Cheap Flights from Chicago (ORD) to Naples (APF)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Naples, FL (APF-Naples Municipal)

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Alternative airports near Naples

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Southwest Florida Intl. RSW. Cheapest option available. Average driving time to city center is 39 minutes. Flights from $225
RSW
Southwest Florida Intl.
Cheapest
Average driving time to city center39 min
Flights from $225

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Naples Municipal Airport (APF) cost?
Grab a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Naples Municipal Airport (APF) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Naples Municipal Airport (APF)?
Planning your trip for can help you save, as it's the cheapest month for flights between ORD and APF. You'll usually find the lowest prices during the off-season.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Naples Municipal Airport (APF)?
To find the cheapest airline that'll fly you from ORD to APF, use Expedia's filter tool. Customize your search based on your travel style, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from O'Hare Intl. Airport (ORD) to Naples Municipal Airport (APF)?
Nonstop flights from O'Hare Intl. Airport (ORD) to Naples Municipal Airport (APF) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your travel details and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to APF?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Naples Municipal Airport (APF)?
To avoid possible delays on the O'Hare Intl. Airport (ORD) to Naples Municipal Airport (APF) route, fly before 3 PM. Departures after this time have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Naples from O'Hare Intl. Airport (ORD)?
If you're taking a direct flight from O'Hare Intl. Airport (ORD) to Naples, Southwest Florida Intl. Airport (RSW) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Naples Municipal Airport (APF) last-minute?
Booking your flight from ORD to APF just before your journey is usually more expensive. However, if you're flexible with your itinerary, you could bag a cheap last-minute fare.
Is it cheaper to book an ORD to APF flight and hotel package?
Booking an ORD to APF flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Select from our impressive range of stays and then add activities, car rentals and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Naples Municipal Airport (APF)?
If you reserved your ORD to APF flight in the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of fare you have, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you want more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Naples Municipal
Distance
1147 mi

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Chicago to Naples Flights

The cheapest times to fly from Chicago to Naples

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Naples are during the month of . You can find some of the cheapest flights from Chicago to Naples with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Naples

Sunday is one of the best days to book for cheap flights from Chicago to Naples: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Naples

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Naples in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Naples flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Naples airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Naples Flights

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