If you’ve been dreaming of la dolce vita, now’s the time to lock in your Italy flights for summer 2026. Flights from the U.S. to Italy fluctuate in price throughout the year, but with advanced planning and flexible routing, you can still find great value heading into peak season — especially for departures around June 26 2026.

Below, I’ll break down how to search for flights, what kinds of fares you might expect, and some sample flights for your trip’s timeframe.

This sale is for basic economy tickets. You get a free carry-on with these airlines. It will cost you between $65-$85 each way to upgrade and get free checked luggage and seat selection.

Travel Window & Booking Tips

• Best time to book: Aim to start searching and monitoring fares now — especially since June is high season in Italy. Setting alerts on tools like Google Flights (suggested below) can help you spot dips or price drops.
• Travel dates: For this example, we’re using departing June 26, 2026 with a return about 7–14 days later. Adjust your return based on your ideal trip length.
• Tips:

• Use Google Flights to compare multiple departure cities and connection options.
• Consider departure cities near you for better pricing.
• Basic economy is cheaper — but if luggage matters, factor in checked bag fees.

There is good availability from Newark to Milan in June. We found flights from EWR to Milan Malpensa Airport (MXP) on TAP Air Portugal for only $1099 round-trip. There is a layover each way. Also, note that you get a free carry-on, but it will cost you a lot to check a bag. In other words, pack light to take advantage of this deal.

We also stumbled across this nonstop flight on United in June from Newark to Milan for $1600 round-trip.

American Airlines has flights from Philadelphia (PHL) to Milan in June for $1484 round-trip. If you live in Pennsylvania, the flights to Milan are most convenient.

American Airlines has flights from JFK to Milan in June for less than $1100 round-trip — another solid discount. If you live in New York, the flights to Milan in this deal were the best bargains by far.

Emirates has June flights from JFK to Milan for $1337 round-trip.

Delta has June flights from New York to Milan for $1540 round-trip.

Lufthansa has June flights from New York to Milan for $1171 round-trip.

Bottom line

Act quickly with this sale. Availability is already drying up for certain destinations like Venice. So, if you live in one of the departure cities listed above, start searching to find the best trip options.