Skyway Enterprises Inc. is an American airline based in Kissimmee, Florida, United States. It operates domestic/international on demand cargo and passenger charter flights, as well as contract flights for FedEx, UPS, and Government.^[1]

The airline was established in 1981 in Michigan as a Cessna dealership, and started operations with cargo charters in 1983. It moved operations to Kissimmee in 1989. In February 2021, Skyways was purchased by JMB Aviation Group, owner of Transcarga.^[2]

• 2 February 1998 - Two Skyway Enterprises Shorts 330-200 (N2630A and N2629Y) were damaged beyond repair by a tornado at Miami International Airport. Both aircraft had to be written off. No one was injured.^[4]
• 9 April 2003 - Skyway Enterprises Shorts 330-200 (N805SW), on a flight from Pittsburgh was about to land at DuBois Regional Airport, Pennsylvania, when an engine surged, the pilot attempted to go around again to land and crashed left of the runway. The aircraft was substantially damaged but the two crew survived.^[4]

• 29 October 2014 - Skyway Enterprises Flight 7101, a Shorts 360-200 (N380MQ), on a flight from Princess Juliana International Airport, Netherlands Antilles to Luis Muñoz Marín International Airport, Puerto Rico, crashed into the water off Sint Maarten-Juliana Airport shortly after takeoff from runway 28, killing the two crewmen on board. The body of German national Eric Schnell (49), the pilot, was discovered the night of the incident. Co-pilot Rigoberto Lopez may still be strapped in his seat in the plane wreckage, according to Wendell Thode, Coast Guard Acting Head and Head of Operation.^[5][4]

• List of airlines of the United States