Used 2014 Toyota Highlander for Sale nearChicago, IL
97 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Brown (Beige)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 141,834
- Stock #:
- 1341
- VIN:
- 5TDJKRFH7FS202906
Sponsored by My Cars
2015 Toyota Highlander
XLE
141,834 mi
$17,339
- 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:
- Blue
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 140,173
- Stock #:
- JYC-150568
- VIN:
- 5TDJKRFH4FS150568
Sponsored Listing
2015 Toyota Highlander
XLE
140,173 mi
$17,176
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior color:
- Green
- Interior color:
- Gray
- Transmission:
- 5-Speed Automatic
- Mileage:
- 115,734
- Stock #:
- 239343
- VIN:
- 5TDBK3EH9DS239343
Sponsored Listing
2013 Toyota Highlander
V6 AWD
115,734 mi
$14,633
- 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:
- Predawn Gray Mica
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 124,423
- Stock #:
- KH1197
- VIN:
- 5TDBKRFH1FS106273
-$400
2015 Toyota Highlander
LE Plus AWD
124,423 mi
$17,290
$16,890
- 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:
- Attitude Black Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 105,840
- Stock #:
- 20134
- VIN:
- 5TDDKRFH7FS152750
2015 Toyota Highlander
Limited AWD
105,840 mi
$18,873
- 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
-$1,000
2015 Toyota Highlander
Limited AWD
131,962 mi
$19,403
$18,403
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 177,842
- Stock #:
- 20133
- VIN:
- 5TDDKRFH6ES044070
2014 Toyota Highlander
Limited AWD
177,842 mi
$14,873
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- 5-Speed Automatic
- Mileage:
- 147,636
- Stock #:
- 245740
- VIN:
- 5TDBK3EH5DS245740
2013 Toyota Highlander
SE AWD
147,636 mi
$12,395
- 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:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 194,066
- Stock #:
- B6U261482
- VIN:
- 5TDDK3EH0DS261482
2013 Toyota Highlander
Limited AWD
194,066 mi
$10,951
- 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:
- Predawn Gray Mica
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 101,315
- Stock #:
- PKC16151
- VIN:
- 5TDBKRFH9FS223633
2015 Toyota Highlander
LE Plus AWD
101,315 mi
$18,407
- 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:
- Nautical Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 154,524
- Stock #:
- G773
- VIN:
- 5TDDKRFH6ES008783
-$400
2014 Toyota Highlander
Limited AWD
154,524 mi
$14,762
$14,362
- 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:
- Cypress Pearl
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- 5-Speed Automatic
- Mileage:
- 174,268
- Stock #:
- 60556A
- VIN:
- 5TDDK3EH5DS271120
2013 Toyota Highlander
Limited AWD
174,268 mi
$11,994
- 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
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 156,246
- Stock #:
- 159659
- VIN:
- 5TDJKRFH8FS159659
2015 Toyota Highlander
XLE V6 AWD
156,246 mi
$16,903
CarGurus Analysis:
2014 Toyota Highlander
With 96 currently listed for sale near Chicago, IL and an average price of $17,193.00, 17.7% of 2014 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Toyota Highlander 4.78 / 5 stars.
72.9% of 2014 Highlander models on CarGurus are accident free.
The 2014 Toyota Highlander features a spacious interior, advanced safety technology, and a robust all-wheel-drive system, making it a versatile choice for families.
- 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:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 5-Speed Automatic
- Mileage:
- 60,526
- Stock #:
- 209644
- VIN:
- 5TDBK3EH5DS209644
2013 Toyota Highlander
SE AWD
60,526 mi
$19,276
- 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:
- Automatic
- Mileage:
- 136,687
- Stock #:
- 55367
- VIN:
- 5TDKKRFH6FS055367
2015 Toyota Highlander
XLE
136,687 mi
$16,273
- 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:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 78,817
- Stock #:
- U27056A
- VIN:
- 5TDDKRFH6FS079368
2015 Toyota Highlander
Limited AWD
78,817 mi
$23,774
- 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:
- Automatic
- Mileage:
- 145,500
- Stock #:
- 164203
- VIN:
- 5TDDKRFH5FS164203
2015 Toyota Highlander
Limited AWD
145,500 mi
$17,419
- 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:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 180,125
- Stock #:
- H25130A
- VIN:
- 5TDJKRFHXES008191
2014 Toyota Highlander
XLE AWD
180,125 mi
$13,871
- Year:
- 2015
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 124,147
- Stock #:
- K6267A
- VIN:
- 5TDDKRFHXFS121962
2015 Toyota Highlander
Limited AWD
124,147 mi
$19,618
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 187 hp 2.7L I4
- Exterior color:
- DKGREE
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 182,817
- Stock #:
- 045179
- VIN:
- 5TDZA3EH3DS045179
2013 Toyota Highlander
FWD
182,817 mi
$8,698
- 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:
- Green
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic
- Mileage:
- 102,081
- Stock #:
- E347
- VIN:
- 5TDDK3EH6DS207488
2013 Toyota Highlander
Limited AWD
102,081 mi
$15,862
- 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:
- Attitude Black Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- Automatic
- Mileage:
- 90,837
- Stock #:
- GAM6511
- VIN:
- 5TDDKRFH0FS138401
2015 Toyota Highlander
Limited AWD
90,837 mi
$22,574
- 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:
- Predawn Gray Mica
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 101,315
- Stock #:
- PKC16151
- VIN:
- 5TDBKRFH9FS223633
Sponsored Listing
2015 Toyota Highlander
LE Plus AWD
101,315 mi
$18,407
CarGurus Analysis: 2014 Toyota Highlander
overall
Summary
With 96 currently listed for sale near Chicago, IL and an average price of $17,193.00, 17.7% of 2014 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Toyota Highlander 4.78 / 5 stars.
72.9% of 2014 Highlander models on CarGurus are accident free.
The 2014 Toyota Highlander features a spacious interior, advanced safety technology, and a robust all-wheel-drive system, making it a versatile choice for families.
Why it stands out
The 2014 Toyota Highlander distinguishes itself in the crowded crossover market with its blend of reliability, comfort, and family-friendly features. This model has undergone a significant transformation, shedding its previous image of being bland and uninspiring. With a more athletic design and a powerful 3.5-liter V6 engine that delivers 270 horsepower, the Highlander offers a spirited driving experience while maintaining practicality. The interior is designed with families in mind, featuring ample space, a user-friendly layout, and a variety of tech options, including the Entune multimedia system. Safety is also a priority, with advanced features like a pre-collision system and a high safety rating. While some users have noted a desire for better fuel economy and more modern features, the overall package makes the 2014 Highlander a compelling choice for those seeking a reliable and capable family vehicle.
Other model years to consider
- Average price: $36,481.00
- Good/great deal percentage: 51.2%
- User rating: 5 / 5
- Total listings: 201
- Average price: $35,979.00
- Good/great deal percentage: 49.2%
- User rating: 4.75 / 5
- Total listings: 250
- Average price: $19,156.00
- Good/great deal percentage: 26.6%
- User rating: 4.93 / 5
- Total listings: 169
This analysis is based on CarGurus' proprietary market data from July 7, 2026, CarGurus experts' opinions, and generative AI.
4.8 Overall rating
Filter by rating
Anonymous
Reviewed a 2014 Toyota XLE AWD on May 11, 2014
Overall the experience of driving the vehicle is fantastic. The higher seating above a sedan car makes this a pleasant ride in any weather enabling the driver to see far ahead when driving in heavy traffic. It has enough air bags to float a tank.
Anonymous
Reviewed a 2014 Toyota Highlander on Apr 10, 2021
Our Limited AWD is a very solid car that we expect to drive for a long time. Very comfortable seats. The space is easily configured for people or cargo. Love the shelf under the dash!
Anonymous
Reviewed a 2014 Toyota XLE AWD on Sep 4, 2015
Overall... excellent vehicle. Front row and 2nd row seats adjust to accommodate most drivers/riders. I did alot of shopping around before I made my purchase and what I found is that the Highlander is really the best value for the money. The interior is very nice... not cheap looking as compared to some other mid-size SUVs which were actually more expensive.
Andrea W
Reviewed a 2014 Toyota Highlander on Mar 17, 2021
The car feels solid, that’s what I was looking for. The downside is that the seats are uncomfortable and the mirrors don’t fold in.
2014 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE Plus AWD | $34,200 |
| LE Plus | $32,740 |
| LE AWD | $31,980 |
| Limited Platinum AWD | $43,590 |
| Limited | $39,640 |
| XLE | $36,040 |
| Limited AWD | $41,100 |
| XLE AWD | $37,500 |
2014 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2014 Toyota Highlander prices has changed over time.
See more price trendsFAQs
How much does the 2014 Toyota Highlander cost in Chicago, IL?
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What fuel types are available?
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