Used Oldsmobile Cars in Chicago, IL For Sale Under $60,000 (17 results)
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(5)under $10,000
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(15)under $30,000
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(15)under $40,000
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(17)under $50,000
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(8)0 - 50000
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(8)50000 - 100000
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(1)100000 - 150000
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(1,211)Chevrolet
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(1,046)Ford
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(985)Toyota
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(946)Honda
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(841)Volkswagen
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(76)Porsche
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(71)Tesla
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(67)Jaguar
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(63)Pontiac
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(57)Mitsubishi
Model
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(6)442
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(5)Cutlass
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(1)98
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(1)Dynamic 88
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(1)Hurst
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(1)Starfire
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(1)Super 88
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(1)Toronado
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(8)automatic
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(3)manual
Color
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(3)Red
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(2)White
Body
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(7)
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Convertible -
(4)
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Coupe
Fuel
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(8)gasoline
Category
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(17)classic cars
State
City
Features
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(7)Power steering
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(6)Air conditioning
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(6)Power windows
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(4)Power brakes
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(3)Bucket seats
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(2)Power disc brakes
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(1)AM/FM radio
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(1)Chrome bumpers
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(1)Leather seats
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(1)New tires
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(1)Power seats
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(1)Rear spoiler
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(1)Tachometer
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(1)Tilt wheel
1966 oldsmobile toronado in chicago, illinois
This highly original 1966 Oldsmobile Toronado from California has just 77,000 miles on the clock, making it a rare find for classic car enthusiasts
Chicago, IL
77,000 mi.
Chicago, IL
$46,500
1968 oldsmobile hurst
This 1968 Oldsmobile Hurst is a well-maintained example of a rare model, showcasing its uniqueness and above-average condition
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Unspecified
Chicago, IL
92,957 mi.
Unspecified
automatic
gasoline
Chicago, IL
$45,000
1968 oldsmobile 442
This 1968 Oldsmobile 442 is a meticulously restored muscle car, featuring a complete frame-off restoration. Every detail has been attended to, making it truly one-of-a-kind
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Coupe
Chicago, IL
31,400 mi.
Coupe
manual
gasoline
Chicago, IL
$26,600
1972 oldsmobile cutlass
This classic 1972 Oldsmobile Cutlass features a sleek coupe design with a manual transmission, making it a perfect choice for enthusiasts looking for a vintage ride
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Coupe
Chicago, IL
91,093 mi.
Coupe
manual
gasoline
Chicago, IL
$24,200
oldsmobile cutlass 442 coupe
This stunning 1969 Oldsmobile Cutlass 442 Coupe features a rebuilt numbers matching 400 CI engine, delivering classic performance and charm in a timeless design
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Coupe
Chicago, IL
4,168 mi.
Coupe
gasoline
Chicago, IL
$23,100
1967 oldsmobile cutlass supreme 442 convertible 4-speed
This classic 1967 Oldsmobile Cutlass Supreme 442 Convertible features a powerful 400ci V8 and a four-speed manual transmission. Enjoy the smooth ride with air conditioning and power windows
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Convertible
Chicago, IL
60,000 mi.
Red
Convertible
manual
gasoline
Chicago, IL
$21,600
1967 oldsmobile 442 rally red finish excellent chrome
This stunning 1967 Oldsmobile 442 boasts a beautiful Rally Red finish and features a full restoration that includes a powerful 455ci engine and a luxurious black interior with Strato-bucket seats. A true classic ready to impress!
Chicago, IL
32,597 mi.
Chicago, IL
$18,500
1963 oldsmobile dynamic 88
Discover the classic elegance of this 1963 Oldsmobile Dynamic 88 Convertible, a stunning Starfire Clone that combines timeless style with modern comfort. Perfect for cruising around town or taking to car shows
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Convertible
Chicago, IL
46,101 mi.
Convertible
automatic
gasoline
Chicago, IL
$15,900
1955 oldsmobile super 88
Experience classic American muscle with this beautifully maintained 1955 Oldsmobile Super 88, featuring a powerful Rocket V8 engine, automatic transmission, and comfortable 2 Tone vinyl interior
Chicago, IL
automatic
gasoline
Chicago, IL
$15,000
1970 oldsmobile 442 convertible 455 auto 12 bolt ac ps pdb tac
This stunning 1970 Oldsmobile 442 Convertible boasts a matching numbers 455 engine, a pristine Matador Red exterior, and a new white power convertible top. Enjoy the classic power steering and upgraded tach gauges in a stylish white bucket seat interior
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Convertible
Chicago, IL
91,300 mi.
Red
Convertible
automatic
Chicago, IL
$13,300
1970 oldsmobile 442 oldsmobile sports roof original 455 upgraded
This 1970 Oldsmobile 442 Sports Roof is a true classic featuring an original 455 engine and a Turbo 400 automatic transmission. It includes upgrades like a new AC system, fresh tires, and a Flow Master exhaust, making it a thrilling drive
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Sports roof
Chicago, IL
59,241 mi.
Sports roof
automatic
Chicago, IL
$11,400
1972 oldsmobile cutlass convertible cool classic attitude 25239 miles
Experience the charm of the 1972 Oldsmobile Cutlass Convertible, boasting classic vintage style with an eye-catching saddle bronze paint and a cool A/C interior – a true road-ready cruiser with a nostalgic feel
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Convertible
Chicago, IL
25,239 mi.
Convertible
Chicago, IL
$10,800
1972 oldsmobile cutlass 442 4 speed manual coupe
Experience the unique charm of this one-of-a-kind 1972 Oldsmobile Cutlass 442, equipped with a potent 350CI V8 engine and a smooth 4-speed manual transmission. Enjoy features like power steering and brakes, only 7,315 miles, and a stunning red interior
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Coupe
Chicago, IL
7,315 mi.
White
Coupe
gasoline
Chicago, IL
$9,800
1961 oldsmobile starfire convertible 394ci automatic
This 1961 Oldsmobile Starfire is a rare convertible featuring a powerful 394ci Rocket V8 engine, automatic transmission, and factory air. Its Garnett Mist exterior complements the original red leather interior, making it a stunning classic with modern comforts
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Convertible
Chicago, IL
4,448 mi.
Convertible
automatic
Chicago, IL
$9,500
1971 oldsmobile cutlass convertible painted a creamy white color
This stunning 1971 Oldsmobile Cutlass convertible in creamy white boasts a powerful Rocket 350 V8 engine and classic features like a power convertible top, air conditioning, and an upgraded stereo system
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Convertible
Chicago, IL
80,000 mi.
White
Convertible
automatic
Chicago, IL
$8,100
1959 oldsmobile 98 convertible coupe
This 1959 Oldsmobile 98 Convertible Coupe is a classic beauty in Cardinal Red with a stunning tri-color interior. It's loaded with power options and boasts a powerful 394 cubic inch engine with 315 horsepower. A true collector's dream!
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Convertible coupe
Chicago, IL
102,694 mi.
Red
Convertible coupe
automatic
Chicago, IL
$7,100
1971 oldsmobile 442 4 speed convertible with minimal body rust
This rare 1971 Oldsmobile 442 4-speed convertible, one of only 183 produced, features minimal body rust with a solid bottom condition for its age. It hasn't run since the '90s but is a hard-to-find gem worth restoring
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Convertible
Chicago, IL
91,000 mi.
Convertible
Chicago, IL
$7,100