Chiasso Vacations from $1,151

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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 Crivi's

Hotel Crivi's

4 out of 5
Milan Centre
Save 100% on your flight
Price was $1,756, price is now $1,151 per person
$1,151
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8/10 Very Good! (349 reviews)
The room was clean and staff was friendly. The location is great and close to tram and subway.

Reviewed on Nov 4, 2025

Uptown Palace

Uptown Palace

4 out of 5
Milan Centre
Save 100% on your flight
Price was $2,108, price is now $1,320 per person
$1,320
per person
Apr 10 - Apr 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
8.6/10 Excellent! (1,001 reviews)
Great location. Walk to the duomo, shops and restaurants. Clean beautiful a very comfortable place to stay. I will return.

Reviewed on Jan 20, 2026

Grand Visconti Palace

Grand Visconti Palace

4 out of 5
Porta Lodovica
Save 100% on your flight
Price was $1,902, price is now $1,214 per person
$1,214
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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

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 $1,917, price is now $1,282 per person
$1,282
per person
Apr 10 - Apr 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (LIN)
9.4/10 Exceptional! (460 reviews)
I absolutely loved my stay in Milan at Magna Pars. It is one of those places that makes feel at home. Each suite has their unique scent, inspired by their perfumes. All staff are incredibly friendly, welcoming, polite and a pleasure to work with. I still miss my time there, even days after my trip ended, and I’m very much looking forward to returning one day.

Reviewed on Jan 13, 2026

The Unique Hotel

The Unique Hotel

4 out of 5
Milan Centre
Save 100% on your flight
Price was $2,135, price is now $1,475 per person
$1,475
per person
Apr 2 - Apr 8
found 11 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milan (LIN)
9.4/10 Exceptional! (433 reviews)
Clean, comforts and very nice room, super cute hotel, staff very nice and helpful at all times. Will be back for sure

Reviewed on Jan 11, 2026

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Chiasso Hotel Deals

Hotel Osteria della Pista

Hotel Osteria della Pista

4 out of 5
Via Verbano 1 Casorate Sempione VA
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $114 total per night from Jan 25 to Jan 26
$114 total
Jan 25 - Jan 26
Total with taxes and fees
9.4/10 Exceptional! (1,236 reviews)
Great staff, location and value

Reviewed on Jan 21, 2026

Hotel Osteria della Pista
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
$119 nightly
The price is $135 total per night from Jan 26 to Jan 27
$135 total
Jan 26 - Jan 27
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
Staff was extremely accommodating

Reviewed on Jan 20, 2026

Holiday Inn Express Milan - Malpensa Airport by IHG
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
$142 nightly
The price is $160 total per night from Feb 23 to Feb 24
$160 total
Feb 23 - Feb 24
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Moxy's was close to the Milan Malpensa airport which was handy and offered a free airport shuttle to Terminal 1. Front desk staff were pleasant and helpful at check-in. Room was small but clean and had all the amenities needed. Nice gathering area in the lobby with a small menu and bar which was ...

Reviewed on Jan 14, 2026

MOXY Milan Malpensa Airport
See all 7,421 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 $1,151 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.