Flight tickets from Chicago to Jacksonville International

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Flight deals from Chicago to Jacksonville International

Looking for a cheap last-minute deal or the best return flight from Chicago to Jacksonville International? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Jacksonville International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Jacksonville International flights are currently cheapest in May.

Direct flights from Chicago to Jacksonville International

Chicago to Jacksonville International: Alternative routes

Compare routes from Chicago to Jacksonville below. You may find an airport to fly into that's cheaper, faster, or easier than Jacksonville International.

Chicago to Jacksonville: Flight information

The things to know before you go.
Cheapest flight found₹ 5,716
Cheapest month to flyMay
Average flight time2 hrs, 23 mins
Most popular airlineAmerican Airlines
Average flights per week166

Finding cheap flights from Chicago to Jacksonville International: Frequently asked questions

The best price we found for a return flight from Chicago to Jacksonville International is ₹ 11,432. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 23 minutes is the average flight time from Chicago to Jacksonville International.
American Airlines, Alaska Airlines and United fly direct from Chicago to Jacksonville International.
As of May 2025, there are 166 flights per week flying from Chicago to Jacksonville International.
The cheapest month to fly from Chicago to Jacksonville International is usually June.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Jacksonville International Airport on Saturday, 21 June 2025.
Yes – the average flight time is 2 hours and 23 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Jacksonville International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Jacksonville is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Jacksonville International is United .

Flying from Chicago to Jacksonville International Airport (JAX): what you need to know

  • All great adventures start at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Check out your options for booking a flight from Chicago to Jacksonville International Airport (JAX) jetting off from either of these bases.

  • 2 hours 29 minutes is the average time for a direct flight from Chicago to Jacksonville International Airport.

  • The timezone in Jacksonville is UTC-4, which is 1 hour ahead of Chicago. Jacksonville International Airport is located in Jacksonville.

  • With 46 direct weekly flights between the two airports, O'Hare International Airport (ORD) to Jacksonville International Airport (JAX) is the busiest route. United operates the earliest flight at 07:00. If you'd like to make the most of your day before leaving, the latest flight from ORD to JAX is with Southwest Airlines at 21:30.

  • To ensure you catch your flight from Chicago to JAX, leave enough time to check in and find your gate. Turning up two hours ahead of international departures and an hour before domestic flights is the general travel rule.

  • With more people on the move during peak months like August, be at your terminal even earlier. Two hours for domestic flights and up to four for international journeys will allow extra time for delays. Remember things also get busy during major holidays like Thanksgiving.

Airports in Chicago

O'Hare International Airport (ORD)

  • You can find a direct flight from Chicago to Jacksonville International Airport (JAX) leaving from O'Hare International Airport (ORD).

  • When jetting out of ORD, you can catch a direct flight from Chicago to Jacksonville International Airport with American Airlines.

  • The distance from central Chicago to ORD is roughly 40 kilometres. Check out travel apps like Google Maps for the quickest route, whether you want to drive or use public transport.

  • In search of a convenient hotel close to O'Hare International Airport? If you're boarding an early flight from Chicago to Jacksonville International Airport, these stays will have you sleeping moments from your departure lounge:

Chicago Midway International Airport (MDW)

  • Planning to leave from Chicago Midway International Airport (MDW)? You can reserve a direct flight from Chicago to Jacksonville International Airport (JAX) departing from this hub.

  • You can board a direct flight from Chicago to JAX with United. This is one of the top airlines that operates this route out of MDW.

  • MDW is about 19 kilometres from central Chicago. It'll take 21 minutes or so to get to the airport in a car from the city centre. Public transport takes approximately 46 minutes.

  • It's your holiday, so why not spend an extra night away? Think about staying at one of these accommodation options near Chicago Midway International Airport the day before your flight from Chicago to JAX:

About Jacksonville International Airport (JAX)

Getting from Jacksonville International Airport (JAX) to central Jacksonville

  • Jacksonville International Airport is approximately 23 kilometres from central Jacksonville. With your own car rental or if you take a cab, the drive is around 17 minutes.

  • If you're travelling on public transport, expect a journey of around 1 hour and 20 minutes.

How to find the cheapest flights from Chicago to Jacksonville International Airport (JAX)

  • The lowest price we've seen for a one-way ticket from Chicago to Jacksonville International Airport is ₹ 5,716. The cheapest price for a return flight is ₹ 11,432. Keep in mind fares can change due to demand at the time of booking.

  • 9 months is how far you'll want to book ahead to score flight tickets from Chicago to JAX.

  • To score the best price on your tickets from Chicago to Jacksonville International Airport, book your trip for June (it's when flights are cheapest). Got flexible travel dates? Use the 'Whole month' search function to zero in on the most affordable day to fly.

  • Finding a cheap ticket from Chicago to JAX is easy with Price Alerts. Simply set up one of these automatic alerts and we'll get in touch as soon as the price drops.

  • Customise your journey using filters. Choose the duration, number of stops, and departure and arrival times to find the ideal flight from Chicago to Jacksonville International Airport. You can also sort the results to see the 'Best,' 'Fastest' or 'Cheapest' options first.

The best time to fly from Chicago to Jacksonville International Airport (JAX)

  • It's time to plan your travel dates for your flight from Chicago to Jacksonville International Airport. July is the busiest month to travel to Jacksonville. If you like a more low-key vibe, go in May.

  • The warmest month in Jacksonville is July, with temperatures ranging between 23ºC and 34ºC. Book your flights from Chicago to JAX in this month if you enjoy this type of weather.

  • January sees average temperatures of between 5ºC and 21ºC. Look for cheap flights from Chicago to Jacksonville International Airport sometime around then if you'd rather travel in cooler conditions.

More about Jacksonville

  • Start your Jacksonville trip off on the right foot by choosing the ideal place to stay. Once you've booked your flight from Chicago to Jacksonville International Airport, check out our selection of accommodation options including:

  • Jacksonville Zoo and Gardens and The Cummer Museum of Art & Gardens are just two of the leading attractions to add to your Jacksonville must-do list. Continue your sightseeing adventures at Friendship Fountain.

Complete your Jacksonville trip with a car rental

  • After you've booked your hotel and cheap flight from Chicago to Jacksonville International Airport, the next task is choosing one of our car rentals in Jacksonville. Check out the deals and easily compare options on pick-up convenience, price, and more.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.