Used Red Toyota Highlander for Sale inChicago, IL
54 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 95,169
- Stock #:
- 13810
- VIN:
- 5TDZZRAH3MS074862
Sponsored by Kennedy Auto Finance
2021 Toyota Highlander
LE FWD
95,169 mi
Hammond, IN
21 mi away
Fair Deal
$24,145
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,748
- Stock #:
- T26280A
- VIN:
- 5TDBZRBHXNS584370
Sponsored Listing
2022 Toyota Highlander
LE AWD
56,748 mi
Chicago, IL
8 mi away
Great Deal
$28,866
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Red (Burgundy)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 5-Speed Automatic
- Mileage:
- 106,961
- Stock #:
- 268339
- VIN:
- 5TDDK3EH8DS268339
Sponsored Listing
2013 Toyota Highlander
Limited AWD
106,961 mi
Gurnee, IL
37 mi away
Fair Deal
$17,921
- Year:
- 2008
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Salsa red pearl
- Fuel type:
- Gasoline
- Interior color:
- Black and gray
- Transmission:
- 5-Speed Automatic
- Mileage:
- 115,095
- Stock #:
- 11979
- VIN:
- JTEDS41A382010642
New arrival
2008 Toyota Highlander
Base
115,095 mi
Elmhurst, IL
17 mi away
Fair Deal
$9,363
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Salsa Red Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,457
- Stock #:
- J5385A
- VIN:
- 5TDJZRFH9KS609860
2019 Toyota Highlander
SE AWD
97,457 mi
Naperville, IL
30 mi away
Great Deal
$22,890
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,748
- Stock #:
- T26280A
- VIN:
- 5TDBZRBHXNS584370
2022 Toyota Highlander
LE AWD
56,748 mi
Chicago, IL
8 mi away
Great Deal
$28,866
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Red (Burgundy)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 132,854
- Stock #:
- 101799
- VIN:
- 5TDJKRFH9FS101799
2015 Toyota Highlander
XLE
132,854 mi
Home delivery from Carlstadt, NJ
Price includes $1,059 shipping
Fair Deal
$17,453
- Year:
- 2011
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Red (Sizzling Crimson Mica)
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 193,309
- Stock #:
- E336
- VIN:
- 5TDBK3EH5BS052680
2011 Toyota Highlander
SE V6 4WD
193,309 mi
Addison, IL
20 mi away
Good Deal
$7,850
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,052
- Stock #:
- 13012P
- VIN:
- 5TDFZRAH4MS048323
2021 Toyota Highlander
Platinum FWD
63,052 mi
Elmhurst, IL
17 mi away
Good Deal
$34,866
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,662
- Stock #:
- WYC-562432
- VIN:
- 5TDDZRBH5NS562432
2022 Toyota Highlander
Limited AWD
88,662 mi
Waukegan, IL
35 mi away
Fair Deal
$32,999
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Salsa Red Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,248
- Stock #:
- 549106W
- VIN:
- 5TDJZRFH4JS800083
New arrival
2018 Toyota Highlander
XLE AWD
37,248 mi
Chicago, IL
2 mi away
Good Deal
$28,413
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,629
- Stock #:
- 55580
- VIN:
- 5TDJZRFH6KS628124
New arrival
2019 Toyota Highlander
SE AWD
76,629 mi
Home delivery from Denver, CO
Price includes $1,148 shipping
Fair Deal
$28,138
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 108,290
- Stock #:
- 30269
- VIN:
- 5TDKZRFH7HS230269
New arrival
2017 Toyota Highlander
XLE
108,290 mi
Home delivery from Gallatin, TN
Price includes $384 shipping
Good Deal
$20,873
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 52,949
- Stock #:
- 28910697
- VIN:
- 5TDKDRBH7PS523656
2023 Toyota Highlander
Limited AWD
52,949 mi
Store transfer to Oak Lawn, IL
Price includes $399 shipping
Fair Deal
$39,397
- Year:
- 2007
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 215 hp 3.3L V6
- Exterior color:
- Red
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- Automatic
- Mileage:
- 142,195
- Stock #:
- 301
- VIN:
- JTEDP21A470141417
New arrival
2007 Toyota Highlander
142,195 mi
Villa Park, IL
18 mi away
Fair Deal
$8,110
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,028
- Stock #:
- SP533798
- VIN:
- 5TDKDRBH7RS533798
2024 Toyota Highlander
XSE AWD
16,028 mi
Home delivery from South Amboy, NJ
Price includes $1,400 shipping
Fair Deal
$45,285
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 44,498
- Stock #:
- 5037
- VIN:
- 5TDJZRFH2KS932115
2019 Toyota Highlander
XLE AWD
44,498 mi
Arlington Heights, IL
23 mi away
Good Deal
$28,795
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,223
- Stock #:
- MX4845
- VIN:
- 5TDDZRBH0MS065013
Price drop
-$1,079
2021 Toyota Highlander
Limited AWD
85,223 mi
Home delivery from Michigan Center, MI
Price includes $308 shipping
Good Deal
$30,576
$29,497
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 95,169
- Stock #:
- 13810
- VIN:
- 5TDZZRAH3MS074862
2021 Toyota Highlander
LE FWD
95,169 mi
Hammond, IN
21 mi away
Fair Deal
$24,145
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,188
- Stock #:
- 3006
- VIN:
- 5TDJZRBH3MS059466
2021 Toyota Highlander
XSE AWD
87,188 mi
Home delivery from Louisville, KY
Price includes $548 shipping
Fair Deal
$30,556
- Year:
- 2012
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Red (Burgundy)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 5-Speed Automatic
- Mileage:
- 165,907
- Stock #:
- 141413PAM
- VIN:
- 5TDBK3EH9CS141413
2012 Toyota Highlander
SE AWD
165,907 mi
Home delivery from Stafford, VA
Price includes $886 shipping
Good Deal
$10,670
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,895
- Stock #:
- 6168
- VIN:
- 5TDKDRAH5PS507764
Price drop
-$960
2023 Toyota Highlander
XSE FWD
77,895 mi
Home delivery from Jacksonville, FL
Price includes $866 shipping
Good Deal
$34,058
$33,098
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,292
- Stock #:
- 7550
- VIN:
- 5TDHZRBH8MS548864
New arrival
2021 Toyota Highlander
XLE AWD
30,292 mi
Home delivery from Albuquerque, NM
Price includes $676 shipping
Fair Deal
$34,626
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,662
- Stock #:
- WYC-562432
- VIN:
- 5TDDZRBH5NS562432
Sponsored Listing
2022 Toyota Highlander
Limited AWD
88,662 mi
Waukegan, IL
35 mi away
Fair Deal
$32,999
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