Title: Chiasso Vacation Packages & Trips 2026 from CA $1,543 | Expedia.ca

[Chiasso Travel Guide](https://expedia.ca/Chiasso.dx602680)[Hotels in Chiasso](https://expedia.ca/Chiasso-Hotels.d602680.Travel-Guide-Hotels)[Vacation Rentals in Chiasso](https://expedia.ca/Chiasso-Vacation-Rentals.d602680.Travel-Guide-VacationRentals)[Flights to Chiasso](https://expedia.ca/Cheap-Flights-To-Chiasso.d602680.Travel-Guide-Flights)[Chiasso Car Rentals](https://expedia.ca/Car-Rentals-In-Chiasso.d602680.Car-Rental-Guide)

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# Chiasso Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

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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](https://www.expedia.ca/Como-Cathedral-Como-City-Centre.d6076806.Vacation-Attraction), [Villa Olmo](https://www.expedia.ca/Villa-Olmo-Como.d6076848.Vacation-Attraction) and [Volta Temple](https://www.expedia.ca/Volta-Temple-Como.d6076852.Vacation-Attraction) 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.

## Top Chiasso Vacation Deals

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

![Hotel Crivi's](https://images.trvl-media.com/lodging/1000000/30000/27700/27681/c6912158_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Crivi's

Milan Centre

CA $1,543

per person

Apr 6 - Apr 11

found 15 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Milan (LIN)

8/10 Very Good! (349 reviews)

Have stayed at the Crivis many years. But sadly, needs renovating.

Reviewed on Feb 6, 2026

![Albergo Corvetto corso Lodi](https://images.trvl-media.com/lodging/22000000/21970000/21965800/21965778/3fc5b26a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Albergo Corvetto corso Lodi

Ripamonti Corvetto

CA $1,611

per person

Apr 20 - Apr 25

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Milan (LIN)

4.6/10 (182 reviews)

I loved that this place was central but a little hidden gem!

Reviewed on Oct 7, 2025

![Casa Baglioni Milan - The Leading Hotels of the World](https://images.trvl-media.com/lodging/89000000/88650000/88640500/88640484/750449c7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casa Baglioni Milan - The Leading Hotels of the World

Milan Centre

CA $3,030

per person

Apr 2 - Apr 5

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Milan (LIN)

9.8/10 Exceptional! (91 reviews)

Nice property. Excellent staff.

Reviewed on Jan 3, 2026

![Il Perlo Panorama](https://images.trvl-media.com/lodging/2000000/1300000/1298500/1298412/2f58c46c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Il Perlo Panorama

Neer

CA $3,494

per person

Apr 26 - May 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Milan (MXP)

9.2/10 Wonderful! (973 reviews)

What an absolutely INCREDIBLE stay in the most beautiful hotel in Bellagio!!! The rooms are spacious and clean with breathtaking views of Lake Como. Only a 15 minute shuttle ride from the heart of Bellagio and the ferry which you can take to Varenna, Menaggio, and other wonderful spots around the lake. HUGE shout-out to the wonderful staff, especially Madi, who made my birthday unforgettable!!! Madi took the best care of us, offering shuttle rides outside of normal hours, accommodating all of our needs and requests, and offering a warm smiling welcome each time we returned. Thank you so much, Madi, and to the entire team at Il Perlo. :) We will be back!!

Reviewed on Nov 29, 2025

![Seven Park Hotel Lake Como - Adults Only](https://images.trvl-media.com/lodging/91000000/90750000/90740800/90740714/917c6a2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Seven Park Hotel Lake Como - Adults Only

CA $1,571

per person

Apr 26 - May 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Milan (MXP)

9.2/10 Wonderful! (258 reviews)

Friendly staff, great views

Reviewed on Nov 3, 2025

## Ready to book your vacation to Chiasso?

Choose your dates

## Chiasso Hotel Deals

![Hotel Osteria della Pista](https://images.trvl-media.com/lodging/3000000/2530000/2523100/2523034/8cba15fd_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Hotel Osteria della Pista

Via Verbano 1 Casorate Sempione VA

Fully refundableReserve now, pay when you stay

CA $148

CA $163 total

Mar 8 - Mar 9

includes taxes & fees

9.4/10 Exceptional! (1,245 reviews)

Clean room, bathroom and great staff. Excellent restaurant

Reviewed on Jan 31, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=2523034&PinnedHotelID=2523034&HadPinnedHotel=true&regionId=602680)

![Crowne Plaza Milan - Malpensa Airport by IHG](https://images.trvl-media.com/lodging/2000000/1430000/1427900/1427867/756f73de_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Crowne Plaza Milan - Malpensa Airport by IHG

Via Arturo Ferrarin, 7 Somma Lombardo VA

Fully refundable

CA $123

CA $155 total

Mar 3 - Mar 4

includes taxes & fees

8.2/10 Very Good! (1,005 reviews)

Very good stay,room was clean, staff friendly, great shuttle service

Reviewed on Feb 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=03%2F03%2F2026&endDate=04%2F03%2F2026&selected=1427867&PinnedHotelID=1427867&HadPinnedHotel=true&regionId=602680)

![Grand Hotel Villa Serbelloni](https://images.trvl-media.com/lodging/1000000/910000/903800/903773/0216c45f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Grand Hotel Villa Serbelloni

Via Teresio Olivelli 1 Bellagio CO

9.2/10 Wonderful! (548 reviews)

The staff were wonderful and the hotel was impeccable. All amenities were extremely thoughtful.

Reviewed on Nov 3, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=903773&PinnedHotelID=903773&HadPinnedHotel=true&regionId=602680)

[](https://expedia.ca/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=903773&PinnedHotelID=903773&HadPinnedHotel=true&regionId=602680)

[See all 7,452 properties in Chiasso](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F02%2F2026&endDate=13%2F02%2F2026&regionId=602680)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

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