The cheapest Milan to Santo Domingo return flight on the radar right now is €666, flying with Iberia via one or more connections. It covers departures in October 2026, and every dated link below opens that exact MXP–SDQ search on Skyscanner. The price we usually record on this route is €599. Across 65 recorded checks it has ranged between €544 and €1,577. Our sampling points to October 2026 as the cheapest month to fly Milan to Santo Domingo.
Prices are re-checked against Skyscanner automatically, and every one shows when it was last confirmed, so nothing here is older than it looks. Not flying from Milan? We track 28 other departure cities for Santo Domingo, listed at the foot of this page.
Prices like this tend to vanish fast. If it has gone when you look, try the days either side of the dates above, since Milan to Santo Domingo is often still worth booking within a day or two of the fare we found.