Cheap Flights from Jacksonville (JAX) to Chicago (CHIA)

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Flight deals from Jacksonville International to Chicago

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

Find the cheapest month to fly from Jacksonville International to Chicago

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

Direct flights from Jacksonville International to Chicago

Alternative Jacksonville International to Chicago routes

Looking for the cheapest, fastest or easiest route from Jacksonville International to Chicago? You could fly into the following airports instead.

Jacksonville to Chicago: Flight information

The things to know before you go.
Cheapest flight found$243
Cheapest month to flyJune
Average flight time2 hrs, 36 mins
Most popular airlineAmerican Airlines
Average flights per week364

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

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Jacksonville International to Chicago is $243. 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 36 minutes is the average flight time from Jacksonville International to Chicago.
American Airlines, Alaska Airlines and United fly direct from Jacksonville International to Chicago.
As of May 2025, there are 182 flights per week flying from Jacksonville International to Chicago.
The cheapest month to fly from Jacksonville International to Chicago is usually May 2025.
If you're flying from Jacksonville International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from $243.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Jacksonville International Airport to Chicago on Sunday, 15 June 2025.
Yes – the average flight time is 2 hours and 36 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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In May, the average temperature is usually around 13°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to Chicago.

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

  • Jump on a direct flight from Jacksonville International Airport to Chicago and you'll be in the air for an average of 2 hours 25 minutes.

  • Chicago is one hour behind Jacksonville, where Jacksonville International Airport is located. Chicago runs on the UTC-5 timezone.

  • The busiest route is from Jacksonville International Airport (JAX) to O'Hare International Airport (ORD). There are 34 services every week between these two airports. If you want to get on your way as soon as you can, the earliest flight from JAX to ORD is the 05:00 American Airlines option. If you prefer to leave later in the day, the last departure is at 16:50 with United Airlines.

  • For a smooth journey, arrive at the airport two hours ahead of international flights and an hour before domestic departures. That way, you can comfortably board your JAX to Chicago flight.

  • If you're heading away during a major holiday or another peak period, allow extra time. A good rule is two hours before domestic flights and up to four hours before international departures. Queues at check-in and security will be longer.

  • Direct Jacksonville International Airport to Chicago tickets are available for booking. O'Hare International Airport (ORD) is where you'll disembark.

  • There's a good selection of carriers offering direct flights from Jacksonville International Airport to Chicago, including:

  • JAX is around 18 kilometres from central Jacksonville. If you're driving, catching a cab or ride-sharing from the centre, it'll take you 15 minutes or so to get there, depending on traffic conditions. If you're taking public transport, expect the trip time to be around 1 hour 20 minutes.

  • Looking for a hotel near JAX? If you're boarding an early flight from Jacksonville International Airport to Chicago, these accommodation options put the terminal practically at your doorstep:

  • Jacksonville International Airport has a strong on-time record, reducing your chances of a delayed flight. Departures from JAX arrive on schedule 80.42% of the time.

  • JAX's address is 2400 Yankee Clipper Drive.

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

  • $157 is the cheapest price we've found for a one-way Jacksonville International Airport to Chicago flight. A return flight ticket right now is $243. Depending on the availability and when you book, these fares can change.

  • Book four months before you travel. Pricing trends suggest that this is the ideal window for finding cheap flights from JAX to Chicago.

  • The best month for landing cheap Jacksonville International Airport to Chicago tickets is August. Use the 'Whole month' tool to compare prices, then choose the dates that offer the lowest fares.

  • There's no need to keep checking in to see if fares have dropped when you set up a Price Alert. We'll notify you the moment there's an extra saving on cheap flights from JAX to Chicago.

  • Tailor your trip with filters. Select your ideal arrival and departure times, total journey duration and airlines. You can also sort the results by 'Fastest,' 'Cheapest' or 'Best' flights from Jacksonville International Airport to Chicago.

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It takes around 35 minutes to get to the centre driving.

  • Travelling to the centre on public transport will take you around 55 minutes.

  • The last thing you need is a long journey to your hotel if you're getting in late on a flight from Jacksonville International Airport to Chicago. Book one of these accommodation options near ORD instead:

  • Grab an O'Hare International Airport rental car and explore Chicago and beyond with your own wheels. Routes Car Rentals, Dollar and Budget are popular outlets you can book with here.

  • Get the best deal by reserving your ride from O'Hare International Airport around four weeks before your flight from JAX to Chicago.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • The centre of Chicago is located around 19 kilometres from Chicago Midway International Airport (MDW). Once your flight from Jacksonville International Airport to Chicago has hit the runway and you've made your way to arrivals, expect a drive of about 20 minutes.

  • If you travel by public transport, the ride to the centre takes 45 minutes or so.

  • There are some comfortable places to call home for the night near MDW. Tuck yourself in and get cosy after your JAX to Chicago flight at one of these perfectly located options:

  • Dollar, Hertz and Budget make collecting a Chicago Midway International Airport rental car simple. These providers are located in or around the terminal and will have you on the road before long.

  • Snap up a deal by reserving your ride from MDW four weeks ahead of time. You can also expect to have a greater selection of vehicles.

  • You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 137 kilometres from central Chicago. It takes about 1 hour 25 minutes to reach the city centre by car after your flight from Jacksonville International Airport to Chicago.

  • If you're travelling on public transport, the journey time is around 4 hours 15 minutes.

  • If you don't want to make your way into the centre, head for a hotel close to RFD. Check in to one of these stays after your JAX to Chicago flight:

  • Whether you're after a zippy mini for a solo escape or an SUV to fit everyone and their gear, you'll find the ideal Chicago Rockford International Airport rental car for your needs. Check out the types of wheels available here from suppliers such as Budget, Alamo and National.

  • Booking a couple of weeks in advance of your flight from Jacksonville International Airport to Chicago is always a good idea. In addition to better deals, you might find it easier to get the make and model you prefer at RFD.

  • The street address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • Carefully consider your travel dates before booking your flight from Jacksonville International Airport to Chicago. The city comes alive in high season, but rates are typically higher and top attractions can get busy. Plan your trip to Chicago in the off-season if you like a more relaxed vibe.

  • Lock in a Jacksonville International Airport to Chicago flight ticket with a departure in July if you're eager to explore the city during its warmest month. Expect temperatures to range from 15ºC (59ºF) to 29ºC (84ºF).

  • If you want cooler conditions, search for a cheap ticket from JAX to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

Explore more of United States

  • Chicago is always a good idea, but there are so many other parts of United States just waiting to be explored. Around 451 kilometres south-east of Chicago, a visit to Columbus will keep your itinerary packed. Start with popular sights like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • If you're interested in discovering another corner of United States, head for Indianapolis, roughly 257 kilometres south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are the start of reasons to visit.

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