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Selected fares from Chicago to Naples

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Route Information for Flights from Chicago to Naples

Origin Airport IATA Code ORD
Destination Airport IATA Code RSW
Flight Price $68
Distance 1,796 km

Chicago (CHI) to Naples (APF)

Are you flying to Naples for a much-needed vacation or is it about time for you to have a family reunion? Or maybe you're traveling for work? Hey, anything that gets you away from that desk is a win in our books. You're in the perfect spot to get an awesome deal on your upcoming flight from Chicago. Whether you are an expert at navigating the friendly skies or aerial amateur, read below to score the best deal on your next flight.

How can you get a great rate on tickets from CHI to APF?

We've been doing this for a long time, which means getting that great deal on a Naples flight is easy-peasy. You'll make spending less look so very good with a little know-how.

What is the best day of the week to book a flight?

Going with the flow can pay dividends when it comes to getting an affordable flight. Tuesday and Wednesday typically have the best rates. Next in line are Thursday and, surprisingly, Saturday. Most like to come back on Sunday so you can save by leaving a day earlier.

Why are flights cheaper if you stay over the weekend?

If you stay through the weekend, generally that return ticket to CHI can be cheaper since you'll be leaving earlier in the week. All those business travelers have less elastic schedules, so that means savings for you. We're all for that!

Can you save while traveling during the off-peak season?

Shoulder or off-peak seasons are when most vacationers aren't flying to certain locations. So when it is chilly, most people head to warmer climates like the Caribbean, Mexico, Hawaii, etc., just like the birds (they had it figured out). But in the summer months, you'll find that Europe gets busy. If you want lower airfare and avoid the crowds, travel when everyone else isn't.

Jump on that great rate

Unsurprisingly, you're not the only one waiting an awesome price on a ticket from Chicago to Naples. You could lose your opportunity to dial in the time and the flight you wanted.

How else can I save on my flight from Chicago to Naples?

The Hotwire Hot Rate is what makes us one of the best bargains out there. It's one of our ways to help get you one of the best rates on your flight from Chicago (CHI) to Naples (APF). You won't know the time and airline until after you book, but it is a risk where you can reap the rewards.

Book today

Try these tips before you reserve your upcoming flight from Chicago to Naples. You may have enough money back in your wallet to add something that makes this vacation extra exciting ... or you can pocket the savings and put it toward your next trip out of Chicago.

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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.