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Pontiac Chieftain (1949 to 1958)

The Pontiac Chieftain was a series of cars first introduced in 1949. The Chieftain was available in a variety of body styles, and over the c...

The Pontiac Chieftain was a series of cars first introduced in 1949. The Chieftain was available in a variety of body styles, and over the course of its production was fitted with a variety of inlline 6, inline 8, and V8 engines. The Pontiac Chieftain was built in three generations: First Generation (1949-1954), Second Generation (1955-1957), and Third Generation (1958).

Pontiac Chieftain FAQs

Model years for Pontiac Chieftain (1949 to 1958)

For Sale 9

Avg $30,533

Sales Count 80

Dollar Volume $2.4m

Lowest Sale $2,200

Top Sale $134,750

Most Recent $18,500

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Showing 24 of 165 related listings

Greensboro, North Carolina, USA

1955 Pontiac Chieftain

Original & Highly Original

TMU

Automatic

LHD

For Sale

GAA

Apr 26, 2024

Details

SAVE

Lot FR0174: 1955 Pontiac Chieftain

For Sale

TMU
Location: Greensboro, North Carolina, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

Indianapolis, Indiana, USA

1956 Pontiac Catalina Chieftain

Original & Highly Original

TMU

Automatic

LHD

For Sale

Mecum

May 11, 2024

Details

SAVE

Lot K82: 1956 Pontiac Catalina Chieftain

For Sale

TMU
Location: Indianapolis, Indiana, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

Caernarvon Township, Pennsylvania, USA

1956 Pontiac Chieftain Catalina

Original & Highly Original

104k mi TMU

Automatic

LHD

For Sale

$15,000

Classic Auto Mall

Apr 18, 2024

Details

SAVE

Lot 6302: 1956 Pontiac Chieftain Catalina

For Sale

$15,000

104,223 mi TMU
Location: Caernarvon Township, Pennsylvania, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Staunton, Illinois, USA

1956 Pontiac Chieftain

Original & Highly Original

TMU

Automatic

LHD

For Sale

$21,800

Country Classic Cars

Apr 13, 2024

Details

SAVE

Lot 13767: 1956 Pontiac Chieftain

For Sale

$21,800

TMU
Location: Staunton, Illinois, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Costilla County, Colorado, USA

1955 Pontiac Chieftain

Original & Highly Original

76k mi

Automatic

LHD

For Sale

$20,000

Gateway Classic Cars

Feb 20, 2024

Details

SAVE

Lot DEN1677: 1955 Pontiac Chieftain

For Sale

$20,000

76,322 mi
Location: Costilla County, Colorado, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Morgantown, PA, USA

1953 Pontiac Chieftain Deluxe Sedan

Original & Highly Original

108k mi TMU

Automatic

LHD

For Sale

$19,000

Classic Auto Mall

Oct 24, 2023

Details

SAVE

Lot 5755: 1953 Pontiac Chieftain Deluxe Sedan

For Sale

$19,000

108,831 mi TMU
Location: Morgantown, PA, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Staunton, IL, USA

1955 Pontiac Chieftain

Original & Highly Original

87k mi

Automatic

LHD

For Sale

$20,000

Country Classic Cars

Oct 20, 2023

Details

SAVE

Lot 13514: 1955 Pontiac Chieftain

For Sale

$20,000

87,771 mi
Location: Staunton, IL, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Sainte-Madeleine, Quebec, CAN

1951 Pontiac Fleetleader Deluxe 3-Speed

Original & Highly Original

72k mi TMU

Manual

LHD

For Sale

$17,600

Hemmings

Jun 28, 2023

Details

SAVE

Lot 10005-PC: 1951 Pontiac Fleetleader Deluxe 3-Speed

For Sale

$17,600

72,551 mi TMU
Location: Sainte-Madeleine, Quebec, CAN
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

WEBSITE

Houston, Texas, USA

1956 Pontiac Chieftain Wagon

Custom

62k mi TMU

Automatic

LHD

Not Sold

$60,000

Mecum

Apr 5, 2024

Details

SAVE

Lot F161: 1956 Pontiac Chieftain Wagon

Not Sold

$60,000

62,746 mi TMU
Location: Houston, Texas, USA
Originality:
Custom

Highly modified and/or Restored vehicles with uprated, non-period correct engine swaps, or engines from outside the original manufacturer, and/or vehicles with significant body customizations or conversions. Generally, Custom vehicles cannot be easily returned to their original factory specifications.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

Denver, CO, USA

1956 Pontiac Chieftain

Original & Highly Original

74k mi

Automatic

LHD

Last Asking

$26,900

Worldwide Vintage Autos

Apr 3, 2024

Details

SAVE

Lot CLP3009: 1956 Pontiac Chieftain

Last Asking

$26,900

74,457 mi
Location: Denver, CO, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Oklahoma, USA

1951 Pontiac Chieftain Station Wagon

Original & Highly Original

TMU

Manual

LHD

Not Sold

$8,200

Hemmings

Feb 5, 2024

Details

SAVE

Lot 13498-PC: 1951 Pontiac Chieftain Station Wagon

Not Sold

$8,200

TMU
Location: Oklahoma, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

WEBSITE

Illinois, USA

1957 Pontiac Chieftain

Modified

20k mi TMU

Automatic

LHD

Last Asking

$31,990

Vaughn's Classic Cars

Jan 22, 2024

Details

SAVE

Lot VCC219: 1957 Pontiac Chieftain

Last Asking

$31,990

20,633 mi TMU
Location: Illinois, USA
Originality:
Modified

Vehicles with a period-correct engine and body, with multiple removable modifications, or a few significant modifications such as increased displacement, added performance equipment (turbo, supercharger, headers), transmission swaps, bumpers, or body wraps. Modified vehicles can generally be returned to original factory specifications.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Kissimmee, Florida, USA

1955 Pontiac Chieftain Hardtop

Original & Highly Original

26k mi TMU

Automatic

LHD

Sold

$18,500

Mecum

Jan 5, 2024

Details

SAVE

Lot J74.1: 1955 Pontiac Chieftain Hardtop

Sold

$18,500

26,721 mi TMU
Location: Kissimmee, Florida, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

New York, USA

1951 Pontiac Chieftain

Original & Highly Original

34k mi TMU

Manual

LHD

Sold

$15,750

Hemmings

Dec 14, 2023

Details

SAVE

Lot 14370-PC: 1951 Pontiac Chieftain

Sold

$15,750

34,845 mi TMU
Location: New York, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

WEBSITE

1952 Pontiac Chieftain Super Deluxe Catalina

Mankato, MN, USA

1952 Pontiac Chieftain Super Deluxe Catalina

Original & Highly Original

58k mi TMU

Automatic

LHD

Last Asking

$26,900

Unique Classic Cars

Dec 3, 2023

Details

SAVE

Lot 6904: 1952 Pontiac Chieftain Super Deluxe Catalina

Last Asking

$26,900

58,271 mi TMU
Location: Mankato, MN, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Kansas City, Missouri, USA

1958 Pontiac Chieftain

Original & Highly Original

37 mi

Automatic

LHD

Not Sold

$90,000

Mecum

Dec 2, 2023

Details

SAVE

Lot S116: 1958 Pontiac Chieftain

Not Sold

$90,000

37 mi
Location: Kansas City, Missouri, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

Columbus, OH, USA

1954 Pontiac Chieftain

Original & Highly Original

TMU

Automatic

LHD

Last Asking

$22,995

Cruisin Classics

Nov 18, 2023

Details

SAVE

Lot 2H1607: 1954 Pontiac Chieftain

Last Asking

$22,995

TMU
Location: Columbus, OH, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Greensboro, NC, USA

1954 Pontiac Chieftain

Original & Highly Original

TMU

Automatic

LHD

Sold

$6,000

GAA

Nov 2, 2023

Details

SAVE

Lot TH0242: 1954 Pontiac Chieftain

Sold

$6,000

TMU
Location: Greensboro, NC, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

Georgetown, TX, USA

1953 Pontiac Chieftain Chieftain

Original & Highly Original

59k mi

Automatic

LHD

Sold

$21,000

Hemmings

Oct 18, 2023

Details

SAVE

Lot 14047-PC: 1953 Pontiac Chieftain Chieftain

Sold

$21,000

59,403 mi
Location: Georgetown, TX, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

Chattanooga, TN, USA

1953 Pontiac Chieftain Wagon

Custom

88k mi TMU

Automatic

LHD

Sold

$32,000

Mecum

Oct 14, 2023

Details

SAVE

Lot S161: 1953 Pontiac Chieftain Wagon

Sold

$32,000

88,805 mi TMU
Location: Chattanooga, TN, USA
Originality:
Custom

Highly modified and/or Restored vehicles with uprated, non-period correct engine swaps, or engines from outside the original manufacturer, and/or vehicles with significant body customizations or conversions. Generally, Custom vehicles cannot be easily returned to their original factory specifications.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

Chattanooga, TN, USA

1957 Pontiac Chieftain

Original & Highly Original

22k mi

Automatic

LHD

Not Sold

$27,000

Mecum

Oct 13, 2023

Details

SAVE

Lot F176: 1957 Pontiac Chieftain

Not Sold

$27,000

22,252 mi
Location: Chattanooga, TN, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

Indianapolis, IN, USA

1952 Pontiac Woody

Original & Highly Original

2k mi

Automatic

LHD

Sold

$30,000

Mecum

Oct 7, 2023

Details

SAVE

Lot S151: 1952 Pontiac Woody

Sold

$30,000

2,416 mi
Location: Indianapolis, IN, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

1953 Pontiac Chieftain Deluxe Station Wagon

Indianapolis, IN, USA

1953 Pontiac Chieftain Deluxe Station Wagon

Original & Highly Original

50k mi

Automatic

LHD

Sold

$31,000

Mecum

Oct 7, 2023

Details

SAVE

Lot S145: 1953 Pontiac Chieftain Deluxe Station Wagon

Sold

$31,000

50,022 mi
Location: Indianapolis, IN, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

Indianapolis, IN, USA

1955 Pontiac Chieftain

Original & Highly Original

79k mi

Automatic

LHD

Sold

$15,000

Mecum

Oct 6, 2023

Details

SAVE

Lot F218: 1955 Pontiac Chieftain

Sold

$15,000

79,802 mi
Location: Indianapolis, IN, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD