Used Toyota Highlander for Sale Under $40,000 NearItasca, IL
299 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 33,613
- Stock #:
- P21793
- VIN:
- 5TDKDRBH1PS002822
Sponsored by Elgin Toyota
2023 Toyota Highlander
XSE AWD
33,613 mi
Streamwood, IL
11 mi away
Great Deal
$37,558
- Year:
- 2008
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Salsa Red Pearl
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 134,146
- Stock #:
- S261110A
- VIN:
- JTEES41A382017661
New arrival
Sponsored Listing
2008 Toyota Highlander
Base 4WD
134,146 mi
Joliet, IL
30 mi away
Fair Deal
$10,410
- 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:
- Gray
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 160,079
- Stock #:
- PS101714A
- VIN:
- 5TDDK3EH4DS220420
New arrival
Sponsored Listing
2013 Toyota Highlander
Limited AWD
160,079 mi
Palatine, IL
12 mi away
Fair Deal
$14,882
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,104
- Stock #:
- P7352
- VIN:
- 5TDKDRBH5SS583265
2025 Toyota Highlander
XSE AWD
25,104 mi
Calumet City, IL
34 mi away
Great Deal
$39,744
- 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:
- 106,302
- Stock #:
- 7-007-6
- VIN:
- 5TDJZRFH0JS561342
New arrival
2018 Toyota Highlander
XLE AWD
106,302 mi
Burbank, IL
21 mi away
Great Deal
$18,995
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 67,106
- Stock #:
- GM6740A
- VIN:
- 5TDGZRAH5NS135802
2022 Toyota Highlander
XLE FWD
67,106 mi
Niles, IL
11 mi away
Fair Deal
$30,685
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 104,999
- Stock #:
- TE153743A
- VIN:
- 5TDGZRBH0MS135963
2021 Toyota Highlander
XLE AWD
104,999 mi
Bristol, WI
41 mi away
Good Deal
$26,171
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,411
- Stock #:
- P7323
- VIN:
- 5TDKDRBH1PS028983
2023 Toyota Highlander
XLE AWD
49,411 mi
Calumet City, IL
34 mi away
Good Deal
$34,676
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,267
- Stock #:
- S260611A
- VIN:
- 5TDDZRBH4LS007095
2020 Toyota Highlander
Limited AWD
41,267 mi
Elgin, IL
18 mi away
Fair Deal
$35,903
- 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:
- Silver Sky Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 131,962
- Stock #:
- 3250326C
- VIN:
- 5TDDKRFH3FS166290
2015 Toyota Highlander
Limited AWD
131,962 mi
Elgin, IL
12 mi away
Great Deal
$16,403
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,311
- Stock #:
- Z5548
- VIN:
- 5TDGZRAH9NS556535
2022 Toyota Highlander
XLE FWD
46,311 mi
Riverside, IL
14 mi away
Good Deal
$33,494
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Pearl White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 92,923
- Stock #:
- 3731
- VIN:
- 5TDKZRFH2JS541551
New arrival
2018 Toyota Highlander
XLE
92,923 mi
Chicago, IL
14 mi away
Great Deal
$19,995
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cockpit Red
- Transmission:
- Automatic
- Mileage:
- 46,177
- Stock #:
- B49503A
- VIN:
- 5TDJZRBH5NS177505
2022 Toyota Highlander
XSE AWD
46,177 mi
Naperville, IL
16 mi away
Good Deal
$36,690
- 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:
- White (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 188,861
- Stock #:
- T0010A
- VIN:
- 5TDJKRFH6GS308720
New arrival
2016 Toyota Highlander
XLE AWD
188,861 mi
Lincolnwood, IL
14 mi away
Fair Deal
$14,168
- 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:
- 134,554
- Stock #:
- A25989B
- VIN:
- 5TDDZRFH6JS877387
2018 Toyota Highlander
Limited Platinum AWD
134,554 mi
Hoffman Estates, IL
7 mi away
Fair Deal
$22,358
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 65,579
- Stock #:
- P3694A
- VIN:
- 5TDJZRFH6KS980331
2019 Toyota Highlander
SE AWD
65,579 mi
Roselle, IL
3 mi away
Good Deal
$27,411
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,796
- Stock #:
- X0261061A
- VIN:
- 5TDKDRBHXPS527443
2023 Toyota Highlander
Limited AWD
47,796 mi
Schaumburg, IL
6 mi away
Good Deal
$38,301
- 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:
- Blue
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 36,979
- Stock #:
- 62323
- VIN:
- 5TDKDRAH1SS552015
Price drop
-$1,378
2025 Toyota Highlander
LE FWD
36,979 mi
Des Plaines, IL
7 mi away
Good Deal
$34,699
$33,699
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 108,210
- Stock #:
- 28207193
- VIN:
- 5TDYKRFH9GS149223
2016 Toyota Highlander
Limited
108,210 mi
Store transfer to Schaumburg, IL
Price includes $999 shipping
Fair Deal
$21,997
- 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:
- Black
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 26,011
- Stock #:
- 62028
- VIN:
- 5TDKDRAH1SS553889
Price drop
-$1,529
2025 Toyota Highlander
LE FWD
26,011 mi
Des Plaines, IL
7 mi away
Good Deal
$35,749
$34,598
- 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:
- White (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 118,427
- Stock #:
- P7239A
- VIN:
- 5TDDKRFH9GS336251
Price drop
-$1,745
2016 Toyota Highlander
Limited AWD
118,427 mi
Schererville, IN
43 mi away
Fair Deal
$20,984
$19,799
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,619
- Stock #:
- BC2311
- VIN:
- 5TDBZRBH7NS594421
2022 Toyota Highlander
LE AWD
46,619 mi
North Riverside, IL
14 mi away
Fair Deal
$31,524
- Year:
- 2014
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 85,319
- Stock #:
- AZ3686
- VIN:
- 5TDJKRFH8ES042565
2014 Toyota Highlander
XLE AWD
85,319 mi
Lake Forest, IL
21 mi away
Good Deal
$19,946
- 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:
- Classic Silver Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic
- Mileage:
- 173,000
- Stock #:
- T26-541A
- VIN:
- 5TDBK3EH3CS174388
New arrival
Sponsored Listing
2012 Toyota Highlander
SE AWD
173,000 mi
Dekalb, IL
37 mi away
Fair Deal
$11,055
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