Used Toyota Highlander for Sale with Tow Package inChicago, IL
89 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 509
- Stock #:
- 13135P
- VIN:
- 5TDKDRBH7TS614176
Sponsored by McGrath Elmhurst Toyota
2026 Toyota Highlander
Limited AWD
509 mi
Elmhurst, IL
17 mi away
Fair Deal
$54,366
- 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:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 133,396
- Stock #:
- STK173603
- VIN:
- 5TDBK3EH9CS173603
Sponsored Listing
2012 Toyota Highlander
SE AWD
133,396 mi
Addison, IL
19 mi away
Fair Deal
$14,362
- 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:
- 92,410
- Stock #:
- 573369
- VIN:
- 5TDJZRFH1KS573369
Sponsored Listing
2019 Toyota Highlander
SE AWD
92,410 mi
Elgin, IL
35 mi away
Good Deal
$23,967
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,369
- Stock #:
- 192398
- VIN:
- 5TDZZRFH4HS192398
New arrival
2017 Toyota Highlander
LE Plus
96,369 mi
Home delivery from Marietta, GA
Price includes $856 shipping
Good Deal
$19,526
- 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:
- 92,410
- Stock #:
- 573369
- VIN:
- 5TDJZRFH1KS573369
2019 Toyota Highlander
SE AWD
92,410 mi
Elgin, IL
35 mi away
Good Deal
$23,967
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black w/Silver Stitching
- Transmission:
- Automatic
- Mileage:
- 109,447
- Stock #:
- PH2084
- VIN:
- 5TDJZRFH1JS548762
2018 Toyota Highlander
SE AWD
109,447 mi
Palos Hills, IL
16 mi away
Fair Deal
$22,155
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Cypress Pearl
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- Automatic
- Mileage:
- 204,167
- Stock #:
- E362
- VIN:
- 5TDZK3EH8DS108516
2013 Toyota Highlander
SE FWD
204,167 mi
Addison, IL
20 mi away
Fair Deal
$9,350
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 94,509
- Stock #:
- P6245
- VIN:
- 5TDJZRFH5HS514785
Price drop
-$1,346
2017 Toyota Highlander
XLE AWD
94,509 mi
Home delivery from O'Fallon, MO
Price includes $530 shipping
Fair Deal
$23,809
$22,463
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 509
- Stock #:
- 13135P
- VIN:
- 5TDKDRBH7TS614176
2026 Toyota Highlander
Limited AWD
509 mi
Elmhurst, IL
17 mi away
Fair Deal
$54,366
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 112,262
- Stock #:
- P048519
- VIN:
- 5TDKKRFH1FS048519
New arrival
2015 Toyota Highlander
XLE
112,262 mi
Home delivery from Owensboro, KY
Price includes $287 shipping
Good Deal
$16,885
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 132,123
- Stock #:
- RO6159
- VIN:
- 5TDJKRFH5FS155858
New arrival
2015 Toyota Highlander
XLE
132,123 mi
Home delivery from Harrisonville, MO
Price includes $419 shipping
Fair Deal
$18,143
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,307
- Stock #:
- P18295
- VIN:
- 5TDKDRBH6RS568431
2024 Toyota Highlander
XLE AWD
43,307 mi
Downers Grove, IL
22 mi away
Fair Deal
$39,303
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 115,752
- Stock #:
- D2019
- VIN:
- 5TDJZRFH2JS556997
2018 Toyota Highlander
SE AWD
115,752 mi
Addison, IL
20 mi away
Good Deal
$20,600
- 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:
- Moon Dust
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,802
- Stock #:
- 7143
- VIN:
- 5TDGZRAH4MS087143
2021 Toyota Highlander
XLE FWD
57,802 mi
Home delivery from Rancho Cordova, CA
Price includes $1,330 shipping
Good Deal
$29,400
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 169,048
- Stock #:
- P060833
- VIN:
- 5TDZARFH7KS060833
2019 Toyota Highlander
LE FWD
169,048 mi
Home delivery from Owensboro, KY
Price includes $287 shipping
Great Deal
$14,386
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 152,615
- Stock #:
- 109100
- VIN:
- 5TDDKRFH6FS109100
2015 Toyota Highlander
Limited AWD
152,615 mi
Home delivery from Fredericksburg, VA
Price includes $890 shipping
Fair Deal
$15,688
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic
- Mileage:
- 65,770
- Stock #:
- 283935
- VIN:
- 5TDJKRFHXGS283935
New arrival
2016 Toyota Highlander
XLE AWD
65,770 mi
Gurnee, IL
37 mi away
Fair Deal
$24,755
- 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:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 133,396
- Stock #:
- STK173603
- VIN:
- 5TDBK3EH9CS173603
2012 Toyota Highlander
SE AWD
133,396 mi
Addison, IL
19 mi away
Fair Deal
$14,362
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 92,019
- Stock #:
- JS912795A
- VIN:
- 5TDDZRFH0JS912795
New arrival
2018 Toyota Highlander
Limited AWD
92,019 mi
Home delivery from Portage, MI
Price includes $161 shipping
Fair Deal
$25,457
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 106,245
- Stock #:
- C511101
- VIN:
- 5TDJZRFH0HS511101
2017 Toyota Highlander
XLE AWD
106,245 mi
Home delivery from Lynnwood, WA
Price includes $1,212 shipping
Fair Deal
$21,411
- 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:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 151,860
- Stock #:
- 840578
- VIN:
- 5TDDZRFH4JS840578
2018 Toyota Highlander
Limited AWD
151,860 mi
Naperville, IL
33 mi away
Good Deal
$19,265
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,130
- Stock #:
- B11283
- VIN:
- 5TDGZRBH7LS522282
2020 Toyota Highlander
XLE AWD
33,130 mi
Home delivery from Bellingham, WA
Price includes $2,614 shipping
Fair Deal
$33,314
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,917
- Stock #:
- VW1335A
- VIN:
- 5TDKDRBH4SS589154
2025 Toyota Highlander
Platinum AWD
21,917 mi
Home delivery from Peoria, IL
Price includes $200 shipping
Fair Deal
$49,278
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic
- Mileage:
- 65,770
- Stock #:
- 283935
- VIN:
- 5TDJKRFHXGS283935
New arrival
Sponsored Listing
2016 Toyota Highlander
XLE AWD
65,770 mi
Gurnee, IL
37 mi away
Fair Deal
$24,755
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