Used Toyota Highlander for Sale Under $40,000 NearOswego, IL
263 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
Sponsored by Honda City Chicago
2023 Toyota Highlander
XLE AWD
17,618 mi
Chicago, IL
33 mi away
Good Deal
$38,145
- Year:
- 2012
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Exterior color:
- Brown (Beige)
- Interior color:
- Brown (Beige)
- Mileage:
- 97,900
- Stock #:
- 028403
- VIN:
- 5TDZA3EH9CS028403
Sponsored Listing
2012 Toyota Highlander
SE
97,900 mi
Westchester, IL
26 mi away
Good Deal
$12,935
- 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
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,415
- Stock #:
- 3748
- VIN:
- 5TDKDRBH7PS000573
Sponsored Listing
2023 Toyota Highlander
XSE AWD
24,415 mi
Chicago, IL
35 mi away
Good Deal
$37,995
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,883
- Stock #:
- 7985A
- VIN:
- 5TDHZRBH2MS555101
New arrival
2021 Toyota Highlander
XLE AWD
58,883 mi
Calumet City, IL
40 mi away
Fair Deal
$31,350
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 121,440
- Stock #:
- EHP10045A
- VIN:
- 5TDBK3EH3DS207729
2013 Toyota Highlander
SE AWD
121,440 mi
Elmhurst, IL
27 mi away
Good Deal
$13,327
- 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 (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,997
- Stock #:
- 36155A
- VIN:
- 5TDDZRFH9HS389061
Price drop
-$900
2017 Toyota Highlander
Limited Platinum AWD
78,997 mi
Oak Lawn, IL
31 mi away
Great Deal
$24,630
$23,730
- 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:
- Gray
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 51,886
- Stock #:
- 70223023
- VIN:
- 5TDKDRAH2RS530745
New arrival
2024 Toyota Highlander
XSE FWD
51,886 mi
Store transfer to Naperville, IL
Price includes $1,099 shipping
Fair Deal
$37,097
- 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:
- Moon Dust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,822
- Stock #:
- 261067A
- VIN:
- 5TDGZRBH6MS058760
New arrival
2021 Toyota Highlander
XLE AWD
41,822 mi
Naperville, IL
10 mi away
Fair Deal
$33,998
- 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:
- Jade Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,122
- Stock #:
- 26216-1
- VIN:
- 5TDJZRFHXJS870722
2018 Toyota Highlander
XLE AWD
96,122 mi
North Aurora, IL
10 mi away
Good Deal
$21,728
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 87,753
- Stock #:
- EHP10002
- VIN:
- 5TDDKRFH7GS354683
New arrival
2016 Toyota Highlander
Limited AWD
87,753 mi
Elmhurst, IL
27 mi away
Good Deal
$21,337
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,468
- Stock #:
- XBP8712
- VIN:
- 5TDDZRBH2LS013493
2020 Toyota Highlander
Limited AWD
55,468 mi
Libertyville, IL
45 mi away
Fair Deal
$32,688
- 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
2018 Toyota Highlander
LE Plus AWD
32,630 mi
Glenview, IL
40 mi away
Good Deal
$26,523
- 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:
- Gray
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red (BURGUNDY)
- Transmission:
- Automatic
- Mileage:
- 38,176
- Stock #:
- 70180049
- VIN:
- 5TDKDRAH4RS544713
Price drop
-$1,000
2024 Toyota Highlander
XSE FWD
38,176 mi
Store transfer to Naperville, IL
Price includes $649 shipping
Good Deal
$39,647
$38,647
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 103,028
- Stock #:
- P6279
- VIN:
- 5TDJZRFH4KS707792
2019 Toyota Highlander
XLE AWD
103,028 mi
Elmhurst, IL
27 mi away
Good Deal
$21,860
- 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:
- Toasted Walnut Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,112
- Stock #:
- XBP8747
- VIN:
- 5TDJZRFH7KS969239
New arrival
2019 Toyota Highlander
XLE AWD
65,112 mi
Libertyville, IL
45 mi away
Fair Deal
$27,527
- 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:
- Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 80,229
- Stock #:
- T06337XA
- VIN:
- 5TDGZRBH6NS583903
Price drop
-$1,000
2022 Toyota Highlander
XLE AWD
80,229 mi
Bourbonnais, IL
42 mi away
Great Deal
$28,746
$27,746
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,832
- Stock #:
- 66-309A
- VIN:
- 5TDGZRBH6MS551757
2021 Toyota Highlander
XLE AWD
31,832 mi
Northbrook, IL
43 mi away
Fair Deal
$34,342
- 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:
- White
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,058
- Stock #:
- 10690
- VIN:
- 5TDKDRAH1PS020268
2023 Toyota Highlander
LE FWD
69,058 mi
Highland, IN
45 mi away
Fair Deal
$29,228
- 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 (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,243
- Stock #:
- XBP8636
- VIN:
- 5TDLZRBH4MS061221
2021 Toyota Highlander
XSE AWD
63,243 mi
Libertyville, IL
45 mi away
Good Deal
$32,656
- 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:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 105,932
- Stock #:
- F260771A
- VIN:
- 5TDDZRFH1KS925833
2019 Toyota Highlander
Limited Platinum AWD
105,932 mi
Saint Charles, IL
18 mi away
Fair Deal
$25,963
- 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:
- Silver
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 5-Speed Automatic
- Mileage:
- 167,970
- Stock #:
- U26413
- VIN:
- 5TDZK3EH1DS125089
New arrival
2013 Toyota Highlander
FWD
167,970 mi
Braidwood, IL
28 mi away
Fair Deal
$10,232
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 61,597
- Stock #:
- PM3900
- VIN:
- 5TDGZRBH0MS060441
New arrival
2021 Toyota Highlander
XLE AWD
61,597 mi
Morton Grove, IL
38 mi away
Good Deal
$30,410
- 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 (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black w/Silver Stitching
- Transmission:
- 8-Speed Automatic
- Mileage:
- 105,361
- VIN:
- 5TDJZRFHXHS464658
Price drop
-$1,000
2017 Toyota Highlander
SE AWD
105,361 mi
West Chicago, IL
18 mi away
Good Deal
$21,722
$20,722
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,182
- Stock #:
- 161042A
- VIN:
- 5TDFZRBH6MS080186
Sponsored Listing
2021 Toyota Highlander
Platinum AWD
59,182 mi
Barrington, IL
29 mi away
Fair Deal
$35,912
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