[Expired] [Award Alert] Fly to Italy for 55K Points in Business Class

Dreaming of Italy? Lucky for you, we have found wide-open availability to Milan in business class for as low as 55,000 points per person each way or 22,500 in economy.

No matter which cabin you choose, booking with points and miles will save you a lot of money on flights, leaving you with more to spend on pasta and wine.

These flights may go quickly, so let’s take a look at the details.

Award Deal — Details

Flights to Europe — especially to Italy — can get pretty expensive during the holidays, even in economy. If you’ve been considering a trip, now is a great time to book.

Whether you are looking for a jumping-off point to explore European Christmas markets or want to visit Italy in the spring, this deal is for you.

We have found plenty of availability to Milan through April 2026 from the East Coast.

• Class: Economy and business
• Routes: Boston (BOS), Miami (MIA), and New York (JFK) to Milan (MXP)
• Airline: American Airlines
• Program: Alaska Airlines Atmos Rewards
• Cost: As low as 22,500 points (economy) and 55,000 points (business class), and $18 in taxes & fees
• Dates: August 2025 through April 2026
• Seats: Up to 9 passengers in economy; up to 4 passengers in business

To search for available dates, you can use a tool like Seats.aero, which provides a big-picture overview of a range of dates and routes. Note that most availability is from JFK, with select dates from other airports.

The cheapest way to book these flights is with the Alaska Airlines Atmos Rewards, which costs just 55,000 points one-way from many East Coast cities, including Boston and New York, flying on American Airlines.

For example, you can book this nonstop flight from New York (JFK) to Milan (MXP) for 27,500 points and just $18.10 in taxes and fees. If you prefer to fly in a bit more comfort than economy, you can also book business class flights to Italy for just 55,000 Atmos Rewards points.

If you have a large stash of American Airlines miles and prefer to book through American’s AAdvantage program, you can snag the same flight for 27,000 miles in economy plus $5.60. However, business class redemptions are pricier than Alaska’s for the same flight, starting at 70,000 AA miles.

Best Ways To Book

The best way to book these business class awards is by redeeming Alaska Atmos Rewards points.

You can earn Alaska points by using an Alaska Airlines credit card, shopping through the Atmos Rewards shopping portal, dining at restaurants that participate in Atmos Rewards Dining, flying with Alaska’s Oneworld partners, and more. You can also transfer points from Bilt Rewards (1:1) or Marriott Bonvoy (3:1).

If you want to redeem AAdvantage miles, remember that you can now transfer Citi ThankYou Points and Bilt Rewards points at a 1:1 ratio to AA. Otherwise, you can transfer Marriott Bonvoy points at a less desirable 3:1 rate, or you purchase AAdvantage miles.

Final Thoughts

If you’ve been eyeing a trip to Italy and have the points ready to go, it’s not too late to lock in a high-value redemption for your Fall, Winter, or Spring. Just don’t hesitate. Award space like this will be snapped up quickly, especially for peak holiday travel.