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.
Magna Pars- L'Hotel à Parfum Small Luxury Hotels of the World
Porta Genova
Price was CA $2,375, price is now CA $1,865 per person
CA $1,865
per person
Jul 31 - Aug 3
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
9.4/10 Exceptional! (550 reviews)
Amazing rooftop bar and great restaurant
Fantastic breakfast,
Interesting location
Reviewed on May 29, 2026
Uptown Palace
Milan Centre
Price was CA $2,884, price is now CA $2,075 per person
CA $2,075
per person
Jul 13 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
8.6/10 Excellent! (1,001 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
Grand Visconti Palace
Porta Lodovica
Price was CA $2,803, price is now CA $2,061 per person
CA $2,061
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milan (MXP)
8.8/10 Excellent! (1,009 reviews)
Had a good experience staying at this hotel. The staff were great, breakfast was good and the room was comfortable. Only thing I would change is the pillows offered, they were quite uncomfortable. Other than that, it was pretty good.
Reviewed on May 17, 2026
NEMI Hotel Milano
Porta Vittoria
Price was CA $3,805, price is now CA $2,822 per person
CA $2,822
per person
Jul 13 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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
Parco San Marco Lifestyle Beach Resort
Price was CA $4,062, price is now CA $3,180 per person
CA $3,180
per person
Jul 21 - Jul 26
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milan (MXP)
9.6/10 Exceptional! (467 reviews)
The resort itself is absolutely beautiful and the view is amazing but you have a lot of extra add ons such as a fee to use the cups in your room also having a car is very useful transport is hard to come by. The staff is very friendly and helpful!
Reviewed on May 29, 2026
Chiasso Hotel Deals
Holiday Inn Express Milan - Malpensa Airport by IHG
Via de Pinedo Ang. Somma Lombardo VA
Fully refundable
The price is CA $155 per night from Jun 24 to Jun 25
CA $155
CA $175 total
Jun 24 - Jun 25
includes taxes & 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
MOXY Milan Malpensa Airport
Milan Malpensa Airport, Terminal 2 Somma Lombardo VA
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jun 6 to Jun 7
CA $203
CA $228 total
Jun 6 - Jun 7
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Good, very well located near T2 and train station"
Reviewed on May 27, 2026
Hotel Osteria della Pista
Via Verbano 1 Casorate Sempione VA
The price is CA $129 per night from Jun 2 to Jun 3
CA $129
CA $142 total
Jun 2 - Jun 3
includes taxes & fees
9.4/10 Exceptional! (1,276 reviews)
"Clean, quiet hotel with an excellent restaurant. Reliable airport shuttle."
Reviewed on May 30, 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.
