Cheap Flights from Chicago to Jacksonville

Compare Chicago to Jacksonville flight deals

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Flight deals from Chicago to Jacksonville

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Jacksonville Airport? If you want to travel next month, round-trip fares start from AED 1,235. Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Chicago to Jacksonville

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

Chicago to Jacksonville: 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.

Chicago to Jacksonville: Flight information

The things to know before you go.
Cheapest flight foundAED 618
Cheapest month to flyJuly

Finding cheap flights from Chicago to Jacksonville: Frequently asked questions

The best price we found for a round-trip flight from Chicago to Jacksonville is AED 1,235. 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.
Currently, there are no airlines that fly direct from Chicago to Jacksonville. But we found flights with one stop from AED 1,235.
There are no flights flying from Chicago to Jacksonville, as of May 2026.
The cheapest month to fly from Chicago to Jacksonville is usually June.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Jacksonville Airport on Wednesday, June 24, 2026.
No airlines currently offer direct flights between Chicago and Jacksonville Airport. Most routes have one or more stops.
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 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 is Delta.

Traveling from Chicago to Albert J Ellis Airport (OAJ): What you need to know

  • The timezone in Jacksonville is UTC-5, which is one hour ahead of Chicago. Albert J Ellis Airport is located in Jacksonville.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are golden rules for stress-free travel. Show up at the airport on time to catch your flight from Chicago to OAJ.

  • July is a busy time to fly out. If you're taking off then or during a major holiday like July Fourth, turn up even earlier. Aim for at least two hours ahead for domestic flights and up to four hours for international journeys.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Located around 27 kilometers from the center of Chicago, ORD can be reached in about 30 minutes by car, depending on traffic. The journey on public transport takes roughly 45 minutes.

  • Want a hassle-free start to your journey? Stay near Chicago O'Hare International Airport. Whether you have an early flight from Chicago to Albert J Ellis Airport or prefer not to rush, these hotels offer the perfect solution:

  • 70% of flights that depart Chicago O'Hare International Airport touch down at their destination on schedule.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • MDW is about 16 kilometers from central Chicago. It'll take you 25 minutes or so to get to the airport in a car from the city center. Public transport takes roughly 30 minutes.

  • Want to treat yourself to an extra night away before catching your Chicago to OAJ flight? Check in to a hotel near Chicago Midway International Airport before your break officially starts. These stays have a room with your name on it:

  • 76% of all departures from Chicago Midway International Airport meet their expected arrival time.

  • The address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

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

  • Wake up, take it easy and still make your Chicago to Albert J Ellis Airport flight without having to rush. These accommodation options near Chicago Rockford International Airport make departure day a breeze if you're setting off early:

  • Flights that take off from RFD reach their destination within the scheduled time frame 71% of the time.

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

About Albert J Ellis Airport (OAJ)

  • The street address for OAJ is 264 State Road 1265.

Getting from Albert J Ellis Airport (OAJ) to central Jacksonville

  • From Albert J Ellis Airport, central Jacksonville is around 18 kilometers away. It takes about 20 minutes to reach the city center by car.

  • It typically takes 45 minutes if you're traveling on public transport.

How to find the cheapest flights from Chicago to Albert J Ellis Airport (OAJ)

  • AED 618 is currently the lowest price for a one-way ticket from Chicago to Albert J Ellis Airport. A return flight starts from AED 1,235. These prices may change based on demand.

  • Booking ahead of time is often the key to finding a cheap flight from Chicago to OAJ. Airlines adjust prices based on demand, so the closer you get to departure, the more it could cost you.

  • Cheap Chicago to Albert J Ellis Airport tickets are easier to find when your travel dates are flexible. Use the 'Whole month' search function to compare fares across every month and then choose the cheapest day.

  • Snapping up a cheap plane ticket from Chicago to OAJ is a piece of cake with Price Alerts. All you need to do is set up one of these automatic alerts and we'll notify you as soon as the price has dropped.

  • Tailor your travel plans using filters. Choose your preferred arrival and departure times, total journey duration and airlines. You can also sort the results by 'Cheapest,' 'Fastest' or 'Best' flights from Chicago to Albert J Ellis Airport.

The best time to fly from Chicago to Albert J Ellis Airport (OAJ)

  • January is the quietest month for flights from Chicago to Albert J Ellis Airport (OAJ), while September is the most popular. Choose the best time to visit Jacksonville based on whether you prefer a lively atmosphere or a more laid-back vibe.

  • The warmest month in Jacksonville is July, with temperatures ranging between 22ºC (72ºF) and 32ºC (90ºF). Book your Chicago to OAJ plane ticket then if that's your ideal forecast.

  • January sees temperatures of between 0ºC (32ºF) and 16ºC (61ºF). Search for cheap tickets from Chicago to Albert J Ellis Airport around that time if you like traveling in cooler conditions.

More about Jacksonville

Explore more of the United States

  • You've visited Jacksonville, now it's time to explore other corners of the United States. Journey about 274 kilometers northeast to Virginia Beach to check off its top attractions. From Virginia Beach Boardwalk to Resort Beach and Neptune's Park, you'll have a full itinerary ahead.

  • Raleigh is another well-known destination in the United States and is around 137 kilometers northwest of Jacksonville. No journey is complete without a visit to North Carolina Museum of Art, North Carolina Museum of Natural Sciences and Dorothea Dix Park.

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