Classic Trucks for Sale in Chicago, IL (2024)

Find great deals on classic trucks with CarGurus, from vintage American icons to classic Japanese trucks, hotrods and everything in between. We've got a huge selection to choose from, whether you’re a collector or looking for a bargain.

45 results

1996 GMC Sierra 1500 147,700 mi 5.7L V8 $12,988 Steel Wheels + more Waukegan, IL (35 mi away) Year: 1996 Make: GMC Model: Sierra 1500 Body type: Pickup Truck Engine: 5.7L V8 Exterior color: Green Fuel type: Gasoline Interior color: Gray Transmission: Automatic Mileage: 147,700 NHTSA overall safety rating: Not Rated Stock number: 37204S VIN: 1GTEK19R5TE546842
1992 Toyota Pickup 2 Dr Deluxe 4WD Standard Cab SB 86,874 mi 3L V6 $12,888 Lifted Alloy Wheels + more Bensenville, IL (18 mi away) Year: 1992 Make: Toyota Model: Pickup Body type: Pickup Truck Doors: 2 doors Drivetrain: Four-Wheel Drive Engine: 3L V6 Exterior color: Green Fuel type: Gasoline Interior color: Gray Transmission: 5-Speed Manual Mileage: 86,874 NHTSA overall safety rating: Not Rated Stock number: 012498 VIN: JT4VN01D1N2012498
1996 Chevrolet C/K 3500 Silverado Crew Cab LB RWD 253,757 mi 6.5L V8 Diesel $4,900 Steel Wheels + more Michigan City, IN (40 mi away) Year: 1996 Make: Chevrolet Model: C/K 3500 Body type: Pickup Truck Doors: 4 doors Drivetrain: Rear-Wheel Drive Engine: 6.5L V8 Diesel Exterior color: Red Fuel type: Diesel Interior color: Gray Transmission: 4-Speed Automatic Mileage: 253,757 NHTSA overall safety rating: Not Rated Stock number: 11219A VIN: 1GCHC33F4TF018725
1996 Chevrolet C/K 1500 181,781 mi $1,995 Steel Wheels + more Hazel Crest, IL (21 mi away) Year: 1996 Make: Chevrolet Model: C/K 1500 Body type: Pickup Truck Exterior color: Green Transmission: Automatic Mileage: 181,781 NHTSA overall safety rating: Not Rated Stock number: 41-0215 VIN: 1GCEC19M0TE214616
1991 Ford F-250 2 Dr XLT Lariat 4WD Standard Cab LB 80,600 mi 5.8L V8 $19,754 Addison, IL (19 mi away) Year: 1991 Make: Ford Model: F-250 Body type: Pickup Truck Doors: 2 doors Drivetrain: Four-Wheel Drive Engine: 5.8L V8 Exterior color: White Fuel type: Gasoline Interior color: Gray Transmission: 4-Speed Automatic Mileage: 80,600 NHTSA overall safety rating: Not Rated Stock number: 1823 VIN: 2FTHF26H9MCAXXXXX
Preparing for a close up... Photos coming soon 1997 Ford Ranger XLT Extended Cab Stepside SB 154,575 mi 3L V6 $3,495 New Lenox, IL (31 mi away) Year: 1997 Make: Ford Model: Ranger Body type: Pickup Truck Doors: 2 doors Drivetrain: Rear-Wheel Drive Engine: 3L V6 Exterior color: Green Fuel type: Gasoline Interior color: Gray Transmission: 4-Speed Automatic Mileage: 154,575 NHTSA overall safety rating: Not Rated Stock number: D1449 VIN: 1FTCR14U1VPA88450
Preparing for a close up... Photos coming soon 1996 Ford F-350 79,587 mi $6,995 Michigan City, IN (41 mi away) Year: 1996 Make: Ford Model: F-350 Body type: Pickup Truck Transmission: Automatic Mileage: 79,587 NHTSA overall safety rating: Not Rated Stock number: 10614 VIN: 3FCLF53G8TJA07511
Preparing for a close up... Photos coming soon 1988 Dodge RAM 150 RWD 41,202 mi 5.2L V8 $11,000 Downers Grove, IL (22 mi away) Year: 1988 Make: Dodge Model: RAM 150 Body type: Pickup Truck Doors: 2 doors Drivetrain: Rear-Wheel Drive Engine: 5.2L V8 Exterior color: Gray Fuel type: Gasoline Interior color: Red Transmission: Automatic Mileage: 41,202 NHTSA overall safety rating: Not Rated Stock number: 18710 VIN: 1B7FD14Y0JS680606
Preparing for a close up... Photos coming soon 1994 Toyota T100 2 Dr SR5 4WD Standard Cab LB 175,667 mi 150 hp 3L V6 $11,499 Steel Wheels + more Chicago, IL (5 mi away) Year: 1994 Make: Toyota Model: T100 Body type: Pickup Truck Doors: 2 doors Drivetrain: Four-Wheel Drive Engine: 150 hp 3L V6 Exterior color: Red Fuel type: Gasoline Transmission: Automatic Mileage: 175,667 NHTSA overall safety rating: Not Rated Stock number: 11375 VIN: JT4VD20C2R0012020
Preparing for a close up... Photos coming soon 1997 Dodge Dakota SLT Club Cab RWD 75,290 mi 175 hp 3.9L V6 $7,999 Chicago, IL (5 mi away) Year: 1997 Make: Dodge Model: Dakota Body type: Pickup Truck Doors: 2 doors Drivetrain: Rear-Wheel Drive Engine: 175 hp 3.9L V6 Exterior color: White Fuel type: Gasoline Transmission: Automatic Mileage: 75,290 NHTSA overall safety rating: Not Rated Stock number: 11416 VIN: 1B7GL23X8VS133322
Preparing for a close up... Photos coming soon 1995 Ford F-350 53,758 mi 245 hp 7.5L V8 $18,970 Buffalo Grove, IL (25 mi away) Year: 1995 Make: Ford Model: F-350 Body type: Pickup Truck Engine: 245 hp 7.5L V8 Exterior color: White Fuel type: Gasoline Interior color: Gray Transmission: Automatic Mileage: 53,758 NHTSA overall safety rating: Not Rated Stock number: 9409 VIN: 1FTJX35GXSEA69341
Preparing for a close up... Photos coming soon 1987 Dodge Dakota 4WD 92,444 mi 125 hp 3.9L V6 $9,149 Chicago, IL (5 mi away) Year: 1987 Make: Dodge Model: Dakota Body type: Pickup Truck Doors: 2 doors Drivetrain: Four-Wheel Drive Engine: 125 hp 3.9L V6 Exterior color: Brown Fuel type: Gasoline Transmission: Automatic Mileage: 92,444 NHTSA overall safety rating: Not Rated Stock number: 10895 VIN: 1B7GR14M0HS396857
Preparing for a close up... Photos coming soon 1996 Dodge Dakota Club Cab RWD 137,465 mi 175 hp 3.9L V6 $5,999 Steel Wheels + more Chicago, IL (5 mi away) Year: 1996 Make: Dodge Model: Dakota Body type: Pickup Truck Doors: 2 doors Drivetrain: Rear-Wheel Drive Engine: 175 hp 3.9L V6 Fuel type: Gasoline Transmission: Automatic Mileage: 137,465 NHTSA overall safety rating: Not Rated Stock number: 11452 VIN: 1B7GL23XXTS598391
Preparing for a close up... Photos coming soon 1997 Ford F-150 91,084 mi 210 hp 4.2L V6 $8,988 Steel Wheels + more Waukegan, IL (35 mi away) Year: 1997 Make: Ford Model: F-150 Body type: Pickup Truck Engine: 210 hp 4.2L V6 Exterior color: Blue Fuel type: Gasoline Interior color: Gray Transmission: Automatic Mileage: 91,084 NHTSA overall safety rating: Not Rated Stock number: 37115S VIN: 1FTDX1721VKC38056
Preparing for a close up... Photos coming soon 1991 Ford Ranger XLT Standard Cab SB 134,961 mi 100 hp 2.3L I4 $7,999 Chicago, IL (5 mi away) Year: 1991 Make: Ford Model: Ranger Body type: Pickup Truck Doors: 2 doors Drivetrain: Rear-Wheel Drive Engine: 100 hp 2.3L I4 Exterior color: White Combined gas mileage: 23 MPG Fuel type: Gasoline Transmission: Manual Mileage: 134,961 NHTSA overall safety rating: Not Rated Stock number: 11412 VIN: 1FTCR10A2MUD88753
Preparing for a close up... Photos coming soon 1966 Ford F-100 69,929 mi $21,900 Mundelein, IL (33 mi away) Year: 1966 Make: Ford Model: F-100 Body type: Pickup Truck Exterior color: Red Interior color: Red Transmission: Manual Mileage: 69,929 NHTSA overall safety rating: Not Rated Stock number: 66139RGCV VIN: 000000F10AP844139
Preparing for a close up... Photos coming soon 1997 Dodge RAM 1500 221,535 mi 220 hp 5.2L V8 $2,100 Steel Wheels + more Chicago, IL (9 mi away) Year: 1997 Make: Dodge Model: RAM 1500 Body type: Pickup Truck Engine: 220 hp 5.2L V8 Exterior color: Green Fuel type: Gasoline Interior color: Mist Gray Mileage: 221,535 NHTSA overall safety rating: Not Rated Stock number: 23198B VIN: 3B7HF13Y3VM537670
Preparing for a close up... Photos coming soon 1995 Chevrolet C/K 2500 Cheyenne Extended Cab LB HD 4WD 132,801 mi 6.5L V8 Diesel $15,800 Leather Seats Steel Wheels + more Naperville, IL (28 mi away) Year: 1995 Make: Chevrolet Model: C/K 2500 Body type: Pickup Truck Doors: 2 doors Drivetrain: Four-Wheel Drive Engine: 6.5L V8 Diesel Exterior color: Red (Burgundy/Maroon) Fuel type: Diesel Interior color: Red (Burgundy/Maroon) Transmission: Automatic Mileage: 132,801 NHTSA overall safety rating: Not Rated Stock number: CHEVY2500RAREK2500 VIN: 2GCFK29S9S1171423
Preparing for a close up... Photos coming soon 1990 Ford F-150 S SB 69,838 mi 5L V8 $16,995 Steel Wheels + more Oswego , IL (36 mi away) Year: 1990 Make: Ford Model: F-150 Body type: Pickup Truck Doors: 2 doors Drivetrain: Rear-Wheel Drive Engine: 5L V8 Exterior color: White Fuel type: Gasoline Interior color: Gray Transmission: Automatic Mileage: 69,838 NHTSA overall safety rating: Not Rated Stock number: L8959 VIN: 1FTDF15N6LLA89764
Preparing for a close up... Photos coming soon 1994 Chevrolet C/K 1500 81,584 mi $17,888 Premium Wheels + more Bensenville, IL (18 mi away) Year: 1994 Make: Chevrolet Model: C/K 1500 Body type: Pickup Truck Exterior color: Brown (Tan) Interior color: Brown (Tan) Transmission: Automatic Mileage: 81,584 NHTSA overall safety rating: Not Rated Stock number: 289968 VIN: 2GBEC19K3R1289968
Preparing for a close up... Photos coming soon 1994 Chevrolet C/K 1500 2,500 mi 5.7L V8 $22,900 Naperville, IL (30 mi away) Year: 1994 Make: Chevrolet Model: C/K 1500 Body type: Pickup Truck Engine: 5.7L V8 Exterior color: White Fuel type: Gasoline Interior color: Gray Transmission: 5-Speed Manual Mileage: 2,500 NHTSA overall safety rating: Not Rated Stock number: 01881 VIN: 1GCEK14KXRZ101881
Preparing for a close up... Photos coming soon 1988 Chevrolet C/K 1500 Silverado RWD 48,967 mi 5.7L V8 $17,888 Bensenville, IL (18 mi away) Year: 1988 Make: Chevrolet Model: C/K 1500 Body type: Pickup Truck Doors: 2 doors Drivetrain: Rear-Wheel Drive Engine: 5.7L V8 Exterior color: Barcelona Red Fuel type: Gasoline Interior color: Barcelona Red Transmission: Automatic Mileage: 48,967 NHTSA overall safety rating: Not Rated Stock number: 156418 VIN: 1GCDC14K2JZ156418
Classic Trucks for Sale in Chicago, IL (2024)
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