Though there was a Chrysler Town and Country wagon from 1941 through 1989, it was not quite as popular as the Chrysler minivan, which bears the same name. The Chrysler Town and Country minivan was first introduced to the public in 1990 and quickly became one of the leading luxury minivans on the market. Ever since the 1990 unveiling, Chrysler's minivans have been among the top-selling on American sales lots.

Initially, the Town and Country had a boxy exterior and a 150 horsepower 3.3L V6. Though the mid-1990's models saw little in terms of exterior modifications, the 1994 model year featured a more powerful 162 horsepower 3.8L V6. Driver's side airbags were implemented in the 1992 models, and 1994 brought about the standard passenger side airbag.

After a six-year run, the Chrysler Town and Country was due for a makeover. The 1996 Town and Country debuted with a contemporary exterior with a sleek, aerodynamic flair. Also introduced was the modern sliding driver's side rear door. The implementation of a sliding door allowed for easier access to the backseats and also added to the overall aerodynamic appeal. Several varied trim levels were also released to the public in the late 1990s.

The horsepower got a twelve horse boost in 1998, and the front fascia received a slight redesign. When the 1999 model year rolled in, more and more buyers were first-time parents with young children. Because of their new audience, Chrysler removed the second row seats and instead used two bucket seats. This allowed for a more secure position for children's car seats and also provided easier access to the third row of seating.

The fourth generation of the Chrysler Town and Country was switched over to the Chrysler RS platform, and the body style was slightly tweaked with minor changes like a new front grille, a curvier face, and larger headlamps. One of the most innovative designs that Chrysler has implemented in the Town and Country was introduced in 2005. Stow 'n Go seating allows both the second and third rows of seats to fold into the floor to supply ample space for large cargo. This advancement showed the American public that the Town and Country was not just able to be used as "Mom's Taxi Service;" instead, it could be used to transport supplies from the home improvement store or haul furniture during a move.

In 2008, Chrysler completely redesigned the exterior of the Town and Country, giving it a more chiseled, refined style. A new 4.0L V6 engine was introduced, and the Touring and Limited trim levels were introduced as well. Also unveiled for the 2008 model year is the Swivel 'n Go seating. This has all of the advantages of the Stow 'n Go seating, but also allows passengers in the second row seating to completely turn their seats around and face passengers in the third row.