Cheap Flights from Chicago to Jacksonville

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Find the cheapest month or even day of the year to fly to Jacksonville

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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 March.

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 foundRs35,860
Cheapest month to flyMarch

Finding cheap flights from Chicago to Jacksonville: Frequently asked questions

The best price we found for a return flight from Chicago to Jacksonville is Rs71,713. 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 Rs71,713.
As of February 2026, there are no flights flying from Chicago to Jacksonville.
The cheapest month to fly from Chicago to Jacksonville is usually March.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Jacksonville Airport on Tuesday, 17 March 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 .

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

  • Your travel plans take shape at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Explore the options for booking a flight from Chicago to Albert J Ellis Airport (OAJ) setting off from either of these.

  • Jacksonville is one hour ahead of Chicago. Albert J Ellis Airport is located in Jacksonville, which follows the UTC-4 timezone.

  • Arrive at the airport on time so you don't miss your flight from Chicago to OAJ. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid the mad dash to your gate.

  • With more people on the move during peak seasons, it's smart to get to your terminal earlier than usual. Two hours for domestic flights and up to four for international journeys will help you stay ahead of the crowds.

Airports in Chicago

O'Hare International Airport (ORD)

  • Located around 40 kilometres from central Chicago, ORD can be reached in about 35 minutes by car (depending on traffic). The journey on public transport takes roughly 55 minutes.

  • Have an early flight from Chicago to Albert J Ellis Airport? Avoid the last-minute rush to the terminal (and catch some extra z's) by choosing one of these stays near O'Hare International Airport:

  • Of the flights that depart from O'Hare International Airport, 74.85% touch down on time at their destination.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • With public transport, you can travel from central Chicago to MDW in about 45 minutes. The airport is roughly 19 kilometres away, and making the trip by car will take approximately 20 minutes.

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

  • When it comes to flight punctuality, Chicago Midway International Airport has an on-time arrival performance of 77.88%.

  • The street address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From central Chicago, RFD is around 137 kilometres away. It'll take you roughly 1 hour 25 minutes to arrive by car and 4 hours 15 minutes or so if you take public transport.

  • Stay in bed a little longer and still make your Chicago to Albert J Ellis Airport flight without having to rush. These accommodation options near Chicago Rockford International Airport make getting to the terminal a breeze if you're setting off early:

  • The on-time performance record of RFD is 76.19%. In simpler terms, that's how often flights departing this airport arrive as planned.

  • The address of Chicago Rockford International Airport is 2 Airport Cir.

About Albert J Ellis Airport (OAJ)

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

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

  • The cheapest price we've found for a one-way ticket from Chicago to Albert J Ellis Airport is Rs35,860. For a return flight on this route, the best price is Rs71,713. Depending on the availability and when you book, these fares may change.

  • Booking in advance is often the key to scoring a cheap flight from Chicago to OAJ. Fares tend to rise as demand increases, so the closer you get to departure, the more you'll likely pay.

  • The 'Whole month' search tool shows you the cheapest Chicago to Albert J Ellis Airport tickets across each month. It's a good way to find a bargain if your travel plans are flexible.

  • There's no need to search every day to find out if fares have dropped when you create a Price Alert. We'll let you know as soon as a lower fare pops up on flight tickets from Chicago to OAJ.

  • Save money on your flight from Chicago to Albert J Ellis Airport by using filters. Choose your ideal duration, departure time and airlines, then sort the results by 'Cheapest' for the best deals.

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

  • It's time to figure out when to book your flight from Chicago to Albert J Ellis Airport (OAJ). August is when most people travel to Jacksonville. If you're all about a more relaxed kind of trip, go in February.

  • Lock in a Chicago to OAJ flight ticket departing in July if you want to explore the city during its warmest month. Expect temperatures in Jacksonville to range from 22ºC to 32ºC.

  • January has temperatures of between 0ºC and 16ºC. Search for cheap tickets from Chicago to Albert J Ellis Airport around that time if you like travelling in cooler conditions.

More about Jacksonville

Explore more of the United States

  • Jacksonville has loads to offer, but there are so many other parts of the United States you should also see. About 274 kilometres north-east of Jacksonville, a trip to Virginia Beach will keep you on the move. Start with leading sights like Virginia Beach Oceanfront, Virginia Beach Boardwalk and Resort Beach.

  • If you're eager to discover another major stop in the United States, head for Raleigh, about 137 kilometres north-west of Jacksonville. North Carolina Museum of Art, North Carolina Museum of Natural Sciences and Dorothea Dix Park are among its highlights.

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