Chiasso Vacations from $1,240

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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
Price was $1,675, price is now $1,240 per person
$1,240
per person
Aug 11 - Aug 17
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (MXP)
8.6/10 Excellent! (1,001 reviews)
Clean and modern room and bathroom. Outstanding panoramic view of Milan overlooking Duomo that is only half a mile away. Same view during breakfast or dinner. Highly recommended.

Reviewed on May 11, 2026

Hotel Crivi's

Hotel Crivi's

4 out of 5
Milan Centre
Price was $1,720, price is now $1,256 per person
$1,256
per person
Jul 15 - Jul 21
found 6 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (MXP)
8/10 Very Good! (374 reviews)
This is a fine option if you just want a barebones room to crash in while visiting Milan. The staff is very nice and professional. Our room for 3 was quite small and the outside wall was baffingly banged up and dirty. The rest of the room was fine - the bathroom was nicely updated which clashed with the rest of worn-down room. Location is very good within a short walk of Crocetta station. Another plus is the fact that within a few steps is an amazingly good and reasonably-priced restaurant, Razdora. If you stay at Crivi's you need to go eat at Razdora - tell chef Matteo that Mathieu from Canada sent you (seriously, just go!)

Reviewed on Mar 28, 2026

Parco San Marco Lifestyle Beach Resort

Parco San Marco Lifestyle Beach Resort

4 out of 5
Price was $2,333, price is now $1,718 per person
$1,718
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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

Hotel Miravalle

Hotel Miravalle

4 out of 5
Price was $2,538, price is now $1,882 per person
$1,882
per person
Jul 21 - Jul 27
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Milan (MXP)
9.6/10 Exceptional! (22 reviews)
Nuvole Garden Hotel

Nuvole Garden Hotel

5 out of 5
Save 100% on your flight
Price was $3,999, price is now $2,968 per person
$2,968
per person
Aug 16 - Aug 20
found 4 hours ago
Roundtrip flight included
New York (NYC) to Milan (MXP)
8.4/10 Very Good! (10 reviews)
Wonderful property with spectacular views.

Reviewed on Jul 4, 2025

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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
$105 nightly
The price is $119 total per night from Jun 24 to Jun 25
$119 total
Jun 24 - Jun 25
Total with taxes and fees
8.6/10 Excellent! (1,013 reviews)
"Staff made the stay enjoyable"

Reviewed on Jun 1, 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
$71 nightly
The price is $78 total per night from Jun 8 to Jun 9
$78 total
Jun 8 - Jun 9
Total with taxes and fees
8.8/10 Excellent! (144 reviews)
"Let me begin by saying that this is one of the most beautiful resorts in the world! The architecture is fantastic with private balconies on every room which allow personal, gorgeous views that one will never forget. Built at the turn of the twentieth century, the property has been maintained well. ..."

Reviewed on May 31, 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
$135 nightly
The price is $152 total per night from Jun 10 to Jun 11
$152 total
Jun 10 - Jun 11
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
"Good, very well located near T2 and train station"

Reviewed on May 27, 2026

MOXY Milan Malpensa Airport
See all 7,880 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 $1,240 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.