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CA $238 Cheap Flights from Chicago (ORD) to Jacksonville (JAX)

View CA $238 flight on Tue, Oct 20, 2026Opens in a new window

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

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Cheap flights from Chicago (ORD) to Jacksonville (JAX)

Prices were available within the past 7 days and start at CA $238 for one-way flights and CA $475 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Oct 20 - Sat, Oct 24
ORD
Chicago
JAX
Jacksonville
CA $475 Roundtrip, found 1 day ago
CA $475
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 20 from Chicago to Jacksonville, returning Sat, Oct 24, priced at CA $475 found 1 day ago
American Airlines
Tue, Oct 20 - Sat, Oct 24
ORD
Chicago
JAX
Jacksonville
CA $476 Roundtrip, found 1 day ago
CA $476
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 20 from Chicago to Jacksonville, returning Sat, Oct 24, priced at CA $476 found 1 day ago
American Airlines
Tue, Oct 20 - Sat, Oct 24
ORD
Chicago
JAX
Jacksonville
CA $489 Roundtrip, found 1 day ago
CA $489
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 20 from Chicago to Jacksonville, returning Sat, Oct 24, priced at CA $489 found 1 day ago
American Airlines
Tue, Oct 20 - Sat, Oct 24
ORD
Chicago
JAX
Jacksonville
CA $490 Roundtrip, found 1 day ago
CA $490
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 20 from Chicago to Jacksonville, returning Sat, Oct 24, priced at CA $490 found 1 day ago
Delta
Tue, Oct 20 - Sat, Oct 24
ORD
Chicago
JAX
Jacksonville
CA $503 Roundtrip, found 1 day ago
CA $503
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 20 from Chicago to Jacksonville, returning Sat, Oct 24, priced at CA $503 found 1 day ago
Delta
Tue, Oct 20 - Sat, Oct 24
ORD
Chicago
JAX
Jacksonville
CA $504 Roundtrip, found 1 day ago
CA $504
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 20 from Chicago to Jacksonville, returning Sat, Oct 24, priced at CA $504 found 1 day ago
Delta
Tue, Oct 20 - Sat, Oct 24
ORD
Chicago
JAX
Jacksonville
CA $531 Roundtrip, found 1 day ago
CA $531
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 20 from Chicago to Jacksonville, returning Sat, Oct 24, priced at CA $531 found 1 day ago
United
Tue, Oct 20 - Sat, Oct 24
ORD
Chicago
JAX
Jacksonville
CA $531 Roundtrip, found 1 day ago
CA $531
Roundtrip
found 1 day ago
Select United flight, departing Tue, Oct 20 from Chicago to Jacksonville, returning Sat, Oct 24, priced at CA $531 found 1 day ago
Delta
Tue, Oct 20 - Sat, Oct 24
ORD
Chicago
JAX
Jacksonville
CA $545 Roundtrip, found 1 day ago
CA $545
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 20 from Chicago to Jacksonville, returning Sat, Oct 24, priced at CA $545 found 1 day ago
JetBlue Airways
Tue, Oct 20 - Sat, Oct 24
ORD
Chicago
JAX
Jacksonville
CA $553 Roundtrip, found 1 day ago
CA $553
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Oct 20 from Chicago to Jacksonville, returning Sat, Oct 24, priced at CA $553 found 1 day ago

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

September is typically the cheapest month to fly

From CA $248 - CA $354 per traveller.

Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.) cost?
You can find cheap one-way flights from CA $238 and cheap return flights from CA $475 ORD to JAX with Expedia. One-way flights typically cost between CA$287 and CA$852. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when ORD to JAX ticket fares go up or down.
What is the cheapest month to fly from Chicago, IL (ORD) to Jacksonville, FL (JAX)?
The cheapest months to fly from Chicago, IL (ORD) to Jacksonville, FL (JAX) are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.)?
There are 2 airlines that offer direct flights from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.). These include:
  • United operates 47 direct flights from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.) every week.
  • American Airlines operates 26 direct flights from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.) every week.
What is the cheapest airline that flies from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.)?
United is one of the cheapest airlines offering nonstop return flights from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.), with prices starting from around CA$193 for flights that can be booked for departure within the next year. Sun Country Airlines offers one of the cheapest connecting return flights on this route, with prices starting from around CA$368. These prices are per adult, for economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.)?
The best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.) will differ from traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, American Airlines typically offers the lowest fares. American Airlines offers the most daily flights from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Chicago, IL (ORD) to Jacksonville, FL (JAX)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.)?
You'll find approximately 10 nonstop flights per day from Chicago O'Hare International (ORD) to Jacksonville International (JAX). For even more choices, look at flights that include layovers, as there are around 95 connecting flights per day. Some common connection points include Hartsfield-Jackson Atlanta International (ATL), LaGuardia (LGA), and Dallas-Fort Worth International (DFW).
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.)?
The earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.) typically departs around 12:00 AM local time, operated by American Airlines. This is a seasonal service active in December. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.)?
You'll typically find the most flights from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.) on a Friday, with around 71 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include American Airlines, United, and Delta. Fridays see notably more flight options compared to other days of the week, making it a great day to find a flight that fits your schedule.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.)?
The most popular departure times for flights from Chicago O'Hare International Airport (ORD) to Jacksonville International Airport (JAX) are in the early morning, between 6am and 9am. Many major carriers, including American Airlines, Delta and United, offer flights during this window. Many travellers prefer this time because it allows for an early start to their travel day, getting them to their destination with plenty of time left in the day.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.)?
When flying from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.), you have a few options. A nonstop flight typically takes around 2 hours 30 minutes. If you opt for a flight with one stop, your travel time will be longer, usually around 7 hours. For flights with two or more stops, you can expect the journey to take about 8 hours 18 minutes. The distance between these two cities is approximately 1,392 kilometers. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.)?
Yes, you can fly business class or first class between Chicago, IL (ORD-O'Hare Intl.) and Jacksonville, FL (JAX-Jacksonville Intl.).You can fly business class with Frontier Airlines and Delta.First class cabins are available on Delta, United, and American Airlines.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Jacksonville, FL (JAX) from Chicago, IL (ORD)?
If you're planning to travel to Jacksonville from O'Hare Intl. (ORD), you can fly directly into Jacksonville Intl. (JAX). Some flights may connect through major hubs like Logan Intl. (BOS), LaGuardia (LGA), or Indianapolis Intl. (IND) before reaching Jacksonville. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to Jacksonville, FL (JAX-Jacksonville Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Jacksonville Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, United
Roundtrip price
CA $475
Distance
1384 km
Average flight time
3 hours 35 mins

Book with confidence

Chicago to Jacksonville Flights

The easy way to book your flights from Chicago to Jacksonville 

With Expedia, it’s simple to find and book flights to Jacksonville from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Jacksonville Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Jacksonville today, tomorrow, or this week.  

 

Save dollars with cheap flights from O'Hare Intl., ORD to Jacksonville Intl., JAX 

Sort your search results by price to find great deals on your flight from Chicago to Jacksonville—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Jacksonville from Chicago currently is just CA $475 rising to CA $553.  

Here are more money-saving tips: 

  • Fly in October when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Jacksonville  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Jacksonville from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Jacksonville with Expedia today.

Chicago to Jacksonville Flights

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*Available to Expedia members.