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.
iH Hotels Milano St. John Sesto San Giovanni
Isola del Bosco - Delle Corti
Price was CA $2,096, price is now CA $1,490 per person
CA $1,490
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
8/10 Very Good! (383 reviews)
James on reception was excellent with perfect English which helped. He explained everything slowly and calmly and directed us to our room. The room was perfectly suitable with functioning air conditioning, and soft pillows, and although the bathroom was a bit dated, it was again perfectly adequate.
Reviewed on May 24, 2026
Uptown Palace
Milan Centre
Price was CA $3,305, price is now CA $2,215 per person
CA $2,215
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
8.6/10 Excellent! (1,003 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 Hotel Campione
Price was CA $3,698, price is now CA $2,486 per person
CA $2,486
per person
Aug 14 - Aug 20
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
9/10 Wonderful! (167 reviews)
Breakfast was good, although the spa facilities looked good we did not get a chance to try. Hotel had great views and great transport links
Reviewed on Sep 1, 2025
Grand Visconti Palace
Porta Lodovica
Price was CA $2,411, price is now CA $1,647 per person
CA $1,647
per person
Aug 16 - Aug 21
found 23 hours ago
Roundtrip flight included
Montreal (YUL) to Milan (MXP)
8.8/10 Excellent! (1,003 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
Galleria Vik Milano - Townhouse Galleria - Small Luxury Hotels of the World
Milan Centre
Price was CA $3,525, price is now CA $2,435 per person
CA $2,435
per person
Aug 16 - Aug 21
found 23 hours ago
Roundtrip flight included
Montreal (YUL) to Milan (MXP)
8.4/10 Very Good! (330 reviews)
The hotel was next door to the duomo and galleria. we were able to take early morning pictures before the crowds arrived. the check in process was easy and were greeted with very friendly staff. the room is very spacious and quiet. it was just a long walk to our room from the elevators.
Reviewed on May 16, 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 $157 per night from Jun 24 to Jun 25
CA $157
CA $178 total
Jun 24 - Jun 25
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"It was ok. Not gonna blow your socks off. But as a place to bed down after a flight, could be far worse"
Reviewed on May 23, 2026
MOXY Milan Malpensa Airport
Milan Malpensa Airport, Terminal 2 Somma Lombardo VA
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Jun 5 to Jun 6
CA $191
CA $215 total
Jun 5 - Jun 6
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Near to my fly , nice bar 24hours"
Reviewed on May 24, 2026
Hotel Osteria della Pista
Via Verbano 1 Casorate Sempione VA
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Jun 13 to Jun 14
CA $159
CA $175 total
Jun 13 - Jun 14
includes taxes & fees
9.4/10 Exceptional! (1,274 reviews)
"Quiet place 10 min from the airport with good restaurant and convenient complimentary shuttle"
Reviewed on May 25, 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.
