Chiasso Vacations from $817

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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.
Grand Visconti Palace

Grand Visconti Palace

4 out of 5
Porta Lodovica
Save 100% on your flight
Price was $1,280, price is now $817 per person
$817
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8.8/10 Excellent! (1,002 reviews)
Nice hotel great location

Reviewed on Aug 24, 2025

Uptown Palace

Uptown Palace

4 out of 5
Milan Centre
Save 100% on your flight
Price was $1,621, price is now $966 per person
$966
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8.6/10 Excellent! (1,007 reviews)
I was a Gold VIP customer however was not great as. The cleaning crew was bad you have to beg for a towel. 2 days in a row i was notifying that we are 3 people and the cleaning crew only put 2 towels . We wont be staying at this hotel next time. The area was close location but it was a major construction project going.

Reviewed on Aug 20, 2025

Casa Baglioni Milan - The Leading Hotels of the World

Casa Baglioni Milan - The Leading Hotels of the World

5 out of 5
Milan Centre
Save 100% on your flight
Price was $2,710, price is now $1,660 per person
$1,660
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Milan (LIN)
9.8/10 Exceptional! (80 reviews)
Perfect boutique hotel in a chic neighborhood. Would definitely come back

Reviewed on Jul 31, 2025

Nuvole Garden Hotel

Nuvole Garden Hotel

5 out of 5
Save 100% on your flight
Price was $2,260, price is now $1,411 per person
$1,411
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Milan (MXP)
7.2/10 Good! (5 reviews)
Wonderful property with spectacular views.

Reviewed on Jul 4, 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 $2,754, price is now $1,739 per person
$1,739
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
9.4/10 Exceptional! (38 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

Hotel Cruise

Hotel Cruise

4 out of 5
Via Carducci, 3, Montano Lucino, CO
$105 nightly
The price is $116 total per night from Sep 17 to Sep 18
$116 total
Sep 17 - Sep 18
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
"Clean , convenient for passing travelers, excellent breakfast choices"

Reviewed on Aug 22, 2025

Hotel Cruise
Grand Hotel Villa Serbelloni

Grand Hotel Villa Serbelloni

5 out of 5
Via Teresio Olivelli 1, Bellagio, CO
9.2/10 Wonderful! (523 reviews)
"This hotel is the jewel of Bellagio. If you can stay here, you will not be disappointed. The staff is beyond exceptional, always being attentive without hovering. The dining options are delicious, and the ppol and beach area is fantastic. Truly one of the best hotels we have ever stayed at."

Reviewed on Aug 19, 2025

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Grand Hotel Villa Serbelloni
Palace Hotel

Palace Hotel

4 out of 5
Lungo Lario Trieste, 16, Como, CO
$365 nightly
The price is $414 total per night from Aug 28 to Aug 29
$414 total
Aug 28 - Aug 29
Total with taxes and fees
9.2/10 Wonderful! (1,004 reviews)
"Superb location and a luxurious hotel. Loved it"

Reviewed on Aug 25, 2025

Palace Hotel
See all 7,524 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.

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Frequently asked questions

How much does a Chiasso vacation package cost?
Offering great value package deals from $817 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.