Classic Cars Between Free and $40,000 for Sale in Chicago with Automatic Transmission

 (1 - 15 of 472)
  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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    51 minutes ago on Americanlisted
  2. 1971 Chevrolet Monte Carlo w/Vinyl Roof

    $7,300 1971 Chevrolet Monte Carlo w/Vinyl Roof

    79,016 miles · Aurora, IL
    1971 Chevrolet MONTE CARLOTHIS BLACK MONTE CARLO IS A GREAT DRIVER. EVERYTHING WORKS. IT RUNS BEAUTIFUL. IT IS A TERRIFIC CRUZER! JUST TUNED UP. ABSOLUTELY WONDERFUL FUN CAR! TURNS HEADS. SOFT BLACK VELOUR INTERIOR, RUGS IN GREAT CONDITION. NEW PI...
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    6 days ago on ListedBuy
  3. 1970 Mercedes-Benz W111 280SE Coupe

    $17,000 1970 Mercedes-Benz W111 280SE Coupe

    70,184 miles · Aurora, IL
    1970 Mercedes Benz 280SE W111 Low Grille " Heckflosse" Fintail Coupe White with Dark Red Exterior over Red Interior Gorgeous Color Combination-Never Before Seen and Entirely Correct Original from Factory1 of 613 Low Grill Coupes produced in 1970 -...
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    6 days ago on ListedBuy
  4. 1968 Dodge Coronet R/T 426 Hemi Rust Free

    $19,000 1968 Dodge Coronet R/T 426 Hemi Rust Free

    22,000 miles · Aurora, IL
    Up for your consideration is a VERY RARE 1968 Dodge Coronet R/T HEMI car. This is a NUMBERS MATCHING---- RUST FREE example. This car has an amazing 22k original documented miles and was a Philadelphia car where it street raced most of its life whi...
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    6 days ago on ListedBuy
  5. 1972 Plymouth Barracuda Cuda 340 Tribute

    $14,900 1972 Plymouth Barracuda Cuda 340 Tribute

    89,900 miles · Orange · Aurora, IL
    1972 Plymouth Barracuda, Cuda 340 Tribute, Original Factory Hemi Orange. All Original Body Panels, Underside of this car is rock solid, with No Patches or Repairs. Automatic Slap Stick Auto with Console, Sure Grip rear end 355 gears, Factory AC Ca...
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    6 days ago on ListedBuy
  6. 1969 Ford Fairline Cobra

    $7,500 1969 Ford Fairline Cobra

    83,852 miles · Aurora, IL
    1969 fairlane cobra , has 1966 428 , A on back of block bored.030 over new 10,1 forged pistons, new clevitte bearings , balance, double roller timing p thumper cam set. c8ae-h 390 heads with stainless cobra jet valves,3 angle valve job, port and p...
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    6 days ago on ListedBuy
  7. 1968 Ford Mustang Fastback

    $12,500 1968 Ford Mustang Fastback

    169,000 miles · Aurora, IL
    1968 Ford Fastback Mustang in great condition. The engine, transmission and suspension are in perfect condition. Interior seats and roof are in good condition. Needs body, carpet and dashboard work. This car is considered a 'survivor' vehicle as a...
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    6 days ago on ListedBuy
  8. 1971 Dodge Challenger RT 383 4-Speed Manual

    $11,500 1971 Dodge Challenger RT 383 4-Speed Manual

    53,400 miles · Aurora, IL
    1971 Challenger R/T 383 4-Speed Barn Find Survivor. This is a two owner car that was purchased by the second owner June 7, 1977 with ~52,000 miles (have the purchase agreement document). The second owner drove the car ~1500 miles and parked the ca...
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    6 days ago on ListedBuy
  9. 1962 Chevrolet Impala Convertible

    $14,800 1962 Chevrolet Impala Convertible

    24,810 miles · Aurora, IL
    Very nice 1962 chevy impala convertible, 283 v8, auto, great shape. Clean title, runs and drives like new. Power top and radio work flawlessly, glass all in good shape other than a crack in drivers window which happened last week. The car has been...
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    6 days ago on ListedBuy
  10. 1968 Cadillac Deville

    $25,900 1968 Cadillac Deville

    Hobart, IN
    1968 Cadillac DeVille Convertible - 472 Cubic Inch V8 - 375 Horsepower (Largest engine in the industry at the time) - TH-400 Automatic Transmission.
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    1 week ago on Americanlisted
  11. 1957 Pontiac Star Chief

    $32,500 1957 Pontiac Star Chief

    Hobart, IN
    … 347-V8 Engine, Automatic Transmission, Original Radio Works! In the glove box is an AM/FM/CD player. Floors and trunk pans are excellent.
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    1 week ago on Americanlisted
  12. 1978 Cadillac Coupe Deville

    $18,900 1978 Cadillac Coupe Deville

    44,255 miles · Hobart, IN
    … Magnificent Original Condition with Only 44,255 Original Miles, this Coupe Deville is powered by Cadillac's 425ci V8 that outputs 180hp/320lb/ft and delivers power through a THM400 3-speed Automatic Transmission and fac...
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    2 weeks ago on Americanlisted
  13. 1969 Gmc C/K 10

    $38,500 1969 Gmc C/K 10

    Hobart, IN
    The 1969 GMC C10 Orange Short Bed Pickup, 350 V8 Engine, Automatic Transmission, Air Conditioning, Power Front Disc Brakes, this pickup truck offers a combination of performance and convenience. The eye-catching orange exterior adds a pop of color...
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    2 weeks ago on Americanlisted
  14. 1965 Pontiac Catalina 2+2 Sport Coupe

    $15,250 1965 Pontiac Catalina 2+2 Sport Coupe

    Chicago, IL
    Montero Red over Parchment vinyl upholstery. HO 421ci V8 paired with a three-speed automatic transmission, and equipment includes a tri-power intake manifold and carburetors, 14″ Hurst wheels, power-assisted drum brakes, power steering, a center c...
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    2 weeks ago on Americanlisted
  15. 1977 Chevrolet Corvette Coupe 5.7

    $16,000 1977 Chevrolet Corvette Coupe 5.7

    71,043 miles · Red · Downers Grove, IL
    At Ultimate Motor Cars we take great pride in our inventory and our integrity. If you have any further questions feel free to give us a call and our staff with many years experience will assist you in finding the right vehicle for you. Feel free t...
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    4 weeks ago on ListedBuy

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