Title: Chiasso Vacation Packages & Trips 2026 from CA $1,611 | 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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- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
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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.

![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

![Uptown Palace](https://images.trvl-media.com/lodging/5000000/4260000/4251500/4251429/1e6f0aee_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Uptown Palace

Milan Centre

CA $1,935

per person

Apr 5 - Apr 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Milan (LIN)

8.6/10 Excellent! (1,001 reviews)

Great staff, clean room, great amenities. 1 drawback: the freshener spray is too strong in the room

Reviewed on Feb 9, 2026

![Grand Visconti Palace](https://images.trvl-media.com/lodging/1000000/910000/908300/908234/d782aac8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Grand Visconti Palace

Porta Lodovica

CA $1,820

per person

Apr 5 - Apr 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) 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

![Nuvole Garden Hotel](https://images.trvl-media.com/lodging/104000000/103950000/103941400/103941364/ec60f941_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Nuvole Garden Hotel

CA $3,432

per person

Apr 5 - Apr 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Milan (MXP)

8.4/10 Very Good! (8 reviews)

Wonderful property with spectacular views.

Reviewed on Jul 4, 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 $5,397

per person

Apr 5 - Apr 11

found 1 day 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

## 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 $150

CA $165 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)

### 

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=24%2F02%2F2026&endDate=25%2F02%2F2026&selected=903773&PinnedHotelID=903773&HadPinnedHotel=true&regionId=602680)

[](https://expedia.ca/Hotel-Search?startDate=24%2F02%2F2026&endDate=25%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=11%2F02%2F2026&endDate=12%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)

## 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.

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