Cheap Flights to Sicily from $399 (2025/2026)| Travelocity

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Jet to one of Sicily's top cities

Palermo

Flights

How Much Does it Cost To Fly To Sicily?

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

Sat, Apr 25 - Sat, May 9

JFK

John F. Kennedy Intl.

PMO

Punta Raisi

$415

Roundtrip

just found

Thu, May 7 - Fri, May 15

EWR

Newark Liberty Intl. Airport

PMO

Punta Raisi

$451

Roundtrip

just found

Wed, May 13 - Thu, May 21

JFK

John F. Kennedy Intl.

CTA

Fontanarossa

$462

Roundtrip

found 2 days ago

Wed, Apr 8 - Thu, Apr 16

EWR

Newark Liberty Intl. Airport

CTA

Fontanarossa

$492

Roundtrip

found 3 days ago

Thu, Feb 12 - Mon, Feb 23

SEA

Seattle - Tacoma Intl.

CTA

Fontanarossa

$495

Roundtrip

found 5 days ago

Sat, Feb 7 - Sun, Feb 15

SEA

Seattle - Tacoma Intl.

CTA

Fontanarossa

$495

Roundtrip

found 5 days ago

Fri, Feb 6 - Mon, Feb 16

SEA

Seattle - Tacoma Intl.

PMO

Punta Raisi

$496

Roundtrip

found 4 days ago

Fri, Feb 6 - Mon, Feb 16

SEA

Seattle - Tacoma Intl.

PMO

Punta Raisi

$499

Roundtrip

found 4 days ago

Origin	Destination	Travel Dates	Flights From*
FCO	Catania	February 8 to February 10	$50
FCO	Catania	February 8 to February 10	$50
BGY	Cinisi	January 23 to January 24	$67
MXP	Catania	March 1 to March 17	$82
FCO	Cinisi	January 11 to January 17	$83
FCO	Comiso	February 9 to March 16	$94
FCO	Comiso	February 9 to March 16	$94
ORY	Catania	January 9 to January 18	$96
ORY	Cinisi	January 11 to January 16	$100
FCO	Reggio Calabria	January 8 to January 12	$143
FCO	Reggio Calabria	January 8 to January 12	$143
BLQ	Cinisi	February 7 to February 28	$150
BLQ	Catania	December 10 to December 14	$151
VCE	Cinisi	February 7 to February 28	$157
LIN	Reggio Calabria	December 25 to January 2	$432

*Prices include taxes and fees

Origin	Destination	Travel Dates	Flights From*
FCO	Catania	November 28 to December 2	$105
FCO	Catania	November 28 to December 2	$105
LIN	Catania	November 30 to December 19	$115
LIN	Catania	November 30 to December 19	$115
LIN	Cinisi	November 29 to December 14	$164
LIN	Cinisi	November 29 to December 14	$164
VCE	Reggio Calabria	November 30 to December 4	$184
BLQ	Cinisi	November 30 to December 1	$199
FCO	Cinisi	November 29 to November 29	$216
FCO	Cinisi	November 29 to November 29	$216
CDG	Catania	November 29 to December 3	$239
LHR	Cinisi	November 30 to December 4	$282
LHR	Catania	November 29 to December 1	$339
LHR	Reggio Calabria	November 28 to December 5	$689

*Prices include taxes and fees

Best Sicily Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.

4.0-star property

Hotel Plaza Opera

Dec 3 - Dec 9

6 night stay

Chicago (ORD) to Palermo (PMO)

Delta • Coach

Palermo (PMO) to Chicago (ORD)

ITA Airways • Coach

$1,058

per person

found 1 day ago

4.0-star property

Eurostars Centrale Palace

Dec 3 - Dec 9

6 night stay

Chicago (ORD) to Palermo (PMO)

Delta • Coach

Palermo (PMO) to Chicago (ORD)

ITA Airways • Coach

$1,111

per person

found 1 day ago

1.0-star property

Porta di Castro Hotel & Pool

Dec 3 - Dec 9

6 night stay

Chicago (ORD) to Palermo (PMO)

Delta • Coach

Palermo (PMO) to Chicago (ORD)

ITA Airways • Coach

$1,176

per person

found 1 day ago

Don't see what you're looking for?

See all available trips from Chicago to Sicily

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Travelers ❤️ These Sicily 🏨

Hotel Politeama

Piazza Ruggiero Settimo,15 Palermo PA

Book a stay at this business-friendly hotel in Palermo. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Teatro Massimo and Palermo Harbour are located nearby.

9.2/10 Wonderful! (481 reviews)

I did not have the breakfast so I cannot comment on the breakfast.

Reviewed on Nov 12, 2025

Eurostars Centrale Palace

Via Vittorio Emanuele, 327 Palermo PA

Book a stay at this luxury hotel in Palermo. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Teatro Massimo and Palermo Harbour are located nearby.

8.4/10 Very Good! (975 reviews)

very courteous and friendly staff.

Reviewed on Nov 15, 2025

UNA Hotels Capotaormina

Via Nazionale, 105 Taormina ME

Book a stay at this beach hotel in Taormina. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Isola Bella and Greek Theatre are located nearby.

9/10 Wonderful! (995 reviews)

A fantastic Hotel with a great view! Wonderful location!

Reviewed on Nov 15, 2025

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San Paolo Palace Hotel

Via Messina Marine, 91 Palermo PA

Book a stay at this business-friendly hotel in Palermo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Teatro Massimo and Palermo Harbour are located nearby.

7.2/10 Good! (709 reviews)

Easy to check in, quiet location, friendly staff

Reviewed on Oct 10, 2025

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Affordable cars to get you around town

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Things to do in Sicily

Activities, attractions and tours

Frequently asked questions

How much is the cheapest flight to Sicily?

Based on prices found over the last seven days on Travelocity, a roundtrip flight to Sicily started at as little as $50. If you're flexible with your dates, it will be easy to land a great bargain. This price was available on Travelocity for flights to Sicily departing within the next year. Prices and availability are subject to change. Additional terms apply.

What is the cheapest month to fly to Sicily?

Leave April free in your calendar, because it's the most affordable time to travel to Sicily. That's according to Travelocity's direct flight demand from January to December last year. With more cash in your wallet, you can treat yourself to a hotel upgrade, go to a fancy restaurant or do something special.

How can I check my flight status to Sicily?

Get alerts about flight delays, gate number changes and more with Trips. Travelocity's customer portal can be found at the top of our homepage and is where you can view and manage your bookings. Create an account in a matter of moments and access everything you need. You can also use the Travelocity app to check the details of your flight to Sicily while you're out and about — and even when you're offline. Travelocity's app is the travel companion in your pocket. Whether you'd like to arrange transportation from your airport or share details with any members of your family flying with you, it's all possible through the app.

How do I find the best deals on flights to Sicily?

Being flexible with your dates is a great way to pick up a bargain. Travelocity makes it a cinch to find your perfect fare through the "Flexible dates" feature. Search for your Sicily flight, then compare the cheapest prices for surrounding dates by hitting the "Flexible dates" box above. Booking well ahead and avoiding vacation periods are other ways to save some cash. In the last seven days, the cheapest price for a roundtrip flight to Sicily was $50 on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Why should I book my flight to Sicily with Travelocity?

Start packing and get set for an epic trip with Travelocity. It's our job to find you fantastic deals on cheap flights to Sicily. Whether you're seeking flexible airfares with plenty of wiggle room or cheap family flights with low-cost airlines, we can make it happen.

How much is a flight to Sicily on average?

In the last seven days, roundtrip flights to Sicily cost between $50 and $689. No matter what type of fare you're after, we have some great deals to help you keep to your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

What can I expect on a flight to Sicily?

Factors such as which airline you're flying with and your place of departure will largely determine your experience on board. Chances are you'll find all types of flights to Sicily, from cheap flights for family vacations to first class airfares. Hot meals, drinks and entertainment are usually what most airlines offer on long-haul services.

Cheap Flights to Sicily from $399 (2025/2026)

Travelers

Jet to one of Sicily's top cities

Palermo

Catania

Syracuse

Messina

Taormina

Agrigento

How Much Does it Cost To Fly To Sicily?

Best Sicily Flight and Hotel Packages

Hotel Plaza Opera

Dec 3 - Dec 9

Chicago (ORD) to Palermo (PMO)

Palermo (PMO) to Chicago (ORD)

Eurostars Centrale Palace

Dec 3 - Dec 9

Chicago (ORD) to Palermo (PMO)

Palermo (PMO) to Chicago (ORD)

Porta di Castro Hotel & Pool

Dec 3 - Dec 9

Chicago (ORD) to Palermo (PMO)

Palermo (PMO) to Chicago (ORD)

Travelers ❤️ These Sicily 🏨

Hotel Politeama

Eurostars Centrale Palace

UNA Hotels Capotaormina

San Paolo Palace Hotel

More Ways To Wander Sicily

Frequently asked questions

Explore More Ways to Travel with Travelocity