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  • Trans Caribbean Airways (TC) was founded on May 18, 1945 by O. Roy Chalk.

    Headquartered in New York, the airline started charter operations in December 1945 with two war surplus Douglas C-47s (DC-3s).

    Larger Douglas DC-4s were acquired in 1946.

    The airline specialized in offering low-fare flights to San Juan and the rest of the Caribbean.

    Miami - San Juan DC-4 flights started in August 1946.

    Three Douglas DC-6As are acquired and military charters commence.

    Following CAB supplemental authorization, TCA started low-fare operations on the competitive New York - San Juan route on March 8, 1958.

    In 1962, TCA joined the jet age. A Douglas DC-8 is leased from Seaboard World.

    A larger DC-8-61 is added supplemented by leased Boeing 707s and 720s during the busy winter seasons from Aer Lingus.

    Spiraling into financial troubles after a Boeing 727-200 crash landing at St. Thomas, the struggling airline is acquired by American Airlines on March 1, 1971.

    As a result, AA gained a foothold in Puerto Rico and the Caribbean and never looked back.