UA) from JAX to O'Hare Intl. Airport (ORD). This leading airline offers 60 flights a month, so you can pick a flight time that's right for you. Operating 30 flights every month along this route, American Airlines (AA) is another top pick.
Are JAX to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Tickets from JAX to O'Hare Intl. Airport (ORD) are available up to a year before departure on Expedia. And although you may score a great last-minute deal, it's not something you should bank on. Also, booking your flights in advance means you'll have more choices — and you can avoid ending up with the dreaded middle seat! We regularly update our fares to bring you the best bargains, so check back often for all the latest specials.

Explore a world of travel with Expedia

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