Chiasso Vacation Packages
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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.
Top Chiasso Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Berna
Central Station
Price was CA $2,366, price is now CA $1,778 per person
CA $1,778
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Milan (LIN)
9.2/10 Wonderful! (1,231 reviews)
Room was clean and nice. Hotel staff was extremely helpful and nice
Reviewed on Apr 6, 2026
Palazzo Cordusio Gran Meliá – The Leading Hotels of the World
Milan Centre
Price was CA $5,409, price is now CA $3,912 per person
CA $3,912
per person
May 14 - May 18
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to Milan (MXP)
9.4/10 Exceptional! (50 reviews)
Excellent location - amazing staff, every detail is carefully tailored to their guests having a wonderful time. Rooms are beautiful, welcome amenities, staff is friendly and serviceable.
Reviewed on Mar 5, 2026
Mandarin Oriental, Milan
Milan Centre
Price was CA $8,205, price is now CA $5,971 per person
CA $5,971
per person
May 14 - May 18
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to Milan (MXP)
9.4/10 Exceptional! (185 reviews)
Excellent room and staff that totally make the difference.
Reviewed on Jan 11, 2026
Magna Pars- L'Hotel à Parfum Small Luxury Hotels of the World
Porta Genova
Price was CA $3,054, price is now CA $2,265 per person
CA $2,265
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Milan (LIN)
9.4/10 Exceptional! (508 reviews)
Hotel was in a quiet location well placed for shops, restaurants and the nearby metro. Stayed in an executive room, very spacious with plenty of natural light. The staff were welcoming and attentive, slight issue on checkout but quickly resolved. The beauty of the hotel is its history. Once a perfume establishment, this has been carried over into hospitality. Each of the rooms have been appointed a scent associated with the company and our room smelt amazing. Would i visit this hotel again? Definitely.
Reviewed on Apr 9, 2026
Chiasso Hotel Deals
Hotel Osteria della Pista
Via Verbano 1 Casorate Sempione VA
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Apr 12 to Apr 13
CA $134
CA $148 total
Apr 12 - Apr 13
includes taxes & fees
9.4/10 Exceptional! (1,253 reviews)
Parfait à tous les niveaux!
Reviewed on Apr 8, 2026
Palace Hotel
Lungo Lario Trieste, 16 Como CO
Fully refundableReserve now, pay when you stay
The price is CA $446 per night from Apr 12 to Apr 13
CA $446
CA $507 total
Apr 12 - Apr 13
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
No pool and AC doesn’t work unless summer but staff gave me a Fan that helped a lot
Reviewed on Apr 9, 2026
Crowne Plaza Milan - Malpensa Airport by IHG
Via Arturo Ferrarin, 7 Somma Lombardo VA
Fully refundable
The price is CA $145 per night from Apr 12 to Apr 13
CA $145
CA $179 total
Apr 12 - Apr 13
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
The hotel is a good option if you need to stay close to the airport. The room was very nice, clean, and well-designed, and the Wi-Fi worked smoothly during our stay. There is also a restaurant on-site, which is convenient, although meals are at an extra cost. Transportation requires a bit of planning. ...
Reviewed on Apr 9, 2026
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.
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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.
