$335 Cheap flight deals from Chicago (CHI) to Positano (NAP)

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This Weekend's Flight Deals from Chicago to Positano

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.

Sun, Nov 16 - Tue, Nov 18
ORD
O'Hare Intl.
NAP
Naples Intl.
$1,035 Roundtrip, found 4 hours ago
$1,035
Roundtrip
found 4 hours ago
Select ITA Airways flight, departing Sun, Nov 16 from O'Hare Intl. to Naples Intl., returning Tue, Nov 18, priced at $1,035 found 4 hours ago

Airfares from $335 One Way, $453 Round Trip from Chicago to Positano

Prices starting at $453 for return flights and $335 for one-way flights to Positano were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Mar 31 - Fri, Apr 10
ORD
Chicago
NAP
Naples
$453 Roundtrip, found 2 days ago
$453
Roundtrip
found 2 days ago
Select Scandinavian Airlines flight, departing Tue, Mar 31 from Chicago to Naples, returning Fri, Apr 10, priced at $453 found 2 days ago
Wed, Mar 18 - Wed, Apr 1
ORD
Chicago
NAP
Naples
$481 Roundtrip, found 6 days ago
$481
Roundtrip
found 6 days ago
Select Lufthansa flight, departing Wed, Mar 18 from Chicago to Naples, returning Wed, Apr 1, priced at $481 found 6 days ago
Sun, May 3 - Sat, May 9
ORD
Chicago
NAP
Naples
$514 Roundtrip, found 5 days ago
$514
Roundtrip
found 5 days ago
Select TAP Portugal flight, departing Sun, May 3 from Chicago to Naples, returning Sat, May 9, priced at $514 found 5 days ago
Sun, Jan 18 - Mon, Jan 26
ORD
Chicago
NAP
Naples
$540 Roundtrip, found 16 hours ago
$540
Roundtrip
found 16 hours ago
Select Swiss International Air Lines flight, departing Sun, Jan 18 from Chicago to Naples, returning Mon, Jan 26, priced at $540 found 16 hours ago
Tue, Dec 2 - Wed, Dec 10
ORD
Chicago
NAP
Naples
$549 Roundtrip, found 17 hours ago
$549
Roundtrip
found 17 hours ago
Select Iberia flight, departing Tue, Dec 2 from Chicago to Naples, returning Wed, Dec 10, priced at $549 found 17 hours ago

Positano economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Palazzo Argenta
3.0-star property

Hotel Palazzo Argenta

8.8/10 Excellent! (317 reviews)

Dec 14 - Dec 15

1 night stay

Chicago (ORD) to Naples (NAP)

Delta • Non-stop • Coach

Naples (NAP) to Chicago (ORD)

Turkish Airlines • Non-stop • Coach
Price was $1,161, price is now $1,142 per person
$1,142
per person
found 17 hours ago
Easy airport shuttle, staff was eager to help

Reviewed on Oct 31, 2025

Grand Hotel Aminta
4.0-star property

Grand Hotel Aminta

9.4/10 Exceptional! (1,000 reviews)

Dec 27 - Jan 2

6 night stay

Chicago (ORD) to Naples (NAP)

Turkish Airlines • Non-stop roundtrip • Coach
Price was $2,944, price is now $2,395 per person
$2,395
per person
found 1 day ago
The location gave a wonderful view of the surrounding countryside and the Bay of Naples, as well as quick and easy access to Sorrento City Center. The bonus for us was the shuttle service which meant we could simply leave our car at the hotel and use the shuttle to go into Sorrento for dining and shopping without needing to worry about where to park in Sorrento. In addition, the staff was friendly and helpful, and we enjoyed the included breakfast buffet. We will definitely stay here again should we every return to Sorrento.

Reviewed on May 27, 2019

De Bonart Naples, Curio Collection by Hilton
5.0-star property

De Bonart Naples, Curio Collection by Hilton

9.2/10 Wonderful! (143 reviews)

Dec 14 - Dec 15

1 night stay

Chicago (ORD) to Naples (NAP)

Delta • Non-stop • Coach

Naples (NAP) to Chicago (ORD)

Turkish Airlines • Non-stop • Coach
Price was $1,327, price is now $1,299 per person
$1,299
per person
found 17 hours ago
This is an incredible hotel in a beautiful city. We spent four days here after a whirlwind tour of Italy and they made sure we returned home rested. The food is delcious and the service was better than I’ve ever experienced. Our every need was attended too. On the morning we were supposed to leave for the airport there was a taxi strike and but the staff got us to the airport on time despite it all. This was an out of this world experience. If you stay, make sure to reserve some time at the solarium and tell Roberto at the rooftop restaurant we said Ciao! Amo Napoli!

Reviewed on Jul 12, 2022

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More About Flying To Positano from Chicago

Route Information for Flights from Chicago to Positano

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

Chicago to Positano

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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.