Used Toyota Highlander for Sale nearChicago, IL
56 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 256
- Stock #:
- 13136P
- VIN:
- 5TDKDRBH2TS596069
Sponsored by McGrath Elmhurst Toyota
2026 Toyota Highlander
Platinum AWD
256 mi
Elmhurst, IL
17 mi away
Good Deal
$54,744
- 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
$46,429
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 21,421
- Stock #:
- RT67280
- VIN:
- 5TDKDRBH4TS599412
Sponsored Listing
2026 Toyota Highlander
Platinum AWD
21,421 mi
Streamwood, IL
32 mi away
Good Deal
$52,358
- 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:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- Automatic
- Mileage:
- 8
- Stock #:
- T29556
- VIN:
- 5TDKDRBH2TS621844
2026 Toyota Highlander
Platinum AWD
Waukegan, IL
36 mi away
New car
TSRP $58,866
$55,137
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8
- Stock #:
- 8066
- VIN:
- 5TDKDRBH2TS623223
2026 Toyota Highlander
Platinum AWD
Calumet City, IL
19 mi away
New car
TSRP $56,667
$55,377
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 35,911
- Stock #:
- TN26453
- VIN:
- 5TDKDRBH1TS599111
2026 Toyota Highlander
Platinum AWD
35,911 mi
Hodgkins, IL
15 mi away
Good Deal
$48,841
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- T0F623073
- VIN:
- 5TDKDRBH9TS623073
2026 Toyota Highlander
Platinum AWD
Home delivery from Davenport, IA
Price includes $225 shipping
New car
TSRP $56,383
$56,788
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,372
- Stock #:
- P10336
- VIN:
- 5TDKDRBH9TS605656
Price drop
-$1,000
2026 Toyota Highlander
XLE AWD
16,372 mi
Tinley Park, IL
22 mi away
Good Deal
$48,377
$47,377
- 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 1
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Mileage:
- 0
- Stock #:
- TA48A212
- VIN:
- 5TDKDRBH9TS48A212
2026 Toyota Highlander
XLE AWD
Home delivery from Delaware, OH
Price includes $395 shipping
New car
TSRP $48,913
$50,204
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,375
- Stock #:
- PML3181
- VIN:
- 5TDKDRBH5TS620445
2026 Toyota Highlander
Limited AWD
1,375 mi
Merrillville, IN
31 mi away
Fair Deal
$53,735
- Year:
- 2026
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- B0X620828
- VIN:
- 5TDKDRBHXTS620828
2026 Toyota Highlander
XSE AWD
Merrillville, IN
33 mi away
New car
TSRP $52,833
$53,094
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2
- Stock #:
- T619977
- VIN:
- 5TDKDRBH0TS619977
2026 Toyota Highlander
Platinum AWD
Chicago, IL
2 mi away
New car
TSRP $57,142
$57,554
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- 6921712
- VIN:
- 5TDKDRBH7TS621712
2026 Toyota Highlander
Platinum AWD
Chicago, IL
7 mi away
New car
TSRP $59,305
$57,991
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 256
- Stock #:
- 13136P
- VIN:
- 5TDKDRBH2TS596069
2026 Toyota Highlander
Platinum AWD
256 mi
Elmhurst, IL
17 mi away
Good Deal
$54,744
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS47A009
- VIN:
- 5TDKDRBH6TS47A009
2026 Toyota Highlander
Limited AWD
Libertyville, IL
31 mi away
New car
TSRP $56,306
$56,684
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2
- Stock #:
- T615571
- VIN:
- 5TDKDRBH7TS615571
2026 Toyota Highlander
Platinum AWD
Chicago, IL
2 mi away
New car
TSRP $56,333
$56,745
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- TA6572
- VIN:
- 5TDKDRBH4TS621943
2026 Toyota Highlander
Platinum AWD
Home delivery from Ottawa, IL
Price includes $73 shipping
New car
TSRP $57,616
$58,102
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 21,421
- Stock #:
- RT67280
- VIN:
- 5TDKDRBH4TS599412
2026 Toyota Highlander
Platinum AWD
21,421 mi
Streamwood, IL
32 mi away
Good Deal
$52,358
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- 6915078
- VIN:
- 5TDKDRBH1TS615078
2026 Toyota Highlander
Platinum AWD
Chicago, IL
7 mi away
New car
TSRP $57,727
$58,104
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 18,997
- Stock #:
- TN26545
- VIN:
- 5TDKDRBH9TS602188
2026 Toyota Highlander
XSE AWD
18,997 mi
Hodgkins, IL
15 mi away
Good Deal
$48,341
- Year:
- 2026
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 8
- Stock #:
- R0F622584
- VIN:
- 5TDKDRBH7TS622584
2026 Toyota Highlander
Limited AWD
Northbrook, IL
19 mi away
New car
TSRP $57,170
No Price Listed
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,215
- Stock #:
- XX7661
- VIN:
- 5TDKDRBH6TS601323
2026 Toyota Highlander
XLE AWD
22,215 mi
Crystal Lake, IL
42 mi away
Fair Deal
$48,077
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- N33517
- VIN:
- 5TDKDRBH3TS615390
2026 Toyota Highlander
Platinum AWD
Chicago, IL
8 mi away
New car
TSRP $56,333
$56,746
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,133
- Stock #:
- XX7660
- VIN:
- 5TDKDRBH7TS602173
Sponsored Listing
2026 Toyota Highlander
XLE AWD
22,133 mi
Crystal Lake, IL
42 mi away
Fair Deal
$48,077
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 256
- Stock #:
- 13136P
- VIN:
- 5TDKDRBH2TS596069
Sponsored by McGrath Elmhurst Toyota
2026 Toyota Highlander
Platinum AWD
256 mi
Elmhurst, IL
17 mi away
Good Deal
$54,744
- 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
$46,429
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 21,421
- Stock #:
- RT67280
- VIN:
- 5TDKDRBH4TS599412
Sponsored Listing
2026 Toyota Highlander
Platinum AWD
21,421 mi
Streamwood, IL
32 mi away
Good Deal
$52,358
- 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:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- Automatic
- Mileage:
- 8
- Stock #:
- T29556
- VIN:
- 5TDKDRBH2TS621844
2026 Toyota Highlander
Platinum AWD
Waukegan, IL
36 mi away
New car
TSRP $58,866
$55,137
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8
- Stock #:
- 8066
- VIN:
- 5TDKDRBH2TS623223
2026 Toyota Highlander
Platinum AWD
Calumet City, IL
19 mi away
New car
TSRP $56,667
$55,377
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 35,911
- Stock #:
- TN26453
- VIN:
- 5TDKDRBH1TS599111
2026 Toyota Highlander
Platinum AWD
35,911 mi
Hodgkins, IL
15 mi away
Good Deal
$48,841
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- T0F623073
- VIN:
- 5TDKDRBH9TS623073
2026 Toyota Highlander
Platinum AWD
Home delivery from Davenport, IA
Price includes $225 shipping
New car
TSRP $56,383
$56,788
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,372
- Stock #:
- P10336
- VIN:
- 5TDKDRBH9TS605656
Price drop
-$1,000
2026 Toyota Highlander
XLE AWD
16,372 mi
Tinley Park, IL
22 mi away
Good Deal
$48,377
$47,377
- 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 1
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Mileage:
- 0
- Stock #:
- TA48A212
- VIN:
- 5TDKDRBH9TS48A212
2026 Toyota Highlander
XLE AWD
Home delivery from Delaware, OH
Price includes $395 shipping
New car
TSRP $48,913
$50,204
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,375
- Stock #:
- PML3181
- VIN:
- 5TDKDRBH5TS620445
2026 Toyota Highlander
Limited AWD
1,375 mi
Merrillville, IN
31 mi away
Fair Deal
$53,735
- Year:
- 2026
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- B0X620828
- VIN:
- 5TDKDRBHXTS620828
2026 Toyota Highlander
XSE AWD
Merrillville, IN
33 mi away
New car
TSRP $52,833
$53,094
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2
- Stock #:
- T619977
- VIN:
- 5TDKDRBH0TS619977
2026 Toyota Highlander
Platinum AWD
Chicago, IL
2 mi away
New car
TSRP $57,142
$57,554
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- 6921712
- VIN:
- 5TDKDRBH7TS621712
2026 Toyota Highlander
Platinum AWD
Chicago, IL
7 mi away
New car
TSRP $59,305
$57,991
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 256
- Stock #:
- 13136P
- VIN:
- 5TDKDRBH2TS596069
2026 Toyota Highlander
Platinum AWD
256 mi
Elmhurst, IL
17 mi away
Good Deal
$54,744
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS47A009
- VIN:
- 5TDKDRBH6TS47A009
2026 Toyota Highlander
Limited AWD
Libertyville, IL
31 mi away
New car
TSRP $56,306
$56,684
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2
- Stock #:
- T615571
- VIN:
- 5TDKDRBH7TS615571
2026 Toyota Highlander
Platinum AWD
Chicago, IL
2 mi away
New car
TSRP $56,333
$56,745
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- TA6572
- VIN:
- 5TDKDRBH4TS621943
2026 Toyota Highlander
Platinum AWD
Home delivery from Ottawa, IL
Price includes $73 shipping
New car
TSRP $57,616
$58,102
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 21,421
- Stock #:
- RT67280
- VIN:
- 5TDKDRBH4TS599412
2026 Toyota Highlander
Platinum AWD
21,421 mi
Streamwood, IL
32 mi away
Good Deal
$52,358
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- 6915078
- VIN:
- 5TDKDRBH1TS615078
2026 Toyota Highlander
Platinum AWD
Chicago, IL
7 mi away
New car
TSRP $57,727
$58,104
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 18,997
- Stock #:
- TN26545
- VIN:
- 5TDKDRBH9TS602188
2026 Toyota Highlander
XSE AWD
18,997 mi
Hodgkins, IL
15 mi away
Good Deal
$48,341
- Year:
- 2026
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 8
- Stock #:
- R0F622584
- VIN:
- 5TDKDRBH7TS622584
2026 Toyota Highlander
Limited AWD
Northbrook, IL
19 mi away
New car
TSRP $57,170
No Price Listed
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,215
- Stock #:
- XX7661
- VIN:
- 5TDKDRBH6TS601323
2026 Toyota Highlander
XLE AWD
22,215 mi
Crystal Lake, IL
42 mi away
Fair Deal
$48,077
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- N33517
- VIN:
- 5TDKDRBH3TS615390
2026 Toyota Highlander
Platinum AWD
Chicago, IL
8 mi away
New car
TSRP $56,333
$56,746
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,133
- Stock #:
- XX7660
- VIN:
- 5TDKDRBH7TS602173
Sponsored Listing
2026 Toyota Highlander
XLE AWD
22,133 mi
Crystal Lake, IL
42 mi away
Fair Deal
$48,077
2027 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
Not Available
2027 Toyota Highlander
Index Price
$28,493
1.2%
All used vehicles
2027 Toyota Highlander Pricing Analysis: Chicago, IL Market Report
Pricing Analysis by Model Year
Key Insights
- New-Car Premium: The 2026 model year shows a 9.7% premium over its starting MSRP, indicating strong demand for newer models.
- Steepest Depreciation: The 2017 model year has experienced the steepest depreciation at -37.1%, suggesting significant value loss as it ages.
- Years Priced Above Starting MSRP: The 2026, 2025, and 2024 model years are priced above their starting MSRPs, reflecting a trend where newer models retain higher value in the market.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2026 | $46,270 | $50,752 | +9.7% |
| 2025 | $40,320 | $40,861 | +1.3% |
| 2024 | $39,270 | $40,245 | +2.5% |
| 2023 | $36,620 | $32,563 | -11.1% |
| 2022 | $35,855 | $32,306 | -9.9% |
| 2021 | $35,085 | $30,349 | -13.5% |
| 2020 | $34,600 | $28,332 | -18.1% |
| 2019 | $31,830 | $24,996 | -21.5% |
| 2018 | $31,230 | $22,027 | -29.5% |
| 2017 | $30,630 | $19,257 | -37.1% |
| 2016 | $30,490 | $20,286 | -33.5% |
These recommendations are based on CarGurus' proprietary market data from November 11, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
FAQs
How many 2027 Toyota Highlander vehicles in Chicago, IL have no reported accidents or damage?
27 out of 28 for sale near Chicago, IL have no reported accidents or damage.
What is the fuel economy of the 2027 Toyota Highlander?
Depending on the engine and options, the 2027 Toyota Highlander gets between 24 and 24 MPG/MPGe.
What fuel types are available?
Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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