Used 2016 Toyota Highlander for Sale nearChicago, IL
156 vehicles found
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 170,781
- Stock #:
- EYC-208675
- VIN:
- 5TDJKRFH0FS208675
Sponsored by Your Choice Autos - Elgin
2015 Toyota Highlander
XLE
170,781 mi
$14,876
- 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:
- 123,999
- Stock #:
- K6267A
- VIN:
- 5TDDKRFHXFS121962
Sponsored Listing
2015 Toyota Highlander
Limited AWD
123,999 mi
$19,985
- 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
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic
- Mileage:
- 133,032
- Stock #:
- 12983P
- VIN:
- 5TDDKRFH0FS141394
Sponsored Listing
2015 Toyota Highlander
Limited AWD
133,032 mi
$18,777
- 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
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 88,789
- Stock #:
- 101444
- VIN:
- 5TDDKRFH1FS122529
2015 Toyota Highlander
Limited AWD
88,789 mi
$19,980
- 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:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 70,088
- Stock #:
- X026945A
- VIN:
- 5TDDKRFH2GS281125
2016 Toyota Highlander
Limited Platinum AWD
70,088 mi
$24,763
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic
- Mileage:
- 85,967
- Stock #:
- B26193A
- VIN:
- 5TDZARFH5HS030710
-$494
2017 Toyota Highlander
LE
85,967 mi
$19,900
$19,406
- 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 #:
- P12236
- VIN:
- 5TDDKRFH7GS354683
2016 Toyota Highlander
Limited AWD
87,753 mi
$22,768
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 104,993
- Stock #:
- N513252
- VIN:
- 5TDJZRFH9HS513252
2017 Toyota Highlander
XLE AWD
104,993 mi
$21,500
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 138,217
- Stock #:
- JA1130
- VIN:
- 5TDDZRFH9HS433138
-$500
2017 Toyota Highlander
Limited AWD
138,217 mi
$19,408
$18,908
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 111,963
- Stock #:
- 1380
- VIN:
- 5TDZARFH4HS024283
2017 Toyota Highlander
LE
111,963 mi
$17,839
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 75,569
- Stock #:
- MX4596
- VIN:
- 5TDBZRFH2HS438494
-$935
2017 Toyota Highlander
LE AWD
75,569 mi
$21,417
$20,482
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 127,867
- Stock #:
- 60337D
- VIN:
- 5TDDZRFHXHS366470
2017 Toyota Highlander
Limited AWD
127,867 mi
$19,993
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 149,343
- Stock #:
- 60351S
- VIN:
- 5TDJZRFHXHS512868
-$401
2017 Toyota Highlander
XLE AWD
149,343 mi
$17,394
$16,993
CarGurus Analysis:
2016 Toyota Highlander
With 142 currently listed for sale near Chicago, IL and an average price of $18,947.00, 26.8% of 2016 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Toyota Highlander 4.93 / 5 stars.
97.2% of 2016 Highlander models on CarGurus are accident free.
The 2016 Toyota Highlander is praised for its comfort, reliability, and powerful V6 engine, making it a family-friendly choice.
- 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:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,004
- Stock #:
- MX4537
- VIN:
- 5TDJZRFH4HS418212
2017 Toyota Highlander
XLE AWD
68,004 mi
$23,561
- 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:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (TAN)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 149,170
- Stock #:
- 3847
- VIN:
- 5TDJKRFH3FS159536
2015 Toyota Highlander
XLE
149,170 mi
$14,099
- 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:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 120,922
- Stock #:
- 50352A
- VIN:
- 5TDJKRFHXGS279836
2016 Toyota Highlander
XLE AWD
120,922 mi
$19,346
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 90,111
- Stock #:
- Y6092
- VIN:
- 5TDJZRFH7HS514433
2017 Toyota Highlander
SE AWD
90,111 mi
$23,648
- 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:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 96,091
- VIN:
- 5TDJKRFH6GS506441
2016 Toyota Highlander
XLE AWD
96,091 mi
$19,495
- 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:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 192,741
- Stock #:
- MS21029B
- VIN:
- 5TDJKRFH1GS244389
-$385
2016 Toyota Highlander
XLE AWD
192,741 mi
$13,593
$13,208
- 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:
- Silver Sky Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 110,563
- Stock #:
- GS283351
- VIN:
- 5TDJKRFH6GS283351
-$575
2016 Toyota Highlander
XLE AWD
110,563 mi
$20,267
$19,692
- 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
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 79,310
- Stock #:
- FS140902
- VIN:
- 5TDDKRFHXFS140902
2015 Toyota Highlander
Limited AWD
79,310 mi
$22,376
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 109,837
- Stock #:
- 26128
- VIN:
- 5TDKZRFH8HS220995
2017 Toyota Highlander
XLE
109,837 mi
$21,162
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 138,217
- Stock #:
- JA1130
- VIN:
- 5TDDZRFH9HS433138
-$500
Sponsored Listing
2017 Toyota Highlander
Limited AWD
138,217 mi
$19,408
$18,908
CarGurus Analysis: 2016 Toyota Highlander
Summary
With 142 currently listed for sale near Chicago, IL and an average price of $18,947.00, 26.8% of 2016 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Toyota Highlander 4.93 / 5 stars.
97.2% of 2016 Highlander models on CarGurus are accident free.
The 2016 Toyota Highlander is praised for its comfort, reliability, and powerful V6 engine, making it a family-friendly choice.
Why it stands out
The 2016 Toyota Highlander is a standout in the midsize SUV segment, merging practicality with robust features. Its unibody construction allows for a smoother ride compared to body-on-frame competitors, ensuring a comfortable driving experience for both short commutes and long family trips. This model houses a capable V6 engine, delivering both power and efficiency—a notable trait that appeals to those who need a reliable vehicle for daily use. The spacious interior offers flexibility, especially with the optional third-row seating, accommodating up to seven passengers. Although some owners wish for more advanced safety tech as standard, the vehicle's overall reliability, comfort, and an abundance of family-focused features make it a top choice among used SUVs.
Other model years to consider
- Average price: $36,506.00
- Good/great deal percentage: 51.7%
- User rating: 5 / 5
- Total listings: 209
- Average price: $35,748.00
- Good/great deal percentage: 50.8%
- User rating: 4.75 / 5
- Total listings: 258
- Average price: $30,111.00
- Good/great deal percentage: 37.2%
- User rating: 4.86 / 5
- Total listings: 234
This analysis is based on CarGurus' proprietary market data from June 23, 2026, CarGurus experts' opinions, and generative AI.
5.0 Overall rating
Filter by rating
Falilu I
Reviewed a 2016 Toyota XLE on May 19, 2025
Very good for family and can be use for commercial purpose, Durable
Vicki L
Reviewed a 2016 Toyota Highlander on May 23, 2022
Has all the bells and whistles important to a grandmother hauling grandkids to ballgames and everything in between. Smooth as a cadillac ride, great power, and I love the auto liftgate and back up camera. Third row seats are handy to have and fold down flat. Toyota has a great reputation for lasting a long time, and I like to keep my cars many years. Drove a GMC Acadia prior to this car, and I prefer the Toyota.
Anonymous
Reviewed a 2016 Toyota Limited AWD on Mar 30, 2023
Coming from a 13 Tucson that blew up on us without warning, this 2016 Toyota Highlander Limited is absolutely stunning. We are very pleased with the fit and finish on the Limited trim, the features are amazing, every single option. It rides so smooth and so quiet, has great power, great fuel economy. It has sharp lines outside, looks great inside, Toyota really did a great job with this vehicle. We are proud to be new members of the Toyota family. We hope for decades of good ownership within Toyota.
Nichole P
Reviewed a 2016 Toyota Highlander on Aug 6, 2021
Excellent steering, smooth ride and quiet. Mechanically sound car.
2016 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE Plus AWD | $35,855 |
| LE | $32,015 |
| LE AWD | $33,475 |
| Limited Platinum AWD | $44,990 |
| Limited | $40,915 |
| XLE | $37,315 |
| Limited AWD | $42,375 |
| XLE AWD | $38,775 |
2016 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2016 Toyota Highlander prices has changed over time.
See more price trends2016 Toyota Highlander Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Lowest Prices in South Bend: The lowest average price is found in South Bend, IN ($14,295), likely due to higher inventory or lower demand.
- Highest Average Price in Kenosha: Contrastingly, Kenosha, WI has the highest average price at $20,344, indicating a potential premium market in that area.
- Mid-Range Pricing Stability: Cities such as Palatine ($18,954) and Aurora ($18,972) have average prices just below Kenosha, suggesting competitive pricing within the market.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Kenosha, WI | 124 | $20,344 |
| Lafayette, IN | 128 | $20,049 |
| Rockford, IL | 101 | $18,577 |
| Milwaukee, WI | 106 | $18,586 |
| Janesville, WI | 108 | $18,577 |
| Palatine, IL | 141 | $18,954 |
| Aurora, IL | 143 | $18,972 |
| Holland, MI | 101 | $18,897 |
| Kalamazoo, MI | 107 | $18,117 |
| South Bend, IN | 102 | $14,295 |
Pricing by Trim Packages
Key Insights
- XLE AWD Leading Supply: The XLE AWD trim is the most abundant with 263 listings, indicating it may be the most popular option among buyers.
- Price Variance Among Trims: The Limited AWD is priced at $42,375, positioned as a higher-tier option that commands a significant premium compared to the base LE AWD trim at $33,475.
- AWD vs. FWD Options: AWD trims reflect a higher inventory, likely due to demand for all-weather vehicles, while FWD trims, such as the Limited, offer lower listing counts at 31.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 263 | $38,775 | AWD | 3.5L 270 hp V6 |
| Limited AWD | 108 | $42,375 | AWD | 3.5L 270 hp V6 |
| LE AWD | 64 | $33,475 | AWD | 3.5L 270 hp V6 |
| XLE | 39 | $37,315 | FWD | 3.5L 270 hp V6 |
| Limited Platinum AWD | 32 | $44,990 | AWD | 3.5L 270 hp V6 |
| Limited | 31 | $40,915 | FWD | 3.5L 270 hp V6 |
| LE | 21 | $32,015 | FWD | 3.5L 270 hp V6 |
| LE Plus AWD | 21 | $35,855 | AWD | 3.5L 270 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Incremental Depreciation: The 2026 Highlander shows a slight premium at $49,880, indicating strong demand for new models.
- Significant Drops Post 2021: Older models, like the 2015 Highlander, are priced at $17,744, reflecting a depreciation rate exceeding 60% compared to MSRP.
- Recent Models Retain Value: The 2022 model, priced at $33,705, is only ~6.6% below MSRP, indicating it holds its value more effectively than older versions.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $49,880 | +6.5% |
| 2025 Toyota Highlander | $40,320 | $39,020 | -3.2% |
| 2024 Toyota Highlander | $39,270 | $38,580 | -1.8% |
| 2023 Toyota Highlander | $36,620 | $35,627 | -2.7% |
| 2022 Toyota Highlander | $35,855 | $33,705 | -6.0% |
| 2021 Toyota Highlander | $35,085 | $30,123 | -14.1% |
| 2020 Toyota Highlander | $34,600 | $27,493 | -20.5% |
| 2019 Toyota Highlander | $31,830 | $24,702 | -22.6% |
| 2018 Toyota Highlander | $31,230 | $22,613 | -27.7% |
| 2017 Toyota Highlander | $30,630 | $20,159 | -34.1% |
| 2015 Toyota Highlander | $29,765 | $17,744 | -40.4% |
These recommendations are based on CarGurus' proprietary market data from June 25, 2026, CarGurus experts' opinions, and generative AI.
FAQs
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