Chiasso Vacations from ￥239,191

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The Latest Chiasso Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Starhotels Grand Milan

Starhotels Grand Milan

4 out of 5
per person
Oct 8 - Oct 15
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Milan (MXP)
9/10 Wonderful! (1,004 reviews)
The hotel is very nice. Parking is very accessible and it’s near the highway. There’s a very good pizzeria across the street and a supermarket about 2’ away. If you’re using the pool you have to bring your swimming cap and your slippers. A few things surprised me though: they do not have hair conditioner and when I ask Reception they never called me back or send me anything. Also there’s no water dispenser at the gym. Other than that, the hotel is very clean and nice.

Reviewed on Jul 14, 2025

Uptown Palace

Uptown Palace

4 out of 5
Milan Centre
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milan (LIN)
8.6/10 Excellent! (1,005 reviews)
Very nice new restaraunt , friendly staff and more

Reviewed on Jul 24, 2025

Grand Visconti Palace

Grand Visconti Palace

4 out of 5
Porta Lodovica
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milan (LIN)
8.8/10 Excellent! (1,001 reviews)
It was reminiscent of the grand Budapest hotel. The concierge Bernie was amazing, understanding and helpful and the other staff as well. Just a beautiful hotel with an amazing staff..

Reviewed on Jul 9, 2025

Palazzo Cordusio Gran Meliá – The Leading Hotels of the World

Palazzo Cordusio Gran Meliá – The Leading Hotels of the World

5 out of 5
Milan Centre
Save 100% on your flight
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milan (LIN)
9.4/10 Exceptional! (33 reviews)
This was an amazing stay, beautiful hotel, fantastic location and excellent service … the staff were phenomenal

Reviewed on Jul 16, 2025

Palazzo Parigi Hotel & Grand Spa Milan

Palazzo Parigi Hotel & Grand Spa Milan

5 out of 5
Milan Centre
Save 100% on your flight
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Milan (LIN)
9.6/10 Exceptional! (262 reviews)
Everything is so beautiful and clean in this hotel. The garden in this property looks gorgeous and make me feel relaxing and peaceful. Love it! Staffs are very nice and friendly. Excellent service! Will come back to this hotel again definitely.

Reviewed on Jul 16, 2024

Find the Best Chiasso Vacation Packages

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
The price is ￥15,891 per night from Aug 16 to Aug 17
￥15,891
￥17,739 total
Aug 16 - Aug 17
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"Very close to Malpensa Airport so it delivers if you are traveling."

Reviewed on Jul 22, 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., Via Oldrini Case Nuove, Somma Lombardo, VA
Fully refundable
The price is ￥13,936 per night from Aug 22 to Aug 23
￥13,936
￥15,588 total
Aug 22 - Aug 23
includes taxes & fees
8.4/10 Very Good! (1,013 reviews)
Very Nice Airport Hotel
"After our cruise from Genoa we traveled to the Holiday Inn Express at the Milan Airport and stayed two nights before flying out. It was a nice relaxing recoup before our long flight back to NYC. The hotel is clean, quiet with a nice restaurant that opens in the evening. The staff is amazing."

Reviewed on Jul 21, 2025

Holiday Inn Express Milan - Malpensa Airport by IHG
B&B Hotel Como City Center

B&B Hotel Como City Center

3 out of 5
Viale Innocenzo XI, 15, Como, CO
Fully refundableReserve now, pay when you stay
The price is ￥15,090 per night from Jul 31 to Aug 1
￥15,090
￥17,978 total
Jul 31 - Aug 1
includes taxes & fees
8.2/10 Very Good! (854 reviews)
"The bed was comfortable. Check in was easy. The room was quite warm and I was told not to touch the thermostat or it could go off completely. I’m not sure why, but there were shavings either from drilling a hole, or from paint on the floor by a door. This is a budget hotel, and for the price it fit ..."

Reviewed on Jul 3, 2025

B&B Hotel Como City Center
See all 7,624 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.

Frequently asked questions

How much does a Chiasso vacation package cost?
Offering great value package deals from ￥239,191 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?
The off-season is the best time to travel to Chiasso if you're trying to save. Another tip for finding cheap Chiasso vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Chiasso?
Generally, a handful of days is enough for a Chiasso vacation. With a well-organized schedule, you can visit all the major sights like Cinema Theatre Chiasso, as well as discover some hidden gems along the way.
Is it worth booking a vacation package to Chiasso?
During your Chiasso vacation, you can look forward to enjoying some excellent walking trails and culture. Leave enough room in your itinerary to explore leading sights like Via Gottardo and Cinema Theatre Chiasso.
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.
How to plan a trip to Chiasso?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Chiasso.
  2. Plan your budget wisely: In addition to the price of your hotel, you should consider other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Chiasso.
  3. Decide how long to go away for: Now that you know more about Chiasso, you can figure out the ideal length of your break. Put together a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Chiasso vacation package.

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