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158 € Cheap Flights from Chicago to Jacksonville International

Compare Chicago to Jacksonville International flight deals

Find the cheapest month or even day of the year to fly 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 Airport? If you want to travel next month, return fares start from 158 €. Find the lowest prices on one-way and return tickets right here.
Jacksonville.158 € per passenger.Departing Mon, 17 Aug, returning Wed, 26 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 17 Aug, arriving in Jacksonville International.Inbound indirect flight with Frontier Airlines, departs from Jacksonville International on Wed, 26 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 158 €, select.
Jacksonville.167 € per passenger.Departing Wed, 9 Sep, returning Tue, 15 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Wed, 9 Sep, arriving in Jacksonville International.Inbound indirect flight with Frontier Airlines, departs from Jacksonville International on Tue, 15 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 167 €, select.
Jacksonville.170 € per passenger.Departing Mon, 31 Aug, returning Sun, 6 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 31 Aug, arriving in Jacksonville International.Inbound indirect flight with Frontier Airlines, departs from Jacksonville International on Sun, 6 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 170 €, select.
Jacksonville.172 € per passenger.Departing Tue, 1 Dec, returning Tue, 8 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 1 Dec, arriving in Jacksonville International.Inbound direct flight with Southwest Airlines departs from Jacksonville International on Tue, 8 Dec, arriving in Chicago Midway.Price includes taxes and charges.From 172 €, select.
Jacksonville.172 € per passenger.Departing Thu, 13 Aug, returning Mon, 17 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 13 Aug, arriving in Jacksonville International.Inbound direct flight with Southwest Airlines departs from Jacksonville International on Mon, 17 Aug, arriving in Chicago Midway.Price includes taxes and charges.From 172 €, select.
Jacksonville.172 € per passenger.Departing Mon, 5 Oct, returning Thu, 8 Oct.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 5 Oct, arriving in Jacksonville International.Inbound direct flight with United departs from Jacksonville International on Thu, 8 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From 172 €, select.
Jacksonville.172 € per passenger.Departing Tue, 29 Sep, returning Tue, 6 Oct.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue, 29 Sep, arriving in Jacksonville International.Inbound direct flight with United departs from Jacksonville International on Tue, 6 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From 172 €, select.
Jacksonville.172 € per passenger.Departing Sat, 12 Sep, returning Mon, 14 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 12 Sep, arriving in Jacksonville International.Inbound direct flight with Southwest Airlines departs from Jacksonville International on Mon, 14 Sep, arriving in Chicago Midway.Price includes taxes and charges.From 172 €, select.
Jacksonville.173 € per passenger.Departing Thu, 26 Nov, returning Thu, 3 Dec.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 26 Nov, arriving in Jacksonville International.Inbound direct flight with United departs from Jacksonville International on Thu, 3 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From 173 €, select.
Jacksonville.173 € per passenger.Departing Thu, 29 Oct, returning Tue, 3 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 29 Oct, arriving in Jacksonville International.Inbound direct flight with Southwest Airlines departs from Jacksonville International on Tue, 3 Nov, arriving in Chicago Midway.Price includes taxes and charges.From 173 €, select.
Jacksonville.177 € per passenger.Departing Mon, 31 Aug, returning Sun, 6 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 31 Aug, arriving in Jacksonville International.Inbound direct flight with Southwest Airlines departs from Jacksonville International on Sun, 6 Sep, arriving in Chicago Midway.Price includes taxes and charges.From 177 €, select.
Jacksonville.180 € per passenger.Departing Thu, 12 Nov, returning Sun, 15 Nov.Return flight with Frontier Airlines and Allegiant Air.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 12 Nov, arriving in Jacksonville International.Inbound indirect flight with Allegiant Air, departs from Jacksonville International on Sun, 15 Nov, arriving in Chicago Midway.Price includes taxes and charges.From 180 €, select.
Jacksonville.235 € per passenger.Departing Fri, 13 Nov, returning Mon, 16 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 13 Nov, arriving in Jacksonville International.Inbound direct flight with Southwest Airlines departs from Jacksonville International on Mon, 16 Nov, arriving in Chicago Midway.Price includes taxes and charges.From 235 €, select.
Jacksonville.241 € per passenger.Departing Fri, 29 Jan, returning Mon, 1 Feb.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 29 Jan, arriving in Jacksonville International.Inbound direct flight with United departs from Jacksonville International on Mon, 1 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From 241 €, select.
Jacksonville.266 € per passenger.Departing Sat, 20 Feb, returning Sat, 20 Feb.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Sat, 20 Feb, arriving in Jacksonville International.Inbound indirect flight with Southwest Airlines, departs from Jacksonville International on Sat, 20 Feb, arriving in Chicago Midway.Price includes taxes and charges.From 266 €, select.
Jacksonville.275 € per passenger.Departing Wed, 20 Jan, returning Wed, 27 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 20 Jan, arriving in Jacksonville International.Inbound indirect flight with Delta, departs from Jacksonville International on Wed, 27 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From 275 €, select.

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 August.
Jul
from 314 €
Aug
from 158 €
Sep
from 167 €
Oct
from 172 €
Nov
from 180 €
Dec
from 172 €
Jan
from 275 €
Feb
from 266 €
Mar
from 312 €
Apr
from 307 €
May
from 331 €
Jun
Find prices

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.

Jacksonville International

19km from central Jacksonville
ClosestCheapest
from 158 €
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Chicago to Jacksonville: Flight information

The things to know before you go.
Cheapest flight found158 €
Cheapest month to flyAugust
Average flight time2 hrs, 28 mins
Most popular airlineAmerican Airlines
Average flights per week258

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 158 €. 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 27 minutes is the average flight time from Chicago to Jacksonville International.
American Airlines, United and Alaska Airlines fly direct from Chicago to Jacksonville International.
As of July 2026, there are 516 flights per week flying from Chicago to Jacksonville International.
The cheapest month to fly from Chicago to Jacksonville International is usually August.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Jacksonville International Airport on Monday, 17 August 2026.
Yes – the average flight time is 2 hours and 27 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.

Travelling from Chicago to Jacksonville International Airport (JAX): What you need to know

  • Start your journey at one of Chicago's main airports, Chicago O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Explore your options for booking a flight from Chicago to Jacksonville International Airport (JAX) leaving from either of these.

  • 2 hours 25 minutes is the average travel time for a direct Chicago to Jacksonville International Airport flight.

  • Jacksonville is one hour ahead of Chicago. Jacksonville International Airport is located in Jacksonville, which operates on the UTC-5 timezone.

  • Chicago O'Hare International Airport (ORD) to Jacksonville International Airport (JAX) is the most popular route. There are 39 direct departures a week to pick from. If you have things to do before heading off, take the last flight with American Airlines at 8:20pm. Opt for the first ORD to JAX departure with American Airlines at 7am if you want to get going earlier.

  • Give yourself enough time to get on your flight from Chicago to JAX. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • July is a peak travel month. If you're heading away then or around a major holiday like July Fourth, turn up even earlier. Aim for at least two hours ahead for domestic flights and as much as four hours for international journeys.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) offers an easy route to your destination. Nonstop flights from Chicago to Jacksonville International Airport (JAX) take off from this terminal.

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

  • United is the most frequently booked airline offering flights from ORD to JAX.

  • The carrier with the best punctuality score on this route is United. Its services arrive as scheduled 77.26% of the time.

  • The journey from central Chicago to ORD takes about 45 minutes by public transport. If you drive, ride-share or take a taxi, you'll cover the 27 kilometres in 30 minutes or so, depending on traffic conditions.

  • Want an easy start to your break? Stay near Chicago O'Hare International Airport. Whether you have an early flight from Chicago to Jacksonville International Airport or prefer not to feel hurried, these hotels are just what you're after:

  • When it comes to Chicago O'Hare International Airport's on-time performance, 70% of flights complete their journey on time.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can book a direct Chicago to Jacksonville International Airport (JAX) plane ticket out of Chicago Midway International Airport (MDW). Decide if leaving from MDW is a better fit for your trip.

  • Southwest Airlines operates direct flights from Chicago to JAX leaving from MDW. Book your favourite aisle (or window) seat and arrive at your destination without any detours.

  • Southwest Airlines is the most popular choice for passengers flying from MDW to JAX.

  • The most reliable carrier is Southwest Airlines. Its Chicago Midway International Airport to Jacksonville International Airport flights land as scheduled 75.63% of the time.

  • You can reach MDW from the centre of Chicago in approximately 25 minutes by car, depending on traffic. The journey on public transport will take roughly 30 minutes to travel the 16 kilometres or so.

  • Start your holiday early with an extra night away from home. Before catching your Chicago to JAX flight, unwind in one of these hotels near Chicago Midway International Airport:

  • 76% of flights departing Chicago Midway International Airport make it to their destination as expected.

  • The address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The journey to RFD from central Chicago is around 2 hours by public transport. If you're going by car, it'll take you roughly 1 hour 40 minutes to cover the 145 kilometres or so.

  • Make departure day worry-free — stay close to Chicago Rockford International Airport and know you'll be at your boarding gate with time to spare. Get settled at one of these hotels the day before if you've booked an early Chicago to Jacksonville International Airport flight:

  • Flights that leave from RFD touch down at their destination within the scheduled time frame 71% of the time.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About Jacksonville International Airport (JAX)

Getting from Jacksonville International Airport (JAX) to central Jacksonville

  • From Jacksonville International Airport, central Jacksonville is around 29 kilometres away. It takes about 25 minutes to reach the city centre by car.

  • Travelling by public transport takes roughly 1 hour 15 minutes.

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

  • The lowest price we've found for a one-way ticket from Chicago to Jacksonville International Airport is 80 €. For a return flight on this route, the best price is 158 €. Depending on the availability and when you book, these fares could change.

  • Get your hands on cheap flights from Chicago to JAX by booking one month ahead. According to our research, that's the sweet spot for finding the biggest deals.

  • Plan your trip for June. That's the best month for landing an awesome deal on Chicago to Jacksonville International Airport tickets. If you're flexible with your dates, use the 'Whole month' tool to find the cheapest price across every month.

  • Save time looking for cheap plane tickets from Chicago to JAX by setting up a Price Alert. We'll send you an email or notification through the app when prices go down.

  • Filters make it easier to land a deal on your flight from Chicago to Jacksonville International Airport. Choose the departure times, airlines and number of stops that work for you. Then sort the results by 'Cheapest' to bring up the lowest fares right away.

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

  • It's time to work out your travel dates for your flight from Chicago to Jacksonville International Airport (JAX). May is the peak month for travel to Jacksonville. If a slower pace sounds more appealing, think about going in December.

  • Book a Chicago to JAX plane ticket departing in July if you want to explore the city during its warmest month. Expect temperatures in Jacksonville to range from 23ºC (73ºF) to 34ºC (93ºF).

  • If you'd rather travel in cooler conditions, search for a cheap ticket from Chicago to Jacksonville International Airport in January when temperatures are between 5ºC (41ºF) and 21ºC (70ºF).

More about Jacksonville

  • Once you've booked your flight from Chicago to Jacksonville International Airport, find a hotel that offers a good mix of location and comfort. Make one of these options your base for exploring Jacksonville:

  • Your trip to Jacksonville isn't complete without checking out the sights. Highlights you won't want to miss include St. John's Cathedral, Museum of Contemporary Art Jacksonville and The Cummer Museum of Art & Gardens.

Explore more of the United States

  • Tampa is just one of the many places in the United States waiting to be explored once you've taken in the sights of Jacksonville. Around 290 kilometres away to the south, check out popular attractions including Busch Gardens Tampa, The Florida Aquarium and ZooTampa at Lowry Park.

  • Around 225 kilometres south of Jacksonville, Orlando is another essential stop in the United States. Experience major highlights starting with Hogwarts, Universal's Islands of Adventure and Jurassic world.

More travel options

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.