Deals on vacations and trips to Chiasso

Save when you book Chiasso package deals

Choose two or more items and save on your trip:

Chiasso flight + hotel vacation packages

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

Hotel Perugino

3 out of 5
Porta Vittoria
Save 100% on your flight
Price was $1,151, price is now $646 per person
$646
per person
Nov 25 - Nov 27
just found
Roundtrip non-stop flight included
New York (JFK) to Milan (LIN)
A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. WiFi in public areas is free. Traveling on business? Take advantage of the express check-in, express check-out, and airport shuttle.
For You Hotel

For You Hotel

4 out of 5
Price was $883, price is now $718 per person
$718
per person
Nov 20 - Nov 25
found 12 hours ago
Roundtrip flight included
New York (JFK) to Milan (MXP)
A full-service spa and a gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.
Rosa Grand Milano - Starhotels Collezione

Rosa Grand Milano - Starhotels Collezione

4 out of 5
Milan Centre
Price was $1,464, price is now $1,227 per person
$1,227
per person
Nov 20 - Nov 25
found 12 hours ago
Roundtrip flight included
New York (JFK) to Milan (LIN)
This luxury hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and limo/town car service are also offered.
Aethos Monterosa

Aethos Monterosa

5 out of 5
Price was $35,940, price is now $4,949 per person
$4,949
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Milan (MIL)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury inn. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and free perks like continental breakfast and WiFi in public areas.
Grand Visconti Palace

Grand Visconti Palace

4 out of 5
Porta Lodovica
Price was $1,186, price is now $882 per person
$882
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
New York (JFK) to Milan (LIN)
A full-service spa, an indoor pool, and a restaurant are all featured at this traditional hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Top Chiasso hotels deals

MOXY Milan Malpensa Airport

MOXY Milan Malpensa Airport

3 out of 5
Milan Malpensa Airport, Terminal 2, Somma Lombardo, VA
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $169 total per night
$169 total
Oct 5 - Oct 6
Total with taxes and fees
A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. WiFi in public areas is free. A business center, a terrace, and a snack bar/deli are also on offer.
Pet friendly
Free WiFi
Hotel Cruise

Hotel Cruise

4 out of 5
Via Carducci, 3, Montano Lucino, CO
$93 nightly
The price is $103 total per night
$103 total
Oct 30 - Oct 31
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.
Pet friendly
Parking included
B&B Hotel Como City Center

B&B Hotel Como City Center

3 out of 5
Viale Innocenzo XI, 15, Como, CO
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $121 total per night
$121 total
Oct 13 - Oct 14
Total with taxes and fees
Free WiFi in public areas, express check-in, and express check-out are available at this hotel.
Pet friendly
Free WiFi
Holiday Inn Express Milan - Malpensa Airport by IHG

Holiday Inn Express Milan - Malpensa Airport by IHG

3 out of 5
Via de Pinedo Ang., Via Oldrini Case Nuove, Somma Lombardo, VA
Free Cancellation
$122 nightly
The price is $136 total per night
$136 total
Oct 28 - Oct 29
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the free buffet breakfast each morning.
Breakfast included
Pet friendly
Grand Hotel Villa Serbelloni

Grand Hotel Villa Serbelloni

5 out of 5
Via Teresio Olivelli 1, Bellagio, CO
$798 nightly
The price is $889 total per night
$889 total
Oct 15 - Oct 16
Total with taxes and fees
This smoke-free hotel features a private beach, a full-service spa, and 2 restaurants. There's fun for all ages with a children's pool and a playground, and in-room childcare is an added bonus. Enjoy the outdoor pool and free perks like buffet breakfast and valet parking.
On private beach
Pool
MO.OM Hotel

MO.OM Hotel

4 out of 5
Via San Francesco 15, Olgiate Olona, VA
Free Cancellation
Reserve now, pay when you stay
$90 nightly
The price is $99 total per night
$99 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. You'll appreciate the area shuttle, free self parking, and coffee shop/cafe.
Spa
Pet friendly
Don't see what you're looking for?
See all available properties in Chiasso
View all properties
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.

Popular places to visit

Via Gottardo

You can take time to visit Via Gottardo during your travels to Chiasso. Take in the theater scene while you're in the area.

Via Gottardo

Cinema Theatre Chiasso

Enjoy a show at Cinema Theatre Chiasso, a storied theater in Chiasso. Wander the lakeside or discover the area's mountain views.

Cinema Theatre Chiasso

Frequently asked questions

How much are vacation packages to Chiasso?
Travelocity has great package deals to Chiasso, including flights and hotels, starting at just $646. With the cash you save, you could throw in some cool tours or maybe add a couple of extra nights to your exciting getaway.
Where can I get the best vacation package deals for Chiasso?
There are exciting Chiasso package deals to be snapped up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties around the globe? Remember this when you're ready to check another destination off your list.
Why should I purchase my Chiasso vacation bundle with Travelocity?
We've got a destination to suit every kind of globetrotter, top-quality service and 24/7 support. And to top it off, we'll match any lower price you find with our Price Match Guarantee.
Will I save money on my Chiasso car rental if I combine it with a hotel or flight?
With a Chiasso vacation package, you can bundle your hotel, flight and car bookings and save a whole lot. If you're eager to discover the best of this fabulous destination, why not head to Verona Arena? This renowned attraction is 100 mi from Chiasso. With your own set of wheels, you'll be there before you know it.
Which airport is best for Chiasso?
Malpensa Intl. Airport (MXP) is 20 mi from the city center and is the starting point for many adventures. Alternatively, Linate Airport (LIN) is 30 mi away from central Chiasso and Orio Al Serio Airport (BGY) is 35 mi away from central Chiasso.
What is there to do in Chiasso?
Via Gottardo is just one of the awesome sights that make Chiasso such a great place to visit. But allow yourself enough time to experience its lesser-known attractions too. This is sometimes where the best memories are made.
Where should I stay when visiting Chiasso?
Many visitors check in to the Modern furnished three-room apartment in Chiasso (PINK FLAT). It's a great base for your Chiasso escape.

Photos of local treasures

Browse Chiasso vacation photos for more inspiration