Used 2024 Toyota Highlander for Sale nearChicago, IL
191 vehicles found
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 48,102
- Stock #:
- K6133A
- VIN:
- 5TDKDRBH1RS541623
Sponsored by Toyota of Fox Lake
2024 Toyota Highlander
XSE AWD
48,102 mi
$39,359
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,074
- Stock #:
- P17012
- VIN:
- 5TDKDRBH6PS010804
Sponsored Listing
2023 Toyota Highlander
XLE AWD
31,074 mi
$38,868
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 22,891
- Stock #:
- 61966
- VIN:
- 5TDKDRBH1SS589189
Sponsored Listing
2025 Toyota Highlander
XSE AWD
22,891 mi
$43,499
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,171
- Stock #:
- 93F03513
- VIN:
- 5TDKDRBH6SS586062
2025 Toyota Highlander
XLE AWD
18,171 mi
$42,112
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,384
- Stock #:
- N2640056A
- VIN:
- 5TDKDRBH4PS504790
2023 Toyota Highlander
LE AWD
51,384 mi
$30,395
- 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
$33,213
- Year:
- 2023
- 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
- Transmission:
- Automatic
- Mileage:
- 48,823
- Stock #:
- B540B
- VIN:
- 5TDKDRBH1PS033892
2023 Toyota Highlander
LE AWD
48,823 mi
$31,886
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,451
- Stock #:
- C250187A
- VIN:
- 5TDKDRAH0PS513035
2023 Toyota Highlander
L FWD
35,451 mi
$32,763
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,398
- Stock #:
- 91346
- VIN:
- 5TDKDRAH6PS001408
-$1,509
2023 Toyota Highlander
L FWD
72,398 mi
$31,114
$29,605
- 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
$36,858
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,288
- Stock #:
- 534610C01
- VIN:
- 5TDKDRBH1RS534610
2024 Toyota Highlander
LE AWD
65,288 mi
$28,466
- 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:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Green
- Transmission:
- Automatic
- Mileage:
- 57,805
- Stock #:
- 70066473
- VIN:
- 5TDKDRBH8PS006821
2023 Toyota Highlander
LE AWD
57,805 mi
$31,347
- Year:
- 2024
- 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:
- 32,205
- Stock #:
- P21489
- VIN:
- 5TDKDRBHXRS554788
2024 Toyota Highlander
LE AWD
32,205 mi
$33,358
CarGurus Analysis:
2024 Toyota Highlander
With 209 currently listed for sale near Chicago, IL and an average price of $36,506.00, 51.7% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.
100.0% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander continues its legacy with excellent cargo space and offers hybrid options, making it a versatile choice for families.
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 48,102
- Stock #:
- K6133A
- VIN:
- 5TDKDRBH1RS541623
2024 Toyota Highlander
XSE AWD
48,102 mi
$39,359
- 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:
- Blueprint
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 36,055
- Stock #:
- PS508469
- VIN:
- 5TDKDRAH8PS508469
2023 Toyota Highlander
XSE FWD
36,055 mi
$37,424
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 20,885
- Stock #:
- SS588777
- VIN:
- 5TDKDRBH2SS588777
2025 Toyota Highlander
XSE AWD
20,885 mi
$43,934
- 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:
- 34,211
- Stock #:
- 502612
- VIN:
- 5TDKDRBH3PS502612
2023 Toyota Highlander
XLE AWD
34,211 mi
$33,460
- 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
$35,780
- 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:
- Cypress
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 114,069
- Stock #:
- PBA1190A
- VIN:
- 5TDKDRBH5PS502093
2023 Toyota Highlander
LE AWD
114,069 mi
$25,213
- 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:
- Brown
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,499
- Stock #:
- 6686
- VIN:
- 5TDKDRBH2PS039622
2023 Toyota Highlander
Platinum AWD
35,499 mi
$41,683
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,214
- Stock #:
- T260809A
- VIN:
- 5TDKDRBH4PS016522
2023 Toyota Highlander
XSE AWD
36,214 mi
$38,243
- 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:
- 8-Speed Automatic
- Mileage:
- 38,081
- Stock #:
- NV561279
- VIN:
- 5TDKDRBH2RS561279
2024 Toyota Highlander
Limited AWD
38,081 mi
$38,207
- 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 Listing
2023 Toyota Highlander
XSE AWD
33,613 mi
$39,358
CarGurus Analysis: 2024 Toyota Highlander
Summary
With 209 currently listed for sale near Chicago, IL and an average price of $36,506.00, 51.7% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.
100.0% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander continues its legacy with excellent cargo space and offers hybrid options, making it a versatile choice for families.
Why it stands out
The 2024 Toyota Highlander holds its ground in the crowded midsize SUV market thanks to its reliability, spacious interior, and outstanding safety ratings. As a pioneer in the crossover SUV segment, the Highlander provides a comfortable ride and practical features that cater to families. While it may not excite behind the wheel, it compensates with a smooth, car-like driving experience and the flexibility of optional third-row seating. The Highlander's 2024 iteration also maintains its competitive edge with 100% accident-free listings, showcasing its durability and robustness. Notably, hybrid models continue to deliver impressive fuel efficiency, aligning with increasing consumer demand for environmentally friendly options. Overall, the Highlander remains a strong contender, balancing everyday usefulness with Toyota's well-known build quality.
Other model years to consider
- 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
- Average price: $18,947.00
- Good/great deal percentage: 26.8%
- User rating: 4.93 / 5
- Total listings: 142
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
Anonymous
Reviewed a 2024 Toyota XLE AWD on Dec 10, 2025
The 2024 Toyota Highlander XLE offers insane cabin room, comfort and luxury feel. The chassis makes an absolute smooth, dream and comfortable ride. Cabin rear chairs makes four adults feel like your in a Sequoia with room. Absolute beautiful and enjoyable ride and purchase
Jamey F
Reviewed a 2024 Toyota Highlander on Sep 6, 2025
I truly like everything about this vehicle. All the features are very easy to use and very comfortable.
2024 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Limited AWD | $48,475 |
| Platinum FWD | $49,725 |
| Platinum AWD | $51,675 |
| XSE FWD | $44,015 |
| LE FWD | $39,270 |
| XLE FWD | $42,420 |
| LE AWD | $40,870 |
| XLE AWD | $44,020 |
2024 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2024 Toyota Highlander prices has changed over time.
See more price trends2024 Toyota Highlander Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Highest Price in Janesville, WI: The average price here is $42,948, potentially reflecting both a more affluent consumer base and limited inventory.
- Lowest Price in Rockford, IL: With an average price of $37,322, this may indicate a market that is more price-sensitive or has higher inventory.
- Inventory Fluctuations: Notable listings range from 128 in Holland, MI to 213 in Kenosha, WI, suggesting a competitive market landscape that varies by locality.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Janesville, WI | 133 | $42,948 |
| Holland, MI | 128 | $42,203 |
| South Bend, IN | 137 | $40,042 |
| Palatine, IL | 207 | $37,982 |
| Aurora, IL | 208 | $37,709 |
| Kenosha, WI | 213 | $37,680 |
| Rockford, IL | 138 | $37,322 |
| Milwaukee, WI | 142 | $38,287 |
| Kalamazoo, MI | 140 | $41,259 |
| Lafayette, IN | 168 | $42,044 |
Pricing by Trim Packages
Key Insights
- XLE AWD is Most Abundant: With 263 listings, it signifies high consumer interest in AWD features, which could influence overall market pricing.
- Price Range Across Trims: The Platinum AWD has the highest MSRP at $51,675, while the LE FWD is positioned as the entry-level option at $39,270, indicating clear segmentation based on features and capabilities.
- Feature-Rich Popular Trims: The presence of premium features in trims reflects market demand for safety and technology, influencing overall consumer choices.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 263 | $44,020 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 108 | $48,475 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 63 | $42,420 | FWD | 2.4L 265 hp I4 |
| LE FWD | 42 | $39,270 | FWD | 2.4L 265 hp I4 |
| LE AWD | 64 | $40,870 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 47 | $45,965 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 40 | $51,675 | AWD | 2.4L 265 hp I4 |
| Limited FWD | 25 | $46,525 | FWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- 2026 Model Premium: The newest model is priced at $49,880, which is over 8.5% above its MSRP, indicating strong demand as a fresh option.
- Steep Depreciation Rates: The 2019 Highlander exhibits a depreciation of nearly 22.4%, which is significant and highlights a quick drop in value after purchase.
- Value Acquisition: The 2022 Highlander shows values close to MSRP with an average price of $33,705, making it a potentially attractive option for buyers looking for modern features without steep depreciation.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $49,880 | +8.5% |
| 2025 Toyota Highlander | $40,320 | $39,020 | -3.2% |
| 2024 Toyota Highlander | $39,620 | $37,109 | -6.4% |
| 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 | -22.4% |
| 2018 Toyota Highlander | $31,230 | $22,613 | -27.7% |
| 2017 Toyota Highlander | $30,630 | $20,159 | -34.1% |
| 2016 Toyota Highlander | $30,490 | $19,171 | -37.1% |
| 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
How much does the 2024 Toyota Highlander cost in Chicago, IL?
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