$77 Cheap Flights from Jacksonville (JAX) to Chicago (ORD)

View $77 flight on Mon, Nov 10, 2025Opens in a new window

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

Cheap Flights from Jacksonville to Chicago (JAX-ORD)

Prices were available within the past 7 days and start at $77 for one-way flights and $154 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, Nov 7 - Sun, Nov 9
JAX
Jacksonville
ORD
Chicago
$154 Roundtrip, just found
$154
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Nov 7 from Jacksonville to Chicago, returning Sun, Nov 9, priced at $154 just found
Frontier Airlines
Fri, Nov 7 - Sun, Nov 9
JAX
Jacksonville
ORD
Chicago
$166 Roundtrip, just found
$166
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Nov 7 from Jacksonville to Chicago, returning Sun, Nov 9, priced at $166 just found
Frontier Airlines
Fri, Nov 7 - Sun, Nov 9
JAX
Jacksonville
ORD
Chicago
$178 Roundtrip, just found
$178
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Nov 7 from Jacksonville to Chicago, returning Sun, Nov 9, priced at $178 just found
Frontier Airlines
Thu, Nov 6 - Mon, Nov 10
JAX
Jacksonville
ORD
Chicago
$180 Roundtrip, found 8 hours ago
$180
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Thu, Nov 6 from Jacksonville to Chicago, returning Mon, Nov 10, priced at $180 found 8 hours ago
United
Fri, Oct 31 - Mon, Nov 10
JAX
Jacksonville
ORD
Chicago
$202 Roundtrip, found 19 hours ago
$202
Roundtrip
found 19 hours ago
Select United flight, departing Fri, Oct 31 from Jacksonville to Chicago, returning Mon, Nov 10, priced at $202 found 19 hours ago
United
Fri, Oct 31 - Mon, Nov 3
JAX
Jacksonville
ORD
Chicago
$207 Roundtrip, found 2 hours ago
$207
Roundtrip
found 2 hours ago
Select United flight, departing Fri, Oct 31 from Jacksonville to Chicago, returning Mon, Nov 3, priced at $207 found 2 hours ago
Frontier Airlines
Thu, Nov 13 - Mon, Nov 17
JAX
Jacksonville
ORD
Chicago
$210 Roundtrip, found 8 hours ago
$210
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Jacksonville to Chicago, returning Mon, Nov 17, priced at $210 found 8 hours ago
JetBlue Airways
Thu, Dec 11 - Mon, Dec 15
JAX
Jacksonville
ORD
Chicago
$211 Roundtrip, found 2 hours ago
$211
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Thu, Dec 11 from Jacksonville to Chicago, returning Mon, Dec 15, priced at $211 found 2 hours ago
Delta
Fri, Oct 31 - Mon, Nov 10
JAX
Jacksonville
ORD
Chicago
$212 Roundtrip, found 19 hours ago
$212
Roundtrip
found 19 hours ago
Select Delta flight, departing Fri, Oct 31 from Jacksonville to Chicago, returning Mon, Nov 10, priced at $212 found 19 hours ago
American Airlines
Fri, Oct 31 - Fri, Nov 7
JAX
Jacksonville
ORD
Chicago
$222 Roundtrip, found 2 hours ago
$222
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, Oct 31 from Jacksonville to Chicago, returning Fri, Nov 7, priced at $222 found 2 hours ago

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

September is typically the cheapest month to fly

From $105 - $179 per traveler.

Alternative airports near Chicago

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

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $178
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $178
Flights from Jacksonville (JAX) to Chicago (ORD)
Origin airport
Jacksonville Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, United
Roundtrip price
$154
Distance
865 mi
Average flight time
1 hour 42 mins

Jacksonville to Chicago Flights

The cheapest times to fly from Jacksonville to Chicago

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 Jacksonville to Chicago are during the month of November. You can find some of the cheapest flights from Jacksonville to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Jacksonville to Chicago

Sunday is one of the best days to book for cheap flights from Jacksonville to Chicago: 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 Jacksonville to Chicago

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 Jacksonville to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $77 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 Jacksonville to Chicago 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 Jacksonville to Chicago 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 Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD) cost?
Lock in a cheap one-way flight from $77 or cheap return flight from $154 from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD)?
Flying in November can help you save, as it's the cheapest month for flights between JAX and ORD. You'll often find the lowest fares during the off-season.
Which airlines fly direct from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD)?
Hop on a nonstop flight with United Airlines and travel straight from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD).
What is the cheapest airline that flies from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD)?
While prices may vary depending on when you travel, American Airlines and United Airlines are often frequently picked for flights between Jacksonville Intl. Airport (JAX) and O'Hare Intl. Airport (ORD). You can also compare airlines on Expedia and use the "Sort by" filter to find the best deal for your JAX to ORD flight.
How many flights per day from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD)?
With, on average, 3 direct flights departing from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD) every day, you'll be up in the air in no time.
What are the most popular departure times for flights from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD)?
The 9 AM departures from JAX to ORD are the busiest. They can also be more expensive. If you want to save money, choose a less crowded time to fly.
What day of the week has the most flights from JAX to ORD?
If you fly on a Friday, you'll get the greatest range of options for flights from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD)?
Catch the earliest flight at around 8:12AM UTC-5, heading out of Jacksonville Intl. Airport (JAX). You'll be flying for approximately 2h 43m, arriving at O'Hare Intl. Airport (ORD) at approximately 9:55AM UTC-6.
How long does it take to fly from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD)?
Flights from JAX to ORD have an average travel time of 2 hours and 45 minutes. The distance between the two airports is 870 mi.
What airline has the least delays from JAX to ORD?
With 100% of flights usually arriving on schedule, Alaska Airlines has the best on-time performance for direct flights from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD). To monitor your flight status and get notifications about any changes, use the Expedia App.
What is the best time to fly from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD)?
To avoid potential delays on the Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD) route, aim to fly before 3 PM. Later flights are 22% more likely to be canceled.**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 Chicago from Jacksonville Intl. Airport (JAX)?
Take a direct flight from Jacksonville Intl. Airport (JAX) to Chicago and land at O'Hare Intl. Airport (ORD). Another convenient arrival point to this destination is Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until just before your departure to book a flight from JAX to ORD often results in higher prices. Although you may find some last-minute deals, they aren't always guaranteed. Keep your travel plans flexible to maximize your chances of snagging a bargain.
Is it cheaper to book a JAX to ORD flight and hotel package?
Compared with arranging hotels and flights separately, booking a JAX to ORD flight and hotel package with Expedia could result in significant savings. Better yet, having everything in one convenient place takes the hassle out of travel planning. Just pick your flights and select from our wide range of stays, then tailor your trip with other add-ons like tours and car rentals.
Can I cancel or change the date of my flight from Jacksonville Intl. Airport (JAX) to O'Hare Intl. Airport (ORD)?
It's generally possible to cancel or reschedule your JAX to ORD flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find further details on our Customer Service portal.

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*Available to One Key members.