Everylot

Used Toyota Highlander in Chicago, IL

13 listings from 3 dealer lots in Chicago, IL, $29,169 to $45,903 (median $38,190). 3 price drops this week. Newest first. Refine with filters

  1. 2023 Toyota Highlander XLE
    17,618 mi·AWD·Midnight Black MetallicHonda City Chicago · Chicago, IL
    $38,190
  2. 2022 Toyota Highlander XLE
    55,044 mi·AWD·Midnight Black MetallicChicago Northside Toyota · Chicago, IL
    $30,903
  3. 2016 Toyota Highlander XLE V6
    100,752 mi·AWD·Midnight Black MetallicChicago Northside Toyota · Chicago, IL
    Call for price
  4. 2022 Toyota Highlander XLE
    73,219 mi·AWD·BlueprintChicago Northside Toyota · Chicago, IL
    $31,403
  5. 2022 Toyota Highlander XSE
    45,633 mi·AWD·Celestial Silver MetallicChicago Northside Toyota · Chicago, IL
    $35,903
  6. 2022 Toyota Highlander XSE
    37,282 mi·AWD·Celestial Silver MetallicChicago Northside Toyota · Chicago, IL
    $36,403
  7. 2025 Toyota Highlander Limited
    12,658 mi·Heavy MetalToyota of Downtown Chicago · Chicago, IL
    $39,851$40,611
    $760 price drop
  8. 2024 Toyota Highlander Limited
    31,243 mi·AWD·Magnetic Gray MetallicChicago Northside Toyota · Chicago, IL
    $43,403
  9. 2023 Toyota Highlander XLE
    88,159 mi·AWD·Midnight Black MetallicChicago Northside Toyota · Chicago, IL
    $31,403
  10. 2024 Toyota Grand Highlander Limited
    23,030 mi·AWD·Celestial Silver MetallicChicago Northside Toyota · Chicago, IL
    $45,903
  11. 2025 Toyota Grand Highlander XLE
    26,502 mi·AWD·Midnight Black MetallicChicago Northside Toyota · Chicago, IL
    $43,903
  12. 2024 Toyota Grand Highlander Hybrid XLE
    41,424 mi·4WD·Ruby Flare PearlToyota of Downtown Chicago · Chicago, IL
    $44,499$44,911
    $412 price drop
  13. 2024 Toyota Grand Highlander XLE
    164,401 mi·4WD·BlueprintToyota of Downtown Chicago · Chicago, IL
    $29,169$29,887
    $718 price drop

See every model: Used Toyota Highlander for sale.

Used cars nearby: Evergreen Park (10 mi) · Countryside (11 mi) · Oak Lawn (11 mi) · Skokie (12 mi) · Niles (13 mi) · Morton Grove (13 mi) · Elmhurst (14 mi) · Villa Park (15 mi).

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