Oldsmobile Cars for Sale in Chicago with Automatic Transmission

 (1 - 15 of 58)
  1. 1972 Oldsmobile Cutlass

    $23,988 1972 Oldsmobile Cutlass

    Downers Grove, IL
    Rediscover the timeless allure of the 1972 Oldsmobile Cutlass Convertible, a cherished emblem of American automotive craftsmanship. Powered by the robust Rocket 350 V8 engine and paired with a smooth TH350 automatic transmission, this convertible ...
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    1 day ago on Americanlisted
  2. 1965 Oldsmobile F85 Cutlass Sports Coupe With a 425 V8

    1965 Oldsmobile F85 Cutlass Sports Coupe With a 425 V8

    Island Lake, IL
    This 1965 Oldsmobile F85 Cutlass Sports Coupe has been fitted with a Mondello-built 425-cu.in. V8, W30 heads, and a rare Tri-Carb induction system, as well as an upgraded transmission and a 442 rear axle and trim items, according to the seller. He...
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    1 day ago on Americanlisted
  3. Full-Size Drop-Top: 1975 Oldsmobile Delta 88 Royale Convertible

    Full-Size Drop-Top: 1975 Oldsmobile Delta 88 Royale Convertible

    28,459 miles · Hammond, IN
    With lower mileage and reportedly local ownership since new, this 1975 Oldsmobile Delta 88 Royale Convertible is said by the seller to be in very good condition. It wears a respray of its original Spectre Blue color and reportedly remains powered ...
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    1 week ago on Americanlisted
  4. 1971 Oldsmobile 442

    $94,500 1971 Oldsmobile 442

    Hobart, IN
    … This is a rare gem, one of only 1,304 convertibles produced for the model year. Original matching-numbers 455 ci, 340 hp engine, turbo 400 3-speed automatic transmission. This 442 comes fully loaded with options, including air ...
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    2 weeks ago on Americanlisted
  5. 1971 Oldsmobile Cutlass

    $49,900 1971 Oldsmobile Cutlass

    Hobart, IN
    … Supreme 442 Tribute, 350 V8 Engine, Automatic Transmission, 12 Bolt Rear End, Power Steering, Power Brakes, Air Conditioning, Super Solid Undercarriage, New Convertible Top, CD Player, Great Colors of Blue Exterior with Whi...
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    4 weeks ago on Americanlisted
  6. 1986 Oldsmobile Cutlass

    $8,900 1986 Oldsmobile Cutlass

    Hobart, IN
    … Supreme - 5,0 Liter V8 Engine, Automatic Transmission that does have to warm up to shift, Car Looks good but is in need of some TLC, Custom Wheels and Tires, can be driven and enjoyed as is, or restored to its glory.
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    4 weeks ago on Americanlisted
  7. 1970 Oldsmobile 442

    $139,500 1970 Oldsmobile 442

    Chicago, IL
    OUTSTANDING RESTORATION & PRESENTATIONRESTORED BY THORNTON MUSCLE CARSTRIM TAG CORRECT MATADOR RED PAINTOUTSTANDING PEARL WHITE INTERIOR57,320 INDICATED MILESMATCHING NUMBERS 365 HP OLDSMOBILE 455 CI V-8 ORIGINAL TURBO 400 3-SPEED AUTOMATICFACTORY...
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    Over 4 weeks ago on Americanlisted
  8. 1961 Oldsmobile Starfire

    $44,900 1961 Oldsmobile Starfire

    Hobart, IN
    … Convertible - 398 Cubic Inch Skyrocket V8 - Automatic Transmission - Rochester four-barrel carburetor - 330 horsepower.
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    Over 4 weeks ago on Americanlisted
  9. 1971 Oldsmobile Cutlass Supreme

    $34,900 1971 Oldsmobile Cutlass Supreme

    Alsip, IL
    This Sporty Cutlass Supreme Is Smartly Designed With The Striking Appearance And Outstanding Performance Features That Have Made The Cutlass Series So Popular. The Top Oldsmobile Intermediate Was The Cutlass Supreme For 1971. Second Generation Cut...
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    Over 4 weeks ago on Americanlisted
  10. 1986 Oldsmobile Cutlass Supreme Brougham for sale

    $19,990 1986 Oldsmobile Cutlass Supreme Brougham for sale

    46,761 miles · White · Crestwood, IL
    Meet the Pristine Classic - 1986 Oldsmobile Cutlass Supreme Brougham! Picture this - it's the mid-80s, the era of big hair, neon colors, and the unforgettable sound of classic rock. Now, imagine cruising down the road, the purr of a 5.0L V8 with a...
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    Adam Auto Group Inc ·Over 4 weeks ago on Dealer Sync
  11. 1970 Oldsmobile Cutlass Supreme

    $39,900 1970 Oldsmobile Cutlass Supreme

    Alsip, IL
    Many People Consider 1970 As The Greatest Year For Producing Muscle Cars And The Oldsmobile Cutlass Was No Exception. The 1970 Oldsmobile Cutlass Supreme, Boasts The Classic Muscle Car Looks And Feel. With Its Sleek, Sporty Design, The Cutlass Sup...
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    Over 4 weeks ago on Americanlisted
  12. 1975 Oldsmobile Delta 88

    $25,900 1975 Oldsmobile Delta 88

    Alsip, IL
    "Today, A Beautiful Olds Convertible; Tomorrow, A Collectors Item" So Read The Advertising Brochure Back In 1975. How They Knew! Delta 88 Royale Was The Only Oldsmobile Model That Retained A Convertible And Production That Year Was Limited To Only...
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    Over 4 weeks ago on Americanlisted
  13. 1972 Oldsmobile 442

    $34,995 1972 Oldsmobile 442

    5,891 miles · Red · Palatine, IL
    this a 1972 olds cutlass 442. this car is loaded with pw, ps, pb, ps, pt, a/c, am fm stereo with 8 track,455 with 400 trans, tilt wheel rally pack, and disk brakes. this a rust free car out of GA. I have lots of paper work for this car it is a rea...
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    Over 4 weeks ago on ListedBuy
  14. 1966 Oldsmobile Toronado

    $46,500 1966 Oldsmobile Toronado

    77,000 miles · Chicago, IL
    HIGHLY ORIGINAL FORMER CALIFORNIA CARJUST 77K MILES FROM NEWEXCELLENT PAINT REFINISH IN ORIGINAL COLORTOP-OF-THE-LINE TORONADO DELUXE MODELOUTSTANDING ORIGINAL INTERIOR385 HP 425 CI V-8/TURBO-HYDRAMATIC 425 AUTOFACTORY A/C, PB, PS, PW, P ANTENNABU...
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    Over 4 weeks ago on Americanlisted
  15. 1970 Oldsmobile Cutlass Supreme

    $32,754 1970 Oldsmobile Cutlass Supreme

    Addison, IL
    Get ready to cruise in style with the 1970 Oldsmobile Cutlass Supreme Convertible! This classic beauty has been in the current owner's possession since 1985 and has been lovingly garage-kept in sunny Florida. Under the hood, you'll find a smooth a...
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    Over 4 weeks ago on Americanlisted

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