The first Chrysler Town & Country minivan was introduced in 1989 (as 1990 model) alongside the Plymouth Voyager and Dodge Caravan. Sharing the body of the long-wheelbase (LWB) Grand Voyager/Grand Caravan's, Chrysler S. Platform the Town & Country was externally distinguished by its chrome waterfall grille, crystal pentastar hood ornament, standard woodgrain applique, grooved lower body cladding, and 15" white lace-spoke aluminum wheels. Additionally, 1990 Town & Country's were only available in two exterior colors: Black Clearcoat or Bright White Clearcoat.

As the Chrysler Corporation's most luxurious minivan, the Town & Country came standard with nearly every feature available on Plymouth and Dodge minivans in addition to some exclusive amenities of its own. This included unique gathered leather seating surfaces and door trim panels, front and rear air conditioning, power windows, power locks, an Infinity Sound System seven-passenger seating, luggage rack, and an electronically controlled four-speed automatic transmission.

Ironically, the first generation Town & Country minivan was released for the final model year of production of the first-generation Chrysler minivans. The Town & Country, Voyager/Grand Voyager, and Caravan/Grand Caravan would all be redesigned for the 1991 model year. Total production was less than 10,000 units for 1990, making this model of the Town & Country as the most obscure of all the Chrysler minivans.