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CA $170 Cheap Flights from Jacksonville (JAX) to Chicago (ORD)

View CA $170 flight on Tue, Nov 17, 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at CA $170 for one-way flights and CA $440 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Nov 17 - Fri, Nov 20
JAX
Jacksonville
ORD
Chicago
CA $440 Roundtrip, found 5 days ago
CA $440
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Nov 17 from Jacksonville to Chicago, returning Fri, Nov 20, priced at CA $440 found 5 days ago
American Airlines
Tue, Nov 17 - Fri, Nov 20
JAX
Jacksonville
ORD
Chicago
CA $453 Roundtrip, found 5 days ago
CA $453
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Nov 17 from Jacksonville to Chicago, returning Fri, Nov 20, priced at CA $453 found 5 days ago
Delta
Tue, Nov 17 - Fri, Nov 20
JAX
Jacksonville
ORD
Chicago
CA $467 Roundtrip, found 5 days ago
CA $467
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Nov 17 from Jacksonville to Chicago, returning Fri, Nov 20, priced at CA $467 found 5 days ago
American Airlines
Tue, Nov 17 - Fri, Nov 20
JAX
Jacksonville
ORD
Chicago
CA $487 Roundtrip, found 5 days ago
CA $487
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Nov 17 from Jacksonville to Chicago, returning Fri, Nov 20, priced at CA $487 found 5 days ago
American Airlines
Tue, Nov 17 - Fri, Nov 20
JAX
Jacksonville
ORD
Chicago
CA $501 Roundtrip, found 5 days ago
CA $501
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Nov 17 from Jacksonville to Chicago, returning Fri, Nov 20, priced at CA $501 found 5 days ago
Delta
Tue, Nov 17 - Fri, Nov 20
JAX
Jacksonville
ORD
Chicago
CA $502 Roundtrip, found 5 days ago
CA $502
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Nov 17 from Jacksonville to Chicago, returning Fri, Nov 20, priced at CA $502 found 5 days ago
Delta
Tue, Nov 17 - Fri, Nov 20
JAX
Jacksonville
ORD
Chicago
CA $509 Roundtrip, found 5 days ago
CA $509
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Nov 17 from Jacksonville to Chicago, returning Fri, Nov 20, priced at CA $509 found 5 days ago
Delta
Tue, Nov 17 - Fri, Nov 20
JAX
Jacksonville
ORD
Chicago
CA $522 Roundtrip, found 5 days ago
CA $522
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Nov 17 from Jacksonville to Chicago, returning Fri, Nov 20, priced at CA $522 found 5 days ago
Delta
Tue, Nov 17 - Fri, Nov 20
JAX
Jacksonville
ORD
Chicago
CA $524 Roundtrip, found 5 days ago
CA $524
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Nov 17 from Jacksonville to Chicago, returning Fri, Nov 20, priced at CA $524 found 5 days ago
United
Tue, Sep 29 - Sat, Oct 3
JAX
Jacksonville
ORD
Chicago
CA $743 Roundtrip, found 1 day ago
CA $743
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 29 from Jacksonville to Chicago, returning Sat, Oct 3, priced at CA $743 found 1 day ago

Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from CA $684
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from CA $684

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

October is typically the cheapest month to fly

From CA $244 - CA $361 per traveller.

Frequently asked questions

How much does a flight from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find one-way and return flights from JAX to ORD with Expedia. 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 our cheapest fares first, and use the Price Tracking tool to receive alerts when JAX to ORD ticket fares go up or down.
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 around CA$399. September often sees lower prices as the summer travel rush ends and before the holiday season begins, leading to reduced demand. 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.)?
There are 2 airlines that offer direct flights from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.).
  • United operates 40 direct flights from JAX to ORD every week.
  • American Airlines operates 27 direct flights from JAX to ORD every week.
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 traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, United typically offers the lowest fares. American Airlines offers the most daily flights from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare 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 Jacksonville, FL (JAX) to Chicago, IL (ORD)?
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 Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find around 10 nonstop flights per day from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.). For even more choices, look at flights that include layovers, as there are approximately 77 connecting flights per day. Some common connection points include Hartsfield-Jackson Atlanta Intl. (ATL), Charlotte-Douglas Intl. (CLT), and Dallas-Fort Worth Intl. (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.) to Chicago, IL (ORD-O'Hare Intl.) typically departs around 5:00 AM. This service is usually operated by American Airlines. This is a seasonal service active in January and 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 Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find the most flights from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.) on Fridays, with around 56 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include American Airlines, Delta, and United.
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. Many major carriers, including American Airlines, United and Delta, offer flights during this window. Many travelers prefer these times because it allows for an early start to their day in Chicago.
How long does it take to fly from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A nonstop flight from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically takes around 2 hours 48 minutes. This route covers a distance of approximately 1392 kilometres. If you opt for a flight with one stop, your travel time will be longer, usually around 6 hours 18 minutes. Flights with two or more stops generally take about 8 hours 48 minutes. 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 journey.
Can you fly business or first class from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You can fly business class or first class between JAX and ORD. 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 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, IL (ORD) from Jacksonville, FL (JAX)?
If you're planning to travel to Chicago from Jacksonville Intl. (JAX), you can fly directly into O'Hare Intl. (ORD). Some flights may connect through major hubs like Charlotte-Douglas Intl. (CLT), Hartsfield-Jackson Atlanta Intl. (ATL), or Ronald Reagan Washington National (DCA) 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.
Roundtrip price
CA $439
Distance
1384 km
Average flight time
1 hour 53 mins

Book with confidence

Jacksonville to Chicago Flights

The easy way to book your flights from Jacksonville to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Jacksonville 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 O'Hare 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 Jacksonville to Chicago today, tomorrow, or this week.  

 

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

Sort your search results by price to find great deals on your flight from Jacksonville to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Jacksonville currently is just CA $440 rising to CA $743.  

Here are more money-saving tips: 

  • Fly in November when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • 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 Chicago from Jacksonville 

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 Chicago with Expedia today.

Jacksonville to Chicago Flights

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*Available to Expedia members.