Chiasso Vacations from $1,070

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 Windsor Milano

Hotel Windsor Milano

4 out of 5
Central Station
Price was $2,192, price is now $1,070 per person
$1,070
per person
Aug 19 - Aug 21
found 24 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Milan (MXP)
8.6/10 Excellent! (1,003 reviews)
Great location. Walking distance to train and bus stops. Breakfast was great! Room nice and clean. Will come back next time.

Reviewed on May 28, 2026

MUSA Lago Di Como

MUSA Lago Di Como

5 out of 5
Save 100% on your flight
Price was $9,414, price is now $6,614 per person
$6,614
per person
Jul 20 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Milan (MXP)
9.6/10 Exceptional! (11 reviews)
We experienced noise the entire time that we were in the hotel rooms. We went before a funeral in Milano and before the Olympics for our father and our brother who are Olympic athletes unfortunately we weren’t able to rest very much due to the noise in the hotel and around the hotel the staff were amazing and we had a great massages from Valentina. We loved the drivers we loved the staff unfortunately the hotel was very, very noisy.

Reviewed on Feb 7, 2026

Nuvole Garden Hotel

Nuvole Garden Hotel

5 out of 5
Save 100% on your flight
Price was $4,818, price is now $3,460 per person
$3,460
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip non-stop 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

Uptown Palace

Uptown Palace

4 out of 5
Milan Centre
Price was $2,308, price is now $1,679 per person
$1,679
per person
Jul 19 - Jul 25
found 17 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milan (MXP)
8.6/10 Excellent! (1,003 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

NEMI Hotel Milano

NEMI Hotel Milano

5 out of 5
Porta Vittoria
Price was $2,150, price is now $1,580 per person
$1,580
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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

Don't see what you're looking for?
See all available trips from Columbus to Chiasso
View all trips

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
$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! (1,003 reviews)
"Directions from staff on how to get to the hotel from airport were confusing and misleading. Ended up on wrong bus and dumped at a parking lot area, not the hotel."

Reviewed on May 30, 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
$133 nightly
The price is $149 total per night from Jun 2 to Jun 3
$149 total
Jun 2 - Jun 3
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
"Good, very well located near T2 and train station"

Reviewed on May 27, 2026

MOXY Milan Malpensa Airport
Hotel Osteria della Pista

Hotel Osteria della Pista

4 out of 5
Via Verbano 1 Casorate Sempione VA
$93 nightly
The price is $103 total per night from Jun 2 to Jun 3
$103 total
Jun 2 - Jun 3
Total with taxes and fees
9.4/10 Exceptional! (1,276 reviews)
"Clean, quiet hotel with an excellent restaurant. Reliable airport shuttle."

Reviewed on May 30, 2026

Hotel Osteria della Pista
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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Chiasso vacation package cost?
Offering great value package deals from $1,070 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

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