£73 Cheap Flights from Jacksonville (JAX) to Chicago (ORD)

View £73 flight on Wed, 10 Jun 2026Opens in a new window

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

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 25% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

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

Prices were available within the past 7 days and start at £73 for one-way flights and £146 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, 10 Jun - Tue, 16 Jun
JAX
Jacksonville
ORD
Chicago
£146 Return, found 1 day ago
£146
Return
found 1 day ago
Select American Airlines flight, departing Wed, 10 Jun from Jacksonville to Chicago, returning Tue, 16 Jun, priced at £146 found 1 day ago
Delta
Wed, 10 Jun - Tue, 16 Jun
JAX
Jacksonville
ORD
Chicago
£153 Return, found 1 day ago
£153
Return
found 1 day ago
Select Delta flight, departing Wed, 10 Jun from Jacksonville to Chicago, returning Tue, 16 Jun, priced at £153 found 1 day ago
Delta
Wed, 10 Jun - Tue, 16 Jun
JAX
Jacksonville
ORD
Chicago
£160 Return, found 1 day ago
£160
Return
found 1 day ago
Select Delta flight, departing Wed, 10 Jun from Jacksonville to Chicago, returning Tue, 16 Jun, priced at £160 found 1 day ago
American Airlines
Wed, 10 Jun - Tue, 16 Jun
JAX
Jacksonville
ORD
Chicago
£176 Return, found 1 day ago
£176
Return
found 1 day ago
Select American Airlines flight, departing Wed, 10 Jun from Jacksonville to Chicago, returning Tue, 16 Jun, priced at £176 found 1 day ago
American Airlines
Wed, 10 Jun - Tue, 16 Jun
JAX
Jacksonville
ORD
Chicago
£183 Return, found 1 day ago
£183
Return
found 1 day ago
Select American Airlines flight, departing Wed, 10 Jun from Jacksonville to Chicago, returning Tue, 16 Jun, priced at £183 found 1 day ago
Delta
Wed, 10 Jun - Tue, 16 Jun
JAX
Jacksonville
ORD
Chicago
£186 Return, found 1 day ago
£186
Return
found 1 day ago
Select Delta flight, departing Wed, 10 Jun from Jacksonville to Chicago, returning Tue, 16 Jun, priced at £186 found 1 day ago
American Airlines
Wed, 10 Jun - Tue, 16 Jun
JAX
Jacksonville
ORD
Chicago
£190 Return, found 1 day ago
£190
Return
found 1 day ago
Select American Airlines flight, departing Wed, 10 Jun from Jacksonville to Chicago, returning Tue, 16 Jun, priced at £190 found 1 day ago
Delta
Wed, 10 Jun - Tue, 16 Jun
JAX
Jacksonville
ORD
Chicago
£190 Return, found 1 day ago
£190
Return
found 1 day ago
Select Delta flight, departing Wed, 10 Jun from Jacksonville to Chicago, returning Tue, 16 Jun, priced at £190 found 1 day ago
United
Wed, 10 Jun - Tue, 16 Jun
JAX
Jacksonville
ORD
Chicago
£202 Return, found 1 day ago
£202
Return
found 1 day ago
Select United flight, departing Wed, 10 Jun from Jacksonville to Chicago, returning Tue, 16 Jun, priced at £202 found 1 day ago
JetBlue Airways
Mon, 8 Jun - Thu, 18 Jun
JAX
Jacksonville
ORD
Chicago
£287 Return, found 1 day ago
£287
Return
found 1 day ago
Select JetBlue Airways flight, departing Mon, 8 Jun from Jacksonville to Chicago, returning Thu, 18 Jun, priced at £287 found 1 day ago

Frequently asked questions

What is the cheapest month to fly from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
September is typically the cheapest month to fly from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.), with average return fares of approximately £215. This is about 17% lower than the average price throughout the year. September often sees lower prices as the summer travel rush ends and before the holiday season begins. Other cheap months to fly from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.) include August and October.
Which airlines fly direct from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Enter JAX to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare 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 Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveller to traveller. If you like to fly early, AA offers early morning flights. If price is the most important factor, UA typically offers the lowest fares. AA offers the most daily flights from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.), which is brilliant 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 Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Based on booking data from the past year, the best time to fly from Jacksonville, FL (JAX-Jacksonville Intl.) (JAX) to Chicago, IL (ORD-O'Hare Intl.) (ORD) for a good balance of price and availability is typically September or August. You can expect return flights to be around £215 during these months. These periods often offer a good mix of affordable fares and plenty of flight options, making it easier to plan your trip.
How many flights per day from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
When flying from Jacksonville International (JAX) to Chicago O'Hare International (ORD), you'll find approximately 8 nonstop flights per day. For even more choice, look at flights that include layovers, as there are around 79 connecting flights daily. Some common connection points include Hartsfield-Jackson Atlanta International (ATL), Charlotte-Douglas International (CLT), and Dallas-Fort Worth International (DFW).
What is the earliest flight from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Jacksonville, FL (JAX-Jacksonville Intl.) (JAX) to Chicago, IL (ORD-O'Hare Intl.) (ORD) typically departs at approximately 5:00 AM local time, operated by American Airlines. This is a seasonal service active in January and December. An early departure like this can help you maximise 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 Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll typically find the most flights from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.) on a Thursday, with around 54 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include American Airlines, Delta Air Lines, and United Airlines. Flight schedules are consistent throughout the week.
What are the most popular departure times for flights from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.) are in the early morning, from 6am to 9am. About 28% of passengers prefer this time. Many major carriers, including American Airlines and Delta Air Lines, offer flights during this window. This timing works well because you can get an early start to your travel day and arrive in Chicago with plenty of time.
How long does it take to fly from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Direct flights from JAX to ORD usually take about 2 hours 50 minutes, traveling roughly 865 miles. If you opt for a connecting flight, expect to add around 3 hours 30 minutes to your journey. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Select the "Business class" and "First class" filters when looking for JAX to ORD flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare 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 Chicago from Jacksonville Intl. (JAX)?
When traveling from Jacksonville Intl. (JAX) to Chicago, you can fly into Midway Intl. (MDW) and O'Hare Intl. (ORD). Some flights may connect through major hubs like Baltimore Washington Intl. Thurgood Marshall (BWI), Nashville Intl. (BNA), William P. Hobby (HOU) before reaching Chicago. 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 Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare 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 Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare 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 Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare 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
Jacksonville Intl.
Destination airport
O'Hare Intl.
Return price
£145
Distance
1384 km
Average flight time
1 hour 53 mins

Book with confidence

Compare flights from Jacksonville to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Jacksonville to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Jacksonville Intl. to O'Hare Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Jacksonville Intl. (JAX) to O'Hare Intl. (ORD)

The easiest way to view the best deals on flights from Jacksonville to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Jacksonville Intl. to O'Hare Intl. start at just £146 and range up to £287.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Jacksonville and Chicago
  • booking your flight during June, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Jacksonville to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Jacksonville Intl. to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from Jacksonville to Chicago easily and book with confidence

Explore a world of travel with Expedia

*Available to Expedia members.