$620 Cheap Flights from Chicago (MDW) to Naples (NAP)

Bundle Your Flight + Hotel & Save!

Featured airlines

Top nine airline logos for desktop

    Plan, book, fly with confidence
  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
  • one key icon
    Earn twice
    Earn your airline miles on top of our OneKeyCash

Cheap Flights from Chicago to Naples (MDW-NAP)

Prices were available within the past 7 days and start at $620 for one-way flights and $688 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
Flights from Chicago (MDW) to Naples (NAP)
Origin airport
Midway Intl.
Destination airport
Naples Intl.
Airlines serving
Air France, Delta, KLM
Roundtrip price
$687
Distance
4934 mi

Chicago to Naples Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Naples offer the perfect respite. Not only does exploring Naples provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to Naples may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Naples are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Naples more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Naples is $620 now!

Frequently asked questions

How much is a one-way flight from Midway Intl. Airport (MDW) to NAP?
Get ready to pack your bags, because Chicago flights to Naples start from $712. This is based on the best price found on Expedia for this route departing in the next three months. This airfare is for an Delta flight, taking off from Chicago Airport on July 15 2024 and arriving at Naples Airport. The price of this airfare was updated on June 3 2024 and has not changed since.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Naples Airport last minute?
Booking your trip from Midway Airport to Naples Intl. Airport (NAP) last minute could save you cash if you hit the jackpot and find a terrific deal. However, fares don’t usually get cheaper closer to the departure date. If you take a wait-and-see approach, flights could also be booked solid or the best seats gone (because no one wants the middle seat). If you’d rather err on the side of caution, book well in advance of when you want to leave. Note that some of the biggest deals can be found up to a year in advance. If your favorite carrier hasn’t released tickets yet, check back regularly as offers are constantly updated on Expedia.
What airports do you fly into for Naples from Chicago?
Naples Intl. Airport (NAP), Benevento (QBV) and Salerno (QSR-Costa dAmalfi) are your choices when flying from Chicago to Naples. About 3 mi east of the center of Naples, Naples Intl. Airport (NAP) is the city’s principal hub. Think about things such as flight schedules and the distance to your hotel before deciding where you fly into. Castel dellOvo and Naples National Archaeological Museum are two terrific attractions to check out when you get to your destination.
Can I change the date of my flight from Chicago Airport to NAP?
It’s a piece of cake to make amendments to your MDW to Naples Intl. Airport (NAP) journey yourself. Just go to the Expedia Trips portal and click on “change flight.” Browse around for new flights and secure the one that fits your plans. You’ll get an estimate of your flight change cost, if applicable. You can also visit our Customer Service portal to chat to our Virtual Agent and quickly get answers to your questions.
Chicago nearby Airports
*Available to One Key members.