Used 2023 Toyota Highlander for Sale nearChicago, IL
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 52,599
- Stock #:
- XP21799
- VIN:
- 5TDKDRAH6RS534037


Sponsored by Elgin Toyota
2024 Toyota Highlander
LE FWD
52,599 mi
$31,358
- 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:
- 90,295
- Stock #:
- U10333
- VIN:
- 5TDKDRBH8PS016815

Sponsored Listing
2023 Toyota Highlander
XLE AWD
90,295 mi
$30,284
- Year:
- 2024
- 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:
- 66,793
- Stock #:
- XP17023
- VIN:
- 5TDKDRBH4RS535332

Sponsored Listing
2024 Toyota Highlander
LE AWD
66,793 mi
$29,368
- 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:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 51,990
- Stock #:
- 28886230
- VIN:
- 5TDKDRBH3PS015247

2023 Toyota Highlander
Limited AWD
51,990 mi
$37,998
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 35,171
- Stock #:
- C6N252384
- VIN:
- 5TDGZRBH8NS252384

2022 Toyota Highlander
XLE AWD
35,171 mi
$35,656
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,825
- Stock #:
- P1686
- VIN:
- 5TDKDRBH3PS511522

2023 Toyota Highlander
XLE AWD
72,825 mi
$32,813
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,689
- Stock #:
- P7340
- VIN:
- 5TDDZRBH6NS576243

2022 Toyota Highlander
Limited AWD
50,689 mi
$35,969
- 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:
- Pearl
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,038
- Stock #:
- 260030A
- VIN:
- 5TDKDRAH0PS523208

2023 Toyota Highlander
LE FWD
15,038 mi
$34,623
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 56,388
- Stock #:
- P21639
- VIN:
- 5TDKDRBH2PS013974

2023 Toyota Highlander
XLE AWD
56,388 mi
$34,058
- 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:
- Automatic
- Mileage:
- 45,835
- Stock #:
- 28368491
- VIN:
- 5TDKDRAH7PS015611

2023 Toyota Highlander
XLE FWD
45,835 mi
$35,697
- 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:
- 90,295
- Stock #:
- U10333
- VIN:
- 5TDKDRBH8PS016815

2023 Toyota Highlander
XLE AWD
90,295 mi
$30,284
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,063
- Stock #:
- 14798
- VIN:
- 5TDGZRBH0NS257899

2022 Toyota Highlander
XLE AWD
48,063 mi
$34,546
- Year:
- 2024
- 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:
- 25,150
- Stock #:
- 15134A
- VIN:
- 5TDKDRBH0RS543606

2024 Toyota Highlander
XLE AWD
25,150 mi
$41,902
CarGurus Analysis:
2023 Toyota Highlander
With 257 currently listed for sale near Chicago, IL and an average price of $45,000.00, 43.2% of 2023 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2023 Toyota Highlander 4.75 / 5 stars.
100.0% of 2023 Highlander models on CarGurus are accident free.
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 52,656
- Stock #:
- P21681
- VIN:
- 5TDGZRBHXNS248790

2022 Toyota Highlander
XLE AWD
52,656 mi
$33,158
- 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:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 45,265
- Stock #:
- D68658A
- VIN:
- 5TDKDRAH5PS508879

2023 Toyota Highlander
XSE FWD
45,265 mi
$36,358
- 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:
- Pearl
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,993
- Stock #:
- P403208
- VIN:
- 5TDKDRAH6PS015826

2023 Toyota Highlander
LE FWD
27,993 mi
$34,308
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 38,926
- Stock #:
- P17085
- VIN:
- 5TDFZRBH1NS165048

2022 Toyota Highlander
Platinum AWD
38,926 mi
$40,868
- 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:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 52,547
- Stock #:
- 28779047
- VIN:
- 5TDKDRAH7PS046115

2023 Toyota Highlander
LE FWD
52,547 mi
$31,497
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,311
- Stock #:
- PS507403
- VIN:
- 5TDKDRBH8PS507403

-$995
2023 Toyota Highlander
XSE AWD
27,311 mi
$39,373
$38,378
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cockpit Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,458
- Stock #:
- FL8014
- VIN:
- 5TDKDRAH4PS020670

2023 Toyota Highlander
XSE FWD
71,458 mi
$35,350
- 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:
- White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 107,575
- Stock #:
- 904097A
- VIN:
- 5TDFZRBH8NS169324

2022 Toyota Highlander
Platinum AWD
107,575 mi
$31,385
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 69,023
- Stock #:
- P21810
- VIN:
- 5TDJZRBH7NS217602

2022 Toyota Highlander
XSE AWD
69,023 mi
$34,258
- Year:
- 2024
- 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:
- 50,121
- Stock #:
- P21475
- VIN:
- 5TDKDRBH3RS550954

Sponsored Listing
2024 Toyota Highlander
LE AWD
50,121 mi
$31,158
CarGurus Analysis: 2023 Toyota Highlander

Summary
With 257 currently listed for sale near Chicago, IL and an average price of $45,000.00, 43.2% of 2023 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2023 Toyota Highlander 4.75 / 5 stars.
100.0% of 2023 Highlander models on CarGurus are accident free.
Why it stands out
The 2023 Toyota Highlander continues to build on its legacy as a reliable and practical midsize SUV, offering a spacious interior and a comfortable ride. With a strong reputation for safety and reliability, the Highlander is a favorite among families. This model year features a turbocharged four-cylinder engine that delivers 265 horsepower, providing a balance of power and fuel efficiency. The Highlander also boasts a generous cargo space of up to 84.3 cubic feet with the seats folded down, making it versatile for various needs. While it may not be the most exciting vehicle to drive, its smooth ride and advanced safety features, including Toyota Safety Sense, make it a solid choice for those prioritizing comfort and security.
Other model years to consider
- Average price: $30,000.00
- Good/great deal percentage: 29.2%
- User rating: 4.93 / 5
- Total listings: 154
- Average price: $38,000.00
- Good/great deal percentage: 34.4%
- User rating: 4.86 / 5
- Total listings: 241
- Average price: $25,000.00
- Good/great deal percentage: 29.0%
- User rating: 4.78 / 5
- Total listings: 100
This analysis is based on CarGurus' proprietary market data from July 21, 2026, CarGurus experts' opinions, and generative AI.
4.8 Overall rating
Filter by rating
Jennifer M
Reviewed a 2023 Toyota Highlander on Apr 21, 2026
Great value. This car had everything you could want without buying the fanciest top of the line model.
Samuel B
Reviewed a 2023 Toyota Highlander on Oct 20, 2023
Extremely smooth ride and very comfortable seats. Love the interior layout.
Alexander H
Reviewed a 2023 Toyota XSE AWD on Aug 11, 2023
New 4cyl. is peppy enough, just seems out of place in a vehicle this size. That plus the buzzing of something so small compared to the V6 leaves much to be desired. Handling is great. With the xse sport tuned suspension...it drives relatively good. Only upside of going for the premium audio is the 12.3 inch infotainment. The jbl premium sound doesnt do it for me. Shallow sound and lackluster bass. Build quality is what youd expect from Toyota, surprising actually...in a good way. Seats are comfortable for those lucky to be in the 2 front rows. The third should be reserved for small children or average sized adults in a pinch. Cargo space is a bit small but its what to expect in this segment. The third row means some compromise in that dept. Overall, I love my new Highlander. Its definitely not without flaws but they are easy to look past.
Xexeed M
Reviewed a 2023 Toyota Highlander on May 4, 2023
Car’s 3rd row is not bumpy. Features like Birds Eye view are fantastic. Drives very smooth.
2023 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| XSE FWD | $43,615 |
| Limited AWD | $48,225 |
| LE AWD | $40,620 |
| XSE AWD | $45,565 |
| L FWD | $36,620 |
| LE FWD | $39,020 |
| XLE FWD | $42,020 |
| XLE AWD | $43,620 |
2023 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2023 Toyota Highlander prices has changed over time.
See more price trends2023 Toyota Highlander Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Highest Prices in Lafayette, IN: The market in Lafayette shows the highest average price at $38,043, indicating strong demand or limited supply in that area.
- Lowest Prices in South Bend, IN: Conversely, South Bend offers the lowest average price at $33,340, suggesting a more price-sensitive market or higher inventory levels.
- Inventory Distribution: Cities like Palatine (254 listings) and Aurora (253 listings) have substantial inventory, which may contribute to more stable pricing around the regional average.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Lafayette, IN | 229 | $38,043 |
| Holland, MI | 189 | $37,309 |
| Janesville, WI | 192 | $37,072 |
| Kenosha, WI | 246 | $34,713 |
| Rockford, IL | 199 | $34,826 |
| Milwaukee, WI | 191 | $34,708 |
| Aurora, IL | 253 | $35,109 |
| Palatine, IL | 254 | $35,001 |
| Kalamazoo, MI | 205 | $36,056 |
| South Bend, IN | 199 | $33,340 |
Pricing Analysis by Model Year
Key Insights
- New Models Retain Value: The 2026 Highlander is priced at $43,899, which is approximately -4.0% below MSRP, indicating strong demand for newer models.
- Significant Depreciation for Older Models: The 2015 Highlander shows the steepest depreciation at -37.9% compared to its original MSRP, reflecting typical market trends for older vehicles.
- Best Value in Recent Models: The 2022 Highlander is priced at $35,041, only -2.3% below MSRP, making it a compelling option for buyers seeking a balance of price and features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $43,899 | -4.0% |
| 2025 Toyota Highlander | $40,320 | $39,702 | -1.5% |
| 2024 Toyota Highlander | $39,270 | $37,119 | -5.5% |
| 2022 Toyota Highlander | $35,855 | $35,041 | -2.3% |
| 2021 Toyota Highlander | $35,085 | $30,075 | -14.3% |
| 2020 Toyota Highlander | $34,600 | $25,656 | -25.9% |
| 2019 Toyota Highlander | $31,830 | $25,154 | -21.0% |
| 2018 Toyota Highlander | $31,230 | $22,588 | -27.7% |
| 2017 Toyota Highlander | $30,630 | $20,128 | -34.2% |
| 2016 Toyota Highlander | $30,490 | $19,690 | -35.5% |
| 2015 Toyota Highlander | $29,765 | $18,507 | -37.9% |
These recommendations are based on CarGurus' proprietary market data from July 23, 2026, CarGurus experts' opinions, and generative AI.
How much does the 2023 Toyota Highlander cost?
| Metric | Value |
|---|---|
| Current Average Price | $35,976 |
| Year-Round Low | $34,335.06 |
| Year-Round High | $37,237.76 |
| Average Price a Year Ago | $37,234 |
| Change vs. Last Year | −3.38% |
Prices have softened 3.38% compared to this time last year, making it a favorable time to shop this model year.
There are 4,322 listings available, which suggests you have a healthy amount of inventory to compare.
If you find a listing below $34,335.06, that's toward the low end of the year-round range and worth acting on quickly.
Is the 2023 Toyota Highlander a good car?
Yes — the 2023 Toyota Highlander earns a 4.75/5 user rating, which points to strong owner approval.
The overview describes it as a reliable and spacious midsize SUV with room for up to eight passengers, so it fits well if you want family-friendly practicality. It also emphasizes a comfortable interior, ample cargo space, and a smooth ride, which makes it appealing if you value everyday usability over driving excitement.
With 33.4% of listings marked as good or great deals, you have a meaningful chance to find a competitively priced example.
Is the 2023 Toyota Highlander reliable?
Owners rate it 4.75/5, a strong signal of long-term satisfaction.
The overview highlights reliability as one of its core strengths, along with a comfortable cabin and a practical layout that suits daily use. It also points to advanced safety features and a reputation for dependable ownership, which are exactly the traits many used buyers want in a family SUV.
For used buyers, the main long-term risk is less about the model’s reputation and more about how well a specific example has been maintained.
What should I look for when buying a used 2023 Toyota Highlander?
Accident-free inventory is solid at 85% — always verify the vehicle history report.
You should prioritize a history report first, then focus your inspection on signs of prior damage, uneven wear, or poor repairs. Because this model is often bought for family duty, pay close attention to interior condition, cargo-area wear, and whether the cabin features still work as expected.
A careful test drive should confirm that the ride feels smooth and that the vehicle matches the seller’s description.
Is now a good time to buy a used 2023 Toyota Highlander?
This is a moderate market, so you can buy now if the right listing appears, but selective shoppers should still compare carefully.
- Deal availability: 33.4% of listings are priced as good or great deals.
- Inventory: There are 4,322 listings available.
- Price trend: Prices have softened 3.38% compared with last year.
- Clean inventory: 85.0% of listings are accident-free.
If you find a listing below $34,335.06, that's toward the low end of the year-round range and worth acting on quickly.
What is the 2023 Toyota Highlander's resale value?
The current average of $35,976 sits slightly below last year's $37,234.
That softer pricing can help you buy at a more favorable point in the cycle, but it also means future resale gains may depend more on condition and mileage than on broad market appreciation. If you keep the vehicle clean, well-documented, and accident-free, you improve your odds of holding value better than average.
Vehicles with strong owner satisfaction ratings, like this model year's 4.75/5, tend to retain buyer demand, which supports resale value over time.
Should I buy a 2023 Toyota Highlander or consider a different year?
If you're weighing the 2023 against nearby model years, here's how to think about it:
Choose the 2023 if:
- 33.4% of listings are priced as good or great deals.
- Accident-free inventory is solid at 85% — always verify the vehicle history report.
- Price trend: Prices have softened 3.38% compared with last year.
- Owners rate it 4.75/5 — a strong satisfaction signal.
Consider the 2022 if:
- At $33,336, the 2022 costs less than the current year's $35,976 average.
- It emphasizes basics well, with strong family-friendly versatility and standard safety features.
The bottom line: You should start with the 2023 if you want the newer model year and are comfortable paying more for it. If your priority is saving money, the 2022 is the better value path because it undercuts the current year's average price while still delivering the Highlander's core strengths.
These recommendations are based on CarGurus' proprietary market data from July 22, 2026, CarGurus experts' opinions, and generative AI.
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