The 1940-1942 Chrysler New Yorker Highlander is the result of Chrysler revamping its cars for 1940, and there are many collectible two-door models in this design generation, which lasted into 1949.

1941 Chrysler New Yorker Highlander convertible, part of the 1940-1942 Chrysler New Yorker Highlander series.
1941 Chrysler New Yorker Highlander convertible.
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By far the most interesting are the special-trim two-door (and, rarely, the occasional four-door) New Yorker models with Scottish plaid cloth and leatherette upholstery. This option cost $20-25 extra, and cars so equipped carried "Highlander" script, although Chrysler listed a distinct Highlander model in 1940 only. On convertibles, the plaid fabric was also used for the top boot. Highlander plaid has been reproduced for restorers.

Pluses of the 1940-1942 Chrysler New Yorker Highlander:
  • Eye-catching interior
  • Smooth ride
  • Comfort
Minuses of the 1940-1942 Chrysler New Yorker Highlander:
  • Nondescript styling (though rear fender skirts help)
  • Drunkardly thirst
  • Fluid Drive transmission may prove troublesome to maintain
Production of the 1940-1942 Chrysler New Yorker Highlander:
Not available, but no more than 1,000 per year.

Specifications of the 1940-1942 Chrysler New Yorker Highlander
:
Length, inches: 216.0
Wheelbase, inches: 128.5 (1940),127.5 (1941-42)
Weight, pounds: 3,570-4,033
Price, new: $1,255-1,548

Engines for the 1940-1942 Chrysler New Yorker Highlander:

Type
Size
Horsepower
Years
sv I-8
323.5
135/137/140
1940-1942

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