Used Toyota Highlander for Sale with Low Mileage inChicago, IL
217 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 15,210
- Stock #:
- RT66444
- VIN:
- 5TDKDRBHXSS591121
Sponsored by Elgin Toyota
2025 Toyota Highlander
XLE AWD
15,210 mi
Streamwood, IL
32 mi away
Fair Deal
$44,558
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 24,299
- Stock #:
- 21027418T
- VIN:
- 5TDKDRBH9PS027418
Sponsored Listing
2023 Toyota Highlander
XSE AWD
24,299 mi
Highland, IN
25 mi away
Good Deal
$40,473
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,677
- Stock #:
- T0073
- VIN:
- 5TDKDRBH7TS605008
Sponsored Listing
2026 Toyota Highlander
XLE AWD
19,677 mi
Lincolnwood, IL
11 mi away
Good Deal
$47,080
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 20,380
- Stock #:
- 70266187
- VIN:
- 5TDGZRBH3NS175665
Price drop
-$1,000
2022 Toyota Highlander
XLE AWD
20,380 mi
Store transfer to Oak Lawn, IL
Price includes $349 shipping
Fair Deal
$39,347
$38,347
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 32,630
- Stock #:
- F44528A
- VIN:
- 5TDBZRFH3JS488987
Price drop
-$600
2018 Toyota Highlander
LE Plus AWD
32,630 mi
Glenview, IL
17 mi away
Good Deal
$27,123
$26,523
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,500
- Stock #:
- 57476900
- VIN:
- 5TDKDRBH7RS574769
Price drop
-$4,500
2024 Toyota Highlander
XSE AWD
40,500 mi
Calumet City, IL
19 mi away
Good Deal
$43,816
$39,316
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,874
- Stock #:
- 23407P
- VIN:
- 5TDKDRAH7SS554089
2025 Toyota Highlander
LE FWD
31,874 mi
Homewood, IL
22 mi away
Great Deal
$33,192
- 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:
- Brown
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,107
- Stock #:
- H261731A
- VIN:
- 5TDJZRFH8HS432971
New arrival
2017 Toyota Highlander
XLE AWD
25,107 mi
Crystal Lake, IL
45 mi away
Good Deal
$28,411
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,618
- Stock #:
- P6513
- VIN:
- 5TDKDRBH9PS522377
2023 Toyota Highlander
XLE AWD
17,618 mi
Chicago, IL
7 mi away
Good Deal
$38,145
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-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:
- 12,658
- Stock #:
- TP186
- VIN:
- 5TDKDRAH8SS555395
Price drop
-$1,289
2025 Toyota Highlander
XLE FWD
12,658 mi
Chicago, IL
2 mi away
Great Deal
$41,900
$40,611
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,227
- Stock #:
- TR44647
- VIN:
- 5TDKDRBH0TS602788
2026 Toyota Highlander
XSE AWD
11,227 mi
Elmhurst, IL
17 mi away
Fair Deal
$50,376
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 9,275
- Stock #:
- N23916
- VIN:
- 5TDKDRBH7SS584286
2025 Toyota Highlander
XSE AWD
9,275 mi
Chicago, IL
6 mi away
Good Deal
$42,935
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,627
- Stock #:
- KC0308A
- VIN:
- 5TDKDRAH6RS531915
2024 Toyota Highlander
XSE FWD
18,627 mi
Lincolnwood, IL
10 mi away
Great Deal
$37,568
- 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:
- Gray
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 23,971
- Stock #:
- RA2663A
- VIN:
- 5TDKDRAH2PS517961
2023 Toyota Highlander
L FWD
23,971 mi
Home delivery from Muscatine, IA
Price includes $360 shipping
Good Deal
$30,355
- 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:
- 43,308
- Stock #:
- P18295
- VIN:
- 5TDKDRBH6RS568431
2024 Toyota Highlander
XLE AWD
43,308 mi
Downers Grove, IL
22 mi away
Fair Deal
$37,963
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 37,282
- Stock #:
- P17217
- VIN:
- 5TDJZRBH2NS223033
2022 Toyota Highlander
XSE AWD
37,282 mi
Chicago, IL
8 mi away
Good Deal
$36,403
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,905
- Stock #:
- 13225P
- VIN:
- 5TDKDRBH2RS569219
2024 Toyota Highlander
XLE AWD
44,905 mi
Elmhurst, IL
17 mi away
Fair Deal
$39,022
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,777
- Stock #:
- E3048A
- VIN:
- 5TDKDRBHXRS539367
2024 Toyota Highlander
Limited AWD
40,777 mi
Westmont, IL
18 mi away
Fair Deal
$42,373
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,677
- Stock #:
- B8G546240
- VIN:
- 5TDKDRBHXRS546240
2024 Toyota Highlander
Limited AWD
12,677 mi
Merrillville, IN
33 mi away
Good Deal
$45,056
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,617
- Stock #:
- XBP8698
- VIN:
- 5TDKDRBH2PS036882
2023 Toyota Highlander
LE AWD
36,617 mi
Libertyville, IL
30 mi away
Fair Deal
$34,312
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 24,299
- Stock #:
- 21027418T
- VIN:
- 5TDKDRBH9PS027418
2023 Toyota Highlander
XSE AWD
24,299 mi
Highland, IN
25 mi away
Good Deal
$40,473
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,380
- Stock #:
- P01168
- VIN:
- 5TDKDRAH3PS509125
Price drop
-$714
2023 Toyota Highlander
LE FWD
33,380 mi
Crystal Lake, IL
43 mi away
Good Deal
$32,117
$31,403
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,551
- Stock #:
- VA9862
- VIN:
- 5TDKDRBH0PS008188
2023 Toyota Highlander
XLE AWD
41,551 mi
Naperville, IL
30 mi away
Fair Deal
$36,904
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 19,890
- Stock #:
- RT66136
- VIN:
- 5TDKDRBH9SS589764
Sponsored Listing
2025 Toyota Highlander
XLE AWD
19,890 mi
Streamwood, IL
32 mi away
Good Deal
$44,158
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