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Chevrolet Silverado 1500 for sale in Chicago, IL

Listings from dealers with a Chicago, IL address.

As of November 4, 2026, OAV tracks 209 Chevrolet Silverado 1500 listings from 48 dealers with a Chicago, IL address: 86 used, listed from $3,500 to $58,376, and 123 new, listed from $38,383 to $65,820.

Ratings: 0 Great Deal, 141 Fair Price, 2 Overpriced. Unscored: 66.

Market snapshot · November 4, 2026

Chevrolet Silverado 1500 listed prices by model year in Chicago

Model yearConditionListingsListed price range
2026New121$38,383–$65,820
2026Used2—
2025New2—
2025Used3$35,895–$44,695
2024Used12$29,995–$48,990
2023Used9$17,995–$53,373
2022Used4$27,995–$43,895
2021Used6$15,995–$40,279
2020Used4$16,690–$34,402
2019Used2—
2018Used7$9,690–$26,308
2017Used6$14,995–$22,900
2016Used5$13,995–$14,900
2015Used8$10,995–$16,900
2014Used8$8,900–$14,995
2013Used2—
2012Used4$4,995–$12,995
2011Used1—
2010Used2—
2008Used1—

Showing the first 50 of 209 listings, ordered by model year, newest first, then listed price, lowest first.

  1. 2026 Chevrolet Silverado 1500 Work Truck · Mileage not verified · $38,383 · Fair Price · Listed by Marino Chevrolet
  2. 2026 Chevrolet Silverado 1500 Custom Trail Boss · 3 mi · $41,495 · Fair Price · Listed by City Auto Group
  3. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $41,523 · Fair Price · Listed by Marino Chevrolet
  4. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $41,523 · Fair Price · Listed by Marino Chevrolet
  5. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $41,523 · Fair Price · Listed by Marino Chevrolet
  6. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $41,523 · Fair Price · Listed by Marino Chevrolet
  7. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $41,523 · Fair Price · Listed by Marino Chevrolet
  8. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $41,523 · Fair Price · Listed by Marino Chevrolet
  9. 2026 Chevrolet Silverado 1500 Custom Trail Boss · 3 mi · $42,090 · Fair Price · Listed by City Auto Group
  10. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $42,183 · Fair Price · Listed by Marino Chevrolet
  11. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $42,183 · Fair Price · Listed by Marino Chevrolet
  12. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $42,183 · Fair Price · Listed by Marino Chevrolet
  13. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $42,183 · Fair Price · Listed by Marino Chevrolet
  14. 2026 Chevrolet Silverado 1500 Custom Trail Boss · 120 mi · $42,445 · Fair Price · Listed by City Auto Group
  15. 2026 Chevrolet Silverado 1500 Custom Trail Boss · 9 mi · $43,095 · Fair Price · Listed by City Auto Group
  16. 2026 Chevrolet Silverado 1500 LT · 2 mi · $43,656 · Fair Price · Listed by Dial Chevrolet
  17. 2026 Chevrolet Silverado 1500 LT · 3 mi · $43,656 · Fair Price · Listed by Dial Chevrolet
  18. 2026 Chevrolet Silverado 1500 LT · 1 mi · $43,656 · Fair Price · Listed by Dial Chevrolet
  19. 2026 Chevrolet Silverado 1500 LT · 5 mi · $43,656 · Fair Price · Listed by Dial Chevrolet
  20. 2026 Chevrolet Silverado 1500 LT · 3 mi · $43,656 · Fair Price · Listed by Dial Chevrolet
  21. 2026 Chevrolet Silverado 1500 LT · 3 mi · $43,656 · Fair Price · Listed by Dial Chevrolet
  22. 2026 Chevrolet Silverado 1500 LT · 3 mi · $43,656 · Fair Price · Listed by Dial Chevrolet
  23. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $43,883 · Fair Price · Listed by Marino Chevrolet
  24. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $43,883 · Fair Price · Listed by Marino Chevrolet
  25. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $43,883 · Fair Price · Listed by Marino Chevrolet
  26. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $43,883 · Fair Price · Listed by Marino Chevrolet
  27. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $43,883 · Fair Price · Listed by Marino Chevrolet
  28. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $43,883 · Fair Price · Listed by Marino Chevrolet
  29. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $43,883 · Fair Price · Listed by Marino Chevrolet
  30. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $43,883 · Fair Price · Listed by Marino Chevrolet
  31. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $43,883 · Fair Price · Listed by Marino Chevrolet
  32. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $43,883 · Fair Price · Listed by Marino Chevrolet
  33. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $43,883 · Fair Price · Listed by Marino Chevrolet
  34. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $43,883 · Fair Price · Listed by Marino Chevrolet
  35. 2026 Chevrolet Silverado 1500 Custom · Mileage not verified · $43,883 · Fair Price · Listed by Marino Chevrolet
  36. 2026 Chevrolet Silverado 1500 Custom Trail Boss · 3,000 mi · $43,995 · Fair Price · Listed by City Auto Group
  37. 2026 Chevrolet Silverado 1500 Custom Trail Boss · 10 mi · $44,495 · Fair Price · Listed by City Auto Group
  38. 2026 Chevrolet Silverado 1500 LT · 2 mi · $44,720 · Fair Price · Listed by City Auto Group
  39. 2026 Chevrolet Silverado 1500 LT · 2 mi · $44,720 · Fair Price · Listed by City Auto Group
  40. 2026 Chevrolet Silverado 1500 LT · 2 mi · $44,720 · Fair Price · Listed by City Auto Group
  41. 2026 Chevrolet Silverado 1500 LT · 2 mi · $44,720 · Fair Price · Listed by City Auto Group
  42. 2026 Chevrolet Silverado 1500 LT · 2 mi · $44,720 · Fair Price · Listed by City Auto Group
  43. 2026 Chevrolet Silverado 1500 LT · 4 mi · $44,720 · Fair Price · Listed by City Auto Group
  44. 2026 Chevrolet Silverado 1500 LT · 4 mi · $44,720 · Fair Price · Listed by City Auto Group
  45. 2026 Chevrolet Silverado 1500 LT · 2 mi · $44,720 · Fair Price · Listed by City Auto Group
  46. 2026 Chevrolet Silverado 1500 LT · 2 mi · $44,720 · Fair Price · Listed by City Auto Group
  47. 2026 Chevrolet Silverado 1500 LT · 2 mi · $44,720 · Fair Price · Listed by City Auto Group
  48. 2026 Chevrolet Silverado 1500 LT · 2 mi · $44,720 · Fair Price · Listed by City Auto Group
  49. 2026 Chevrolet Silverado 1500 LT · 60 mi · $44,720 · Fair Price · Listed by City Auto Group
  50. 2026 Chevrolet Silverado 1500 Custom Trail Boss · 4,000 mi · $45,395 · Fair Price · Listed by City Auto Group
How many Chevrolet Silverado 1500 listings are for sale in Chicago, IL?
As of November 4, 2026, OAV tracks 209 Chevrolet Silverado 1500 listings from 48 dealers with a Chicago, IL address: 86 used, listed from $3,500 to $58,376, and 123 new, listed from $38,383 to $65,820. Ratings: 0 Great Deal, 141 Fair Price, 2 Overpriced. Unscored: 66.
What does a used Chevrolet Silverado 1500 cost in Chicago, IL?
Used Chevrolet Silverado 1500 listings in Chicago, IL are listed from $3,500 to $58,376 as of November 4, 2026. By model year: 2024: $29,995–$48,990 (12 listings); 2023: $17,995–$53,373 (9 listings); 2015: $10,995–$16,900 (8 listings).
How does OAV rate Chevrolet Silverado 1500 listings in Chicago?
OAV rates scored listings as Great Deal (priced below the comparable-range floor by at least OAV's minimum-gap margin), Fair Price (priced within the comparable range, or below the floor by less than that margin), or Overpriced (priced above the comparable range). Listings OAV cannot score on the available evidence are shown as Unscored rather than receiving an unsupported verdict.