Online car buying built around you. Shop Now
Used Toyota Highlander for Sale in Chicago, IL
60695Filters (3)
Items 1 to 2 of 13.
Certified Program
Learn moreToyota Gold and Silver Certifications
Sponsored by Toyota on Western
Hide
284 Matches
29,245
My Wallet
Find it Fast.
Keep it Affordable.
Get My Kelley Blue Book® Car Value
$
Based on 4.5% APR for mos.Update Settings
5,400
10,700
Advertisement
Advertisement
Advertisement
19,995
Similar Vehicles for Sale
- Used Toyota Highlander Hybrid for Sale51 for sale
- Used Toyota Highlander Vehicles with AWD/4WD for Sale243 for sale
- Used Toyota Highlander for Sale Under $10,00025 for sale
- Used Toyota Highlander for Sale Under $20,00058 for sale
- Used Toyota Highlander for Sale by Owner4 for sale
- Used Toyota Highlander with 3rd Row Seats for Sale266 for sale
- Used Green Toyota Highlander for Sale2 for sale
- Used Toyota Highlander for Sale Under $25,00094 for sale
- Used Red Toyota Highlander for Sale15 for sale
- Used White Toyota Highlander for Sale33 for sale
- Used Black Toyota Highlander for Sale71 for sale
- Used Toyota Highlander for Sale Under $15,00036 for sale
- Best Toyota Highlander Deals53 for sale
View All Similar Vehicles
Toyota Highlander for Sale by Year
- 2025 Toyota Highlander For Sale22 for sale starting at $35,294
- 2024 Toyota Highlander For Sale40 for sale starting at $29,590
- 2023 Toyota Highlander For Sale31 for sale starting at $29,588
- 2022 Toyota Highlander For Sale28 for sale starting at $27,353
- 2021 Toyota Highlander For Sale30 for sale starting at $22,995
- 2020 Toyota Highlander For Sale12 for sale starting at $23,177
- 2019 Toyota Highlander For Sale26 for sale starting at $16,983
- 2018 Toyota Highlander For Sale18 for sale starting at $15,999
- 2017 Toyota Highlander For Sale18 for sale starting at $16,295
- 2016 Toyota Highlander For Sale12 for sale starting at $18,422
- 2015 Toyota Highlander For Sale6 for sale starting at $14,488
- 2008 Toyota Highlander For Sale6 for sale starting at $4,000
Used Toyota Highlander for Sale by Trim
- Used Toyota Highlander XLE For Sale107 for sale starting at $14,999
- Used Toyota Highlander LE For Sale50 for sale starting at $19,000
- Used Toyota Highlander Limited For Sale45 for sale starting at $3,700
- Used Toyota Highlander Platinum For Sale25 for sale starting at $30,900
- Used Toyota Highlander Limited Platinum For Sale11 for sale starting at $18,995
- Used Toyota Highlander XSE For Sale10 for sale starting at $29,995
- Used Toyota Highlander SE For Sale9 for sale starting at $8,995
- Used Toyota Highlander Plus For Sale7 for sale starting at $16,295
- Used Toyota Highlander L For Sale3 for sale starting at $25,705
View All Trims
Used Toyota Highlander in Nearby Cities
- Used Toyota Highlander For Sale in Rockford60 for sale
- Used Toyota Highlander For Sale in Peoria38 for sale