U.S. to Milan from $415 Round-Trip

The Italian hub is the perfect starting point for a fall getaway. And thanks to this deal, it's more affordable than ever.

By Meredith Carey. Photos: Getty.

It's never too early to start planning for fall and winter travel when you're looking for the best deal. Plus, Italy during shoulder season, when the crowds have fallen away and bustling cities like Milan, Venice, Florence are left practically locals-only, is one of team Traveler's favorite times to visit. A few airlines are giving travelers a cheaper way to get there this fall, and even into February 2018, with flights from Boston, Miami, and Ft. Lauderdale costing between $415 and $450 round-trip.

The deal on United, TAP Portugal, and American—depending on the departure city—has low fares between late October and February and works best with a seven-day stay. The fares are actually available for Thanksgiving travel, though Christmas and New Year's are excluded. Flights from Miami are non-stop, but some of the Boston and Ft. Lauderdale routes have 12- to 24-hour layovers in Lisbon—a city we also recommend visiting in the fall). If you're not one to take advantage of a longer layover (we see you, gate huggers) keep your eyes open when booking to make sure you're getting a shorter stop.

Travelers can tackle Milan in a long weekend, with stops at Pinacoteca di Brerafor Rembrandt, Mantegna, Caravaggio, Bellini, and more, 10 Corso Como, a shop, gallery, restaurant, and hotel combo, and of course, shopping at the neoclassical Galleria Vittorio Emanuele II. From Milan, head to elsewhere in Italy on the country's easy-to-use train system, and enjoy fall's harvest festivals all around Tuscany. Or, take advantage of Ryanair's cheap flights and head out to neighboring European cities, like Berlin or Zadar.

How to book: Start at Google Flights and use the calendar feature to see what dates feature the lowest fares, which the search engine highlights in green. The deal should be available for a few days, and more airlines have slightly more expensive non-stops, so a fare war may ensue if you keep an eye out. You can always book now and cancel within 24 hours if something even lower comes along.

This story originally appeared on Conde Nast Traveler.

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