Chiasso Vacations from $1,039

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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.
Uptown Palace

Uptown Palace

4 out of 5
Milan Centre
Save 100% on your flight
Price was $1,610, price is now $1,039 per person
$1,039
per person
Feb 28 - Mar 4
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Milan (LIN)
8.6/10 Excellent! (1,001 reviews)
The breakfast was fresh and the staff was very friendly and fast.

Reviewed on Dec 27, 2025

Grand Visconti Palace

Grand Visconti Palace

4 out of 5
Porta Lodovica
Save 100% on your flight
Price was $4,441, price is now $2,431 per person
$2,431
per person
Feb 22 - Feb 28
found 3 hours ago
Roundtrip flight included
New York (JFK) to Milan (LIN)
8.8/10 Excellent! (1,000 reviews)
Nice ppl, parking is the not the easiest! Maybe they should hire valet

Reviewed on Jan 5, 2026

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 $6,972, price is now $4,150 per person
$4,150
per person
Feb 28 - Mar 4
found 7 hours ago
Roundtrip non-stop flight included
New York (NYC) to Milan (LIN)
9.8/10 Exceptional! (91 reviews)
Nice property. Excellent staff.

Reviewed on Jan 3, 2026

fink Restaurant & Suites

fink Restaurant & Suites

4 out of 5
Save 100% on your flight
Price was $1,719, price is now $1,117 per person
$1,117
per person
Feb 22 - Feb 28
found 8 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milan (MXP)
No reviews
Magna Pars- L'Hotel à Parfum Small Luxury Hotels of the World

Magna Pars- L'Hotel à Parfum Small Luxury Hotels of the World

5 out of 5
Porta Genova
Save 100% on your flight
Price was $1,890, price is now $1,307 per person
$1,307
per person
Feb 28 - Mar 4
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Milan (LIN)
9.4/10 Exceptional! (460 reviews)
This is the second time I’ve stayed here and I LOVE IT. the hotel is super clean and smells amazing!!! The breakfast is great too but above that. The staff are absolutely fantastic!! I stayed on the eve of my birthday and they made me feel super special. They really did make sure I had a great time. I had birthday cake on the roof and also they sent me a cake at breakfast with a candle in it. The staff honestly made my time there extra special. Thank you all

Reviewed on Jan 2, 2026

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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
$91 nightly
The price is $103 total per night from Jan 11 to Jan 12
$103 total
Jan 11 - Jan 12
Total with taxes and fees
8.8/10 Excellent! (1,008 reviews)
.

Reviewed on Dec 4, 2025

MOXY Milan Malpensa Airport
Holiday Inn Express Milan - Malpensa Airport by IHG

Holiday Inn Express Milan - Malpensa Airport by IHG

3 out of 5
Via de Pinedo Ang. Somma Lombardo VA
Fully refundable
$102 nightly
The price is $116 total per night from Jan 12 to Jan 13
$116 total
Jan 12 - Jan 13
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
I usually don’t review hotels but I did this time because of the excellent stay I had here. I was looking for a place to spend the night close to the Milan airport and I found this to be a great option. It is only a few minute drive to the airport. They were helpful with shuttle services. I was impressed ...

Reviewed on Dec 29, 2025

Holiday Inn Express Milan - Malpensa Airport by IHG
Just Hotel Lomazzo Fiera

Just Hotel Lomazzo Fiera

4 out of 5
via Ceresio 49 Lomazzo CO
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $92 total per night from Jan 10 to Jan 11
$92 total
Jan 10 - Jan 11
Total with taxes and fees
8.2/10 Very Good! (982 reviews)
Good

Reviewed on Jan 2, 2026

Just Hotel Lomazzo Fiera
See all 7,540 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.

Find the Best Chiasso Vacation Packages

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 $1,039 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.

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