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RAM 1500 Pickup for sale in Chicago, IL

Listings from dealers with a Chicago, IL address.

As of November 4, 2026, OAV tracks 181 RAM 1500 Pickup listings from 38 dealers with a Chicago, IL address: 64 used, listed from $9,500 to $59,999, and 117 new, listed from $44,404 to $88,503.

Ratings: 2 Great Deal, 114 Fair Price, 5 Overpriced. Unscored: 60.

Market snapshot · November 4, 2026

RAM 1500 Pickup listed prices by model year in Chicago

Model yearConditionListingsListed price range
2027New71$49,605–$88,503
2026New46$44,404–$80,343
2026Used1—
2025Used13$28,999–$55,594
2024Used5$27,499–$44,995
2023Used7$26,990–$46,794
2022Used6$18,407–$48,995
2021Used3$18,999–$32,994
2020Used3$24,895–$31,995
2019Used6$21,404–$34,341
2018Used3$12,995–$27,403
2017Used2—
2016Used5$9,500–$16,999
2015Used5$10,500–$19,995
2014Used4$9,995–$15,495
2012Used1—

Showing the first 50 of 181 listings, ordered by model year, newest first, then listed price, lowest first.

  1. 2027 RAM 1500 Pickup Express · 5 mi · $49,605 · Fair Price · Listed by City Auto Group
  2. 2027 RAM 1500 Pickup Express · 11 mi · $51,653 · Fair Price · Listed by Chrysler Dodge Jeep Ram of Chicago
  3. 2027 RAM 1500 Pickup Express · Mileage not verified · $52,553 · Fair Price · Listed by Chrysler Dodge Jeep Ram of Chicago
  4. 2027 RAM 1500 Pickup Express · Mileage not verified · $54,219 · Fair Price · Listed by Marino Chrysler Jeep Dodge Ram
  5. 2027 RAM 1500 Pickup Express · Mileage not verified · $54,270 · Fair Price · Listed by Marino Chrysler Jeep Dodge Ram
  6. 2027 RAM 1500 Pickup Express · Mileage not verified · $54,693 · Fair Price · Listed by Chrysler Dodge Jeep Ram of Chicago
  7. 2027 RAM 1500 Pickup Express · Mileage not verified · $54,693 · Fair Price · Listed by Dial Chrysler Dodge Jeep Ram
  8. 2027 RAM 1500 Pickup Warlock · Mileage not verified · $55,110 · Fair Price · Listed by Marino Chrysler Jeep Dodge Ram
  9. 2027 RAM 1500 Pickup Big Horn/Lone Star · 12 mi · $55,170 · Fair Price · Listed by City Auto Group
  10. 2027 RAM 1500 Pickup Big Horn/Lone Star · 5 mi · $55,339 · Fair Price · Listed by City Auto Group
  11. 2027 RAM 1500 Pickup Warlock · Mileage not verified · $55,463 · Fair Price · Listed by Marino Chrysler Jeep Dodge Ram
  12. 2027 RAM 1500 Pickup Express · 18 mi · $55,638 · Fair Price · Listed by Chrysler Dodge Jeep Ram of Chicago
  13. 2027 RAM 1500 Pickup Warlock · Mileage not verified · $55,652 · Fair Price · Listed by Marino Chrysler Jeep Dodge Ram
  14. 2027 RAM 1500 Pickup Big Horn/Lone Star · 5 mi · $56,811 · Fair Price · Listed by City Auto Group
  15. 2027 RAM 1500 Pickup Big Horn/Lone Star · 5 mi · $57,044 · Fair Price · Listed by City Auto Group
  16. 2027 RAM 1500 Pickup Warlock · 10 mi · $57,100 · Fair Price · Listed by Napleton Autos
  17. 2027 RAM 1500 Pickup Big Horn/Lone Star · 11 mi · $57,459 · Fair Price · Listed by City Auto Group
  18. 2027 RAM 1500 Pickup Big Horn/Lone Star · 12 mi · $57,727 · Fair Price · Listed by City Auto Group
  19. 2027 RAM 1500 Pickup Big Horn/Lone Star · 8 mi · $57,979 · Fair Price · Listed by City Auto Group
  20. 2027 RAM 1500 Pickup Big Horn/Lone Star · 8 mi · $58,013 · Fair Price · Listed by City Auto Group
  21. 2027 RAM 1500 Pickup Big Horn/Lone Star · 18 mi · $58,130 · Fair Price · Listed by City Auto Group
  22. 2027 RAM 1500 Pickup Big Horn/Lone Star · 5 mi · $58,383 · Fair Price · Listed by City Auto Group
  23. 2027 RAM 1500 Pickup Big Horn/Lone Star · 5 mi · $58,647 · Fair Price · Listed by City Auto Group
  24. 2027 RAM 1500 Pickup Express · 20 mi · $58,738 · Fair Price · Listed by Chrysler Dodge Jeep Ram of Chicago
  25. 2027 RAM 1500 Pickup Big Horn/Lone Star · 18 mi · $59,114 · Fair Price · Listed by City Auto Group
  26. 2027 RAM 1500 Pickup Big Horn/Lone Star · 5 mi · $59,222 · Fair Price · Listed by City Auto Group
  27. 2027 RAM 1500 Pickup Big Horn/Lone Star · 20 mi · $59,500 · Fair Price · Listed by Napleton Autos
  28. 2027 RAM 1500 Pickup Big Horn/Lone Star · 5 mi · $59,682 · Fair Price · Listed by City Auto Group
  29. 2027 RAM 1500 Pickup Big Horn/Lone Star · 5 mi · $59,931 · Fair Price · Listed by City Auto Group
  30. 2027 RAM 1500 Pickup Big Horn/Lone Star · 5 mi · $60,031 · Fair Price · Listed by City Auto Group
  31. 2027 RAM 1500 Pickup Big Horn/Lone Star · Mileage not verified · $60,628 · Fair Price · Listed by Marino Chrysler Jeep Dodge Ram
  32. 2027 RAM 1500 Pickup Big Horn/Lone Star · Mileage not verified · $60,709 · Fair Price · Listed by Marino Chrysler Jeep Dodge Ram
  33. 2027 RAM 1500 Pickup Big Horn/Lone Star · Mileage not verified · $60,884 · Fair Price · Listed by Marino Chrysler Jeep Dodge Ram
  34. 2027 RAM 1500 Pickup Big Horn/Lone Star · Mileage not verified · $60,884 · Fair Price · Listed by Marino Chrysler Jeep Dodge Ram
  35. 2027 RAM 1500 Pickup Big Horn/Lone Star · 10 mi · $61,200 · Fair Price · Listed by Napleton Autos
  36. 2027 RAM 1500 Pickup Big Horn/Lone Star · 10 mi · $61,700 · Fair Price · Listed by Napleton Autos
  37. 2027 RAM 1500 Pickup Big Horn/Lone Star · 5 mi · $62,400 · Fair Price · Listed by Napleton Autos
  38. 2027 RAM 1500 Pickup Big Horn/Lone Star · 10 mi · $62,464 · Fair Price · Listed by Napleton Autos
  39. 2027 RAM 1500 Pickup Big Horn/Lone Star · 10 mi · $62,500 · Fair Price · Listed by Napleton Autos
  40. 2027 RAM 1500 Pickup Big Horn/Lone Star · Mileage not verified · $63,497 · Fair Price · Listed by Marino Chrysler Jeep Dodge Ram
  41. 2027 RAM 1500 Pickup Laramie · Mileage not verified · $64,216 · Unscored · Listed by Marino Chrysler Jeep Dodge Ram
  42. 2027 RAM 1500 Pickup Laramie · Mileage not verified · $64,216 · Unscored · Listed by Marino Chrysler Jeep Dodge Ram
  43. 2027 RAM 1500 Pickup Laramie · Mileage not verified · $64,999 · Unscored · Listed by Marino Chrysler Jeep Dodge Ram
  44. 2027 RAM 1500 Pickup Laramie · Mileage not verified · $65,255 · Unscored · Listed by Marino Chrysler Jeep Dodge Ram
  45. 2027 RAM 1500 Pickup Laramie · 15 mi · $65,297 · Unscored · Listed by City Auto Group
  46. 2027 RAM 1500 Pickup Big Horn/Lone Star · 18 mi · $65,913 · Fair Price · Listed by Chrysler Dodge Jeep Ram of Chicago
  47. 2027 RAM 1500 Pickup Big Horn/Lone Star · 14 mi · $65,913 · Fair Price · Listed by Dial Chrysler Dodge Jeep Ram
  48. 2027 RAM 1500 Pickup Laramie · Mileage not verified · $66,468 · Unscored · Listed by Marino Chrysler Jeep Dodge Ram
  49. 2027 RAM 1500 Pickup Laramie · Mileage not verified · $66,468 · Unscored · Listed by Marino Chrysler Jeep Dodge Ram
  50. 2027 RAM 1500 Pickup Laramie · 14 mi · $66,630 · Unscored · Listed by City Auto Group
How many RAM 1500 Pickup listings are for sale in Chicago, IL?
As of November 4, 2026, OAV tracks 181 RAM 1500 Pickup listings from 38 dealers with a Chicago, IL address: 64 used, listed from $9,500 to $59,999, and 117 new, listed from $44,404 to $88,503. Ratings: 2 Great Deal, 114 Fair Price, 5 Overpriced. Unscored: 60.
What does a used RAM 1500 Pickup cost in Chicago, IL?
Used RAM 1500 Pickup listings in Chicago, IL are listed from $9,500 to $59,999 as of November 4, 2026. By model year: 2025: $28,999–$55,594 (13 listings); 2023: $26,990–$46,794 (7 listings); 2022: $18,407–$48,995 (6 listings).
How does OAV rate RAM 1500 Pickup 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.