New York Stewart International Airport, located in neighboring Orange County near the intersection of the New York State Thruway (I-87) and I-84, is a regional airport managed by the Port Authority of NY & NJ. The airport offers scheduled passenger service to several cities in Florida, Savannah, GA, and Myrtle Beach, SC. Stewart also currently offers international flights to Iceland. The airport also handles an increasing amount of domestic and international air freight. In 2022, Stewart saw nearly 298,000 passengers and handled over 24,700 tons of freight, while also hosting over 24,500 general aviation (private, non-commercial) flights.

The airports in Dutchess County serve private general aviation aircraft only. Commercial service at the Hudson Valley Regional Airport in Wappinger, the largest airport in the county, was suspended in 2001. Area leaders have expressed interest in expanding the airport, but primarily for freight use. There are three other small public airports in the county: Sky Acres (Union Vale), Airhaven (Hyde Park) and Sky Park (Red Hook).

Airports located in Dutchess County are shown on the Map Viewer.