Chiasso Vacations from $1,452

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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.
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
Price was $1,976, price is now $1,452 per person
$1,452
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (MXP)
9.4/10 Exceptional! (558 reviews)
Amazing rooftop bar and great restaurant Fantastic breakfast, Interesting location

Reviewed on May 29, 2026

Grand Hotel Victoria Concept & Spa, by R Collection Hotels

Grand Hotel Victoria Concept & Spa, by R Collection Hotels

5 out of 5
Save 100% on your flight
Price was $6,059, price is now $3,951 per person
$3,951
per person
Aug 22 - Aug 28
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (MXP)
9.8/10 Exceptional! (120 reviews)
Fantastic location, amenities and staff!

Reviewed on Jun 2, 2026

NEMI Hotel Milano

NEMI Hotel Milano

5 out of 5
Porta Vittoria
Save 100% on your flight
Price was $2,519, price is now $1,718 per person
$1,718
per person
Aug 26 - Sep 1
found 18 hours ago
Roundtrip flight included
New York (JFK) to Milan (MXP)
9.4/10 Exceptional! (20 reviews)
This is the perfect hotel for exploring Milan. It’s only a short walk or tram ride from the city centre and all the attractions, in a quieter part of town. The rooms are very well appointed and there is a fabulous breakfast buffet and restaurant, but what stands it apart are the incredible staff. They are so friendly, helpful and attentive, and nothing is too much trouble. We couldn’t recommend this hotel highly enough.

Reviewed on May 19, 2026

Parco San Marco Lifestyle Beach Resort

Parco San Marco Lifestyle Beach Resort

4 out of 5
Price was $2,602, price is now $1,811 per person
$1,811
per person
Aug 22 - Aug 28
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (MXP)
9.6/10 Exceptional! (468 reviews)
The resort itself is absolutely beautiful and the view is amazing but you have a lot of extra add ons such as a fee to use the cups in your room also having a car is very useful transport is hard to come by. The staff is very friendly and helpful!

Reviewed on May 29, 2026

ARIA Retreat & SPA - The Leading Hotels of the World

ARIA Retreat & SPA - The Leading Hotels of the World

5 out of 5
Save 100% on your flight
Price was $3,993, price is now $2,812 per person
$2,812
per person
Aug 31 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Milan (MXP)
9.8/10 Exceptional! (83 reviews)
Everything about this place is amazing! The huge room with beautiful views over the lake, the spotless bathroom with luxurious toiletries and plenty of towels and the wonderfully comfortable bed. Also, your breakfast was served every morning on your terrace which was the best way to start the day. Add to that the staff were all so polite but also kind, friendly and welcoming. They couldn’t do enough for you. We also used the private spa which was a treat and so relaxing. I cannot recommend this place highly enough, we loved it!!😃

Reviewed on May 30, 2026

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Chiasso Hotel Deals

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
$107 nightly
The price is $121 total per night from Jun 24 to Jun 25
$121 total
Jun 24 - Jun 25
Total with taxes and fees
8.6/10 Excellent! (1,018 reviews)
"My wife and I spent one night only and it was a very comfortable stay. Breakfast was well assorted, room was clean and staff was friendly and helpful. Would definitely come back here next time. The hotel is a short walk to the airport’s T1-T2 free shuttle. If you have a lot of luggage may want to ..."

Reviewed on Jun 6, 2026

Holiday Inn Express Milan - Malpensa Airport by IHG
Hotel Funicolare

Hotel Funicolare

Viale Guglielmo Poletti 30 Alta Valle Intelvi CO
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $76 total per night from Jun 8 to Jun 9
$76 total
Jun 8 - Jun 9
Total with taxes and fees
8.8/10 Excellent! (148 reviews)
"Staff were helpful and rooms were always clean"

Reviewed on Jun 4, 2026

Hotel Funicolare
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
$133 nightly
The price is $149 total per night from Jun 20 to Jun 21
$149 total
Jun 20 - Jun 21
Total with taxes and fees
9/10 Wonderful! (1,006 reviews)
"Exactly what you need from an airport hotel. Easily located a very short walk from Terminal 2 with a 24/7 free shuttle between the terminals if landing at Terminal 1."

Reviewed on Jun 5, 2026

MOXY Milan Malpensa Airport
See all 7,928 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 $1,452 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.