Cheap Flights from Jacksonville to Chicago from CAD 66️ 2024

App

Help

CAD

Search Bookings

Flights from Jacksonville to Chicago

Hotels in Chicago

Worldwide Coverage

Flights to over 5,000 cities

One-stop Service Guarantee

Price guaranteed upon confirmed payment, booking guaranteed once tickets issued

Secure Payment

Convenient & reliable booking and payment system

Find Jacksonville to Chicago flights starting at CAD 66.

Book one-way or return flights from Jacksonville to Chicago from as little as CAD 66. Choose from the popular airlines below and book your flight today!

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Jacksonville to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Jacksonville to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find Cheapest Airlines Flying from Jacksonville to Chicago

View airlines operating flights from Jacksonville to Chicago. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines

From CAD 66

American Airlines

From CAD 96

Sun Country Airlines

From CAD 120

United Airlines

From CAD 138

Delta Air Lines

From CAD 158

Jetblue Airways

From CAD 165

Southwest Airlines

From CAD 238

Breeze Airways

From CAD 262

Allegiant Air

From CAD 418

ANA airlines

Find more flights and airlines

Alternative Routes for Jacksonville to Chicago Flights

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Jacksonville to Chicago.

Cheapest
JAX
18:39
7h 13m
1 transfer
ORD
00:52
Jacksonville International Airport - O'Hare International Airport
Wed, May 15Frontier Airlines
CAD 66
JAX
21:59
26h 31m
1 transfer
MDW
23:30
Jacksonville International Airport - Midway International Airport
Tue, May 7Frontier Airlines
CAD 82
JAX
21:59
26h 31m
1 transfer
MDW
23:30
Jacksonville International Airport - Midway International Airport
Tue, May 7Frontier Airlines
CAD 82
Find More Flights

How do I find the cheapest flights?

When are flight tickets from Jacksonville (JAX) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Jacksonville to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much are flights from Jacksonville (JAX) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around CAD 500.
How long is the flight from Jacksonville (JAX) to Chicago (CHI)?
It takes about 2 hours 59 minutes to fly from Jacksonville (JAX) to Chicago (CHI).
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
What are the most popular airlines that fly from Jacksonville (JAX) to Chicago (CHI)?
Airlines with flights from Jacksonville (JAX) to Chicago (CHI): American Airlines, Emirates, United Airlines, Alaska Airlines, Southwest Airlines, Air Canada, Qatar Airways, Gulf Air, All Nippon Airways and Lufthansa.
What's the most popular airline for direct flights from Jacksonville (JAX) to Chicago (CHI)?
American Airlines operates 1 direct flights from Jacksonville (JAX) to Chicago (CHI).
How many airports in Chicago (CHI)?
There are 5 airport(s) in Chicago (CHI): Chicago Du Page County Airport, Midway International Airport, O'Hare International Airport, Chicago Palwaukee Airport and Chicago Rockford International Airport.

How to find a cheap flight from Jacksonville to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Jacksonville to Chicago. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com

Flight Information for Jacksonville to Chicago Flights

Cheapest direct flight price	CAD 65
Cheapest return ticket price	CAD 194
Cheapest month	May
Peak season for travel	October
Flight distance	1,382.54km
Average flight time	2 hours 59 minutes
Popular airline	American Airlines