Chiasso Vacations from $546

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Your Chiasso Vacation

From its cosmopolitan vibe to its cultural experiences and spectacular views, you'll find loads of reasons to spend time in the mountainous city of Chiasso. Discover these highlights and more when you lock in your vacation package to Chiasso. Eager to explore your new surroundings? Como Cathedral, Villa Olmo and Volta Temple are among the leading places to visit during a trip to Chiasso. Expedia has what you need to escape your routine. Tailor your vacation to Chiasso to match your travel style, whatever that may be.

The Latest Chiasso vacation packages

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

Hotel Perugino

3 out of 5
Porta Vittoria
Price was $785, price is now $546 per person
$546
per person
Nov 26 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Milan (LIN)
8.4/10 Very Good! (155 reviews)
Beautiful rooms, clean, great facilities, free toiletries, water, tea,slippers. Amazing for the price!

Reviewed on Feb 17, 2025

Grand Visconti Palace

Grand Visconti Palace

4 out of 5
Porta Lodovica
Save 100% on your flight
Price was $1,314, price is now $869 per person
$869
per person
Nov 19 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8.8/10 Excellent! (1,005 reviews)
On the outer circle of Milan. Walkable to shops, restaurants and pastry/ gelato places. Close to the metro to downtown or take a cab. They will get one for you. We enjoyed this hotel very much. We recommend it. We stayed 2 nights here. Very helpful staff, good accommodations. Around the corner there is a FABULOUS steak place. Huge T Bone steak for two. You have to go to Argentina to get something this good. We forget the name but Google has it as a meat restaurant or the front desk should know it. Enjoy….

Reviewed on Sep 26, 2025

Uptown Palace

Uptown Palace

4 out of 5
Milan Centre
Price was $1,266, price is now $854 per person
$854
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8.6/10 Excellent! (1,010 reviews)
Location and very helpful friendly staff.

Reviewed on Oct 6, 2025

Hotel Ansitz Plantiz

Hotel Ansitz Plantiz

5 out of 5
Save 100% on your flight
Price was $1,896, price is now $1,283 per person
$1,283
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Milan (MXP)
9.6/10 Exceptional! (83 reviews)
Nice place and nice staff. Had to pay for sending a jacket they had, without my knowledge, offloaded from the inside of the car, not trunk, and hanged it in a closet. Would have been nice for them to pay the transport but OK.

Reviewed on Apr 20, 2025

Palazzo Cordusio Gran Meliá – The Leading Hotels of the World

Palazzo Cordusio Gran Meliá – The Leading Hotels of the World

5 out of 5
Milan Centre
Save 100% on your flight
Price was $3,587, price is now $2,509 per person
$2,509
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
9.4/10 Exceptional! (39 reviews)
There were constructions just in the front of the hotel - not easy access, especially on arrival and departure with suitcases. No warning about this was received before arrival

Reviewed on Aug 5, 2025

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Chiasso Hotel Deals

MOXY Milan Malpensa Airport

MOXY Milan Malpensa Airport

3 out of 5
Milan Malpensa Airport, Terminal 2, Somma Lombardo, VA
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $127 total per night from Nov 2 to Nov 3
$127 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (1,030 reviews)
"Very good"

Reviewed on Sep 27, 2025

MOXY Milan Malpensa Airport
Hotel Cruise

Hotel Cruise

4 out of 5
Via Carducci, 3, Montano Lucino, CO
$86 nightly
The price is $95 total per night from Nov 4 to Nov 5
$95 total
Nov 4 - Nov 5
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
"Clean room, great location"

Reviewed on Oct 1, 2025

Hotel Cruise
B&B Hotel Como City Center

B&B Hotel Como City Center

3 out of 5
Viale Innocenzo XI, 15, Como, CO
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $128 total per night from Nov 1 to Nov 2
$128 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (884 reviews)
"Great location within a 15 minute walk of the lake, duomo and shops. Clean rooms and great price but AC was not working well. Delicious restaurant around the corner called Crianza."

Reviewed on Sep 5, 2025

B&B Hotel Como City Center
See all 7,790 properties in Chiasso
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.

Chiasso Essential Information

Language
French
Currency
Swiss francs
Local Welcome
Salut / Bonjour
Local Goodbye
Au revoir / À bientôt
Population
8,100
Max Temp Winter
45ºF
Max Temp Summer
75ºF
Top Sights
Cinema Theatre Chiasso, Museum dArt and Mount San Giorgio

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Frequently asked questions

How much does a Chiasso vacation package cost?
Offering great value package deals from $546 on Expedia, you'll be thrilled with how little a vacation to Chiasso costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Chiasso?
You're likely to find lower prices and greater availability in January, March and November. Browse our cheap Chiasso vacation packages and you could get some great off-season discounts.
How many days is enough for Chiasso?
The ideal duration for your Chiasso vacation depends on what you'd like to see. Typically, a handful of days to a week will give you enough time to visit all the major sights and explore some hidden spots along the way.
Is it worth booking a vacation package to Chiasso?
Well known for its walking trails, culture and plenty of other highlights, you can be certain Chiasso is a good vacation destination. Some of the top attractions to put on your to-do list? Visit Cinema Theatre Chiasso and Via Gottardo during your Chiasso vacation.
How to find the best Chiasso package deals?
Finding a cheap Chiasso package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add some filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly Chiasso package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Chiasso vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels separately. Better still, you can personalize your Chiasso escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Chiasso?
Score incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Chiasso adventure.
Does Expedia offer Book Now, Pay Later Chiasso vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Chiasso trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.