Cheap Flights from Jacksonville to Chicago starting at RM 372

We've found these cheap flights for you. You can book one-way or return flight tickets.

Round-trip
One way

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

Cheapest time to fly from Jacksonville to Chicago

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights

From price

23 30
Apr

30 6
6 13
13 20
20 27
May

27 4
4 11
11 18
18 25
Jun

25 1
1 8
8 15

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

FAQ

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 lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Jacksonville (JAX) to Chicago (CHI) cost?

According to Trip.com's data, the lowest price is around RM 1,688.
How long does it take to fly from Jacksonville (JAX) to Chicago (CHI)?

It takes about 3 hours 25 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 time does the earliest flight from Jacksonville to Chicago depart?

The earliest flight departs from Jacksonville (JAX) at 09:40 and arrives in Chicago (ORD) at 11:22.
What time does the latest flight from Jacksonville to Chicago depart?

The latest flight departs from Jacksonville (JAX) at 17:15 and arrives in Chicago (MDW) at 18:35.
What are the most popular airlines that fly from Jacksonville (JAX) to Chicago (CHI)?

Airlines with flights from Jacksonville (JAX) to Chicago (CHI): Emirates, Southwest Airlines, United Airlines, Alaska Airlines, Qatar Airways, American Airlines, Gulf Air and Air Canada.
What's the most popular airline for non-stop 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 3 airport(s) in Chicago (CHI): Midway International Airport, O'Hare International 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.

Be flexible with your travel dates to get the cheapest flight from Jacksonville to Chicago.

Simply tap "Date" on the flight search bar to browse through the calendar and check out airfare from Jacksonville to Chicago over the next 6 months in 2025. If you're planning to fly within the next three months, it looks like the most affordable option is on Wed, Apr 23, with one-way flights priced at just RM 476.

Compare cheap flight deals from Jacksonville to Chicago across hundreds of airlines.

With our extensive search, you can compare prices from over 500 airlines to find the cheapest flight tickets from Jacksonville to Chicago. The cheapest airline for this route is American Airlines.

Set up a Price Alert

By setting up a Price Alert for your journey from Jacksonville to Chicago, you can easily keep an eye on ticket prices without having to check every day.

Don't miss out on cheap flight deals and promo codes from Jacksonville to Chicago.

You can always find the latest offers through Trip.com Deals and Promo Codes for cheap flights. By signing up for a free membership, you'll get access to even more deals for your flights.

Book early or wait until the last minute.

It's usually best to book early. Flight tickets are often cheapest when they're first released, typically about a year before the departure date. So, have a look online as soon as the flights you're interested in become available. If you miss the cheapest time, you might still find some good deals as the departure date gets closer.

Search for flights on the go.

For the best travel flight booking experience, download the Trip.com app. You can search for cheap flights from Jacksonville to Chicago and snag some exclusive deals just for you.

Flight Information from Jacksonville to Chicago

Cheapest direct flight price	RM 372
Cheapest return ticket price	RM 910
Off-season for travel	April
Peak season for travel	December
Flight distance	1,382.54km
Average flight time	3 hours 25 minutes
Popular airline	Delta Air Lines