$304 Cheap flight deals from Chicago (CHI) to Capri Island (NAP)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to Capri Island

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jan 3 - Thu, Jan 8
ORD
O'Hare Intl.
NAP
Naples Intl.
$1,411 Roundtrip, found 8 hours ago
$1,411
Roundtrip
found 8 hours ago
Select Scandinavian Airlines flight, departing Sat, Jan 3 from O'Hare Intl. to Naples Intl., returning Thu, Jan 8, priced at $1,411 found 8 hours ago

Airfares from $304 One Way, $458 Round Trip from Chicago to Capri Island

Prices starting at $458 for return flights and $304 for one-way flights to Capri Island were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Mar 11 - Sun, Mar 15
ORD
Chicago
NAP
Naples
$458 Roundtrip, found 2 days ago
$458
Roundtrip
found 2 days ago
Select Scandinavian Airlines flight, departing Wed, Mar 11 from Chicago to Naples, returning Sun, Mar 15, priced at $458 found 2 days ago
Fri, May 1 - Thu, May 14
ORD
Chicago
NAP
Naples
$499 Roundtrip, found 5 days ago
$499
Roundtrip
found 5 days ago
Select TAP Portugal flight, departing Fri, May 1 from Chicago to Naples, returning Thu, May 14, priced at $499 found 5 days ago
Wed, Aug 5 - Tue, Aug 25
ORD
Chicago
NAP
Naples
$527 Roundtrip, found 5 days ago
$527
Roundtrip
found 5 days ago
Select British Airways flight, departing Wed, Aug 5 from Chicago to Naples, returning Tue, Aug 25, priced at $527 found 5 days ago
Tue, Aug 4 - Thu, Aug 20
ORD
Chicago
NAP
Naples
$529 Roundtrip, found 5 days ago
$529
Roundtrip
found 5 days ago
Select Iberia flight, departing Tue, Aug 4 from Chicago to Naples, returning Thu, Aug 20, priced at $529 found 5 days ago
Mon, Aug 3 - Thu, Aug 20
ORD
Chicago
NAP
Naples
$536 Roundtrip, found 1 day ago
$536
Roundtrip
found 1 day ago
Select Air Canada flight, departing Mon, Aug 3 from Chicago to Naples, returning Thu, Aug 20, priced at $536 found 1 day ago

Capri Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
Habita79 Hotel Pompeii - MGallery Collection
4.0-star property

Habita79 Hotel Pompeii - MGallery Collection

9.6/10 Exceptional! (232 reviews)

Jan 31 - Feb 6

6 night stay

Chicago (ORD) to Naples (NAP)

Swiss International Air Lines • Roundtrip • Coach
Price was $1,235, price is now $997 per person
$997
per person
found 1 day ago
We thoroughly enjoyed our stay. The deco is tasteful, including the artwork and the books! Perfect location, walkable to ruins, the town plaza, train stations, restaurants and cafes. Friendly and helpful staff. Helped us book car from Naples airport and to Positano. Highly recommend.

Reviewed on Jul 18, 2025

Hotel Bellevue Suite
3.0-star property

Hotel Bellevue Suite

8.8/10 Excellent! (915 reviews)

Jan 31 - Feb 6

6 night stay

Chicago (ORD) to Naples (NAP)

Swiss International Air Lines • Roundtrip • Coach
Save 100% on your flight
Price was $7,150, price is now $4,661 per person
$4,661
per person
found 1 day ago
Beautiful hotel, just no restaurants near

Reviewed on Oct 11, 2025

Albergo Diffuso Bacco Furore
3.0-star property

Albergo Diffuso Bacco Furore

8.8/10 Excellent! (289 reviews)

Jan 31 - Feb 6

6 night stay

Chicago (ORD) to Naples (NAP)

Swiss International Air Lines • Roundtrip • Coach
Price was $1,362, price is now $1,079 per person
$1,079
per person
found 1 day ago
This is a delightful find. Hotel Bacco is up the side of the mountain looking out over the Mediterranean Sea. This is a great place to get away and relax. The food is delicious, staff friendly/helpful and rooms comfortable/unpretentious. I would stay here again and recommend it to friends. Transportation-Unless you plan to rent a car or a private driver, getting to and from the hotel is a bit challenging. Going down to the coast for the day, you can take the public bus. The bus is inexpensive and the drivers are amazing navigating the roads. The buses do not run frequently so the bus does get crowded with standing room only.

Reviewed on Jun 27, 2019

Don't see what you're looking for?
See all available trips from Chicago to Capri Island
View all trips

More About Flying To Capri Island from Chicago

Route Information for Flights from Chicago to Capri Island

Origin Airport IATA Code
CHI
Destination Airport IATA Code
NAP
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Capri Island

Find fantastic fares on domestic and international flights that suit your travel requirements and budget needs by heading to Orbitz. Orbitz has your cheap air tickets for flights from Chicago to Capri Island.

Flights from Chicago to Capri Island at bargain prices

Budgeting and hidden costs should be the least of your concerns when planning a trip. Your priority should be planning all the things you want to do during your stay. With our low fares on Chicago to Capri Island flights, you know you are getting the best deal for your vacation or business trip budget—and not incurring hidden costs or paying for over-priced tickets offered by some airlines. We want to help you enjoy your trip the way you deserve.

Remain up-to-date on your flights from Chicago to Capri Island

Orbitz ensures that you remain up-to-date with the latest flight information by sending free alerts to your mobile device or email. Additionally, our cutting-edge mobile apps let iPhone and Android users the capability to receive status reports and review baggage and gate claim details on their mobile devices. You can even book hotels or car rentals to go along with your Chicago to Capri Island flights or view your itinerary using these useful and easy-to-use apps.

Orbitz booking discounts for Chicago to Capri Island flights

Orbitz can remember your information, including numbers your frequent flyer and airline loyalty memberships, so you don’t have to re-enter information when you book your flights from Chicago to Capri Island or other flights. Not only does this make booking flights a breeze, you no longer have to go through the hassle of looking up your frequent flyer numbers to add them to your flight reservation.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.