Used Toyota Highlander for Sale in Chicago, IL
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$31,995
2024 Toyota Highlander Limited
- 66,308 Miles
- Griffith, IN (25 mi away)
- $3,550 Below market value of $35,545
- High annual miles
- Listed Today
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Used 2024 Toyota Highlander Limited for Sale
66,308 Miles
Griffith, IN (25 mi away)
| Category | Used Cars |
| Price | $31,995 |
| For Sale By | dealer |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBH6RS541147 |
| Location | Griffith, IN - 25 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 66,308 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
| Positives | warranty |
$35,990
FAIR DEAL
2023 Toyota Highlander XLE
- 40,929 Miles
- Streamwood, IL (29 mi away)
- $444 Above market value of $36,434
- Low annual miles
- Listed Today
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Used 2023 Toyota Highlander XLE for Sale
40,929 Miles
Streamwood, IL (29 mi away)
| Category | Used Cars |
| Price | $35,990 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBH4PS013605 |
| Location | Streamwood, IL - 29 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 40,929 mi. |
| Transmission | Automatic |
| Exterior Color | Midnight black metallic |
| Interior Color | Black |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
$35,986
FAIR DEAL
2020 Toyota Highlander Platinum
- 40,992 Miles
- Highland Park, IL (23 mi away)
- $53 Above market value of $35,932
- Low annual miles
- Listed Today
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Used 2020 Toyota Highlander Platinum for Sale
40,992 Miles
Highland Park, IL (23 mi away)
| Category | Used Cars |
| Price | $35,986 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDFZRBH3LS031803 |
| Location | Highland Park, IL - 23 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 40,992 mi. |
| Transmission | Automatic |
| Exterior Color | Blueprint |
| Interior Color | Gray |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$20,998
2017 Toyota Highlander XLE
- 117,460 Miles
- Schaumburg, IL (24 mi away)
- Remaining Lifespan: 7.521175 yrs
- Market Price: $19,582
- Listed Today
Additional info close
Used 2017 Toyota Highlander XLE for Sale
117,460 Miles
Schaumburg, IL (24 mi away)
| Category | Used Cars |
| Price | $20,998 |
| For Sale By | dealer |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDJZRFH6HS359194 |
| Location | Schaumburg, IL - 24 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 117,460 mi. |
| Transmission | Automatic |
| Exterior Color | Midnight black metallic |
| Interior Color | Gray |
| MPG | 22 combined |
| Drivetrain | All-wheel drive |
| Positives | warranty |
$41,998
FAIR DEAL
2022 Toyota Highlander Platinum
- 40,081 Miles
- Plainfield, IL (34 mi away)
- $1,152 Above market value of $40,846
- Low annual miles
- Listed Today
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Used 2022 Toyota Highlander Platinum for Sale
40,081 Miles
Plainfield, IL (34 mi away)
| Category | Used Cars |
| Price | $41,998 |
| For Sale By | dealer |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDFZRBH7NS239184 |
| Location | Plainfield, IL - 34 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 40,081 mi. |
| Transmission | Automatic |
| Exterior Color | Burgundy |
| Interior Color | Brown |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
| Positives | warranty |
$46,444
2025 Toyota Highlander XLE
- 14,574 Miles
- Elmhurst, IL (15 mi away)
- $3,379 Above market value of $43,064
- Certified used, Low annual miles
- Listed Today
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Used 2025 Toyota Highlander XLE for Sale
14,574 Miles
Elmhurst, IL (15 mi away)
| Category | Certified Used Cars |
| Price | $46,444 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBH3SS588822 |
| Location | Elmhurst, IL - 15 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 14,574 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
$46,488
2025 Toyota Highlander XLE
- 13,641 Miles
- Elmhurst, IL (15 mi away)
- $3,331 Above market value of $43,156
- Low annual miles
- Listed 1 day ago
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Used 2025 Toyota Highlander XLE for Sale
13,641 Miles
Elmhurst, IL (15 mi away)
| Category | Used Cars |
| Price | $46,488 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBH3SS588769 |
| Location | Elmhurst, IL - 15 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 13,641 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
$6,500
2006 Toyota Highlander
- 216,791 Miles
- Highland, IN (22 mi away)
- Remaining Lifespan: 5.1854043 yrs
- Listed 1 day ago
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Used 2006 Toyota Highlander for Sale
216,791 Miles
Highland, IN (22 mi away)
| Category | Used Cars |
| Price | $6,500 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | JTEEP21A560175790 |
| Location | Highland, IN - 22 mi. |
| Features | captain's chair, child safety, power outlet, anti-theft system |
| Mileage | 216,791 mi. |
| Transmission | Automatic |
| Exterior Color | Silver |
| Interior Color | Gray |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
$41,998
FAIR DEAL
2024 Toyota Highlander XLE
- 22,860 Miles
- Schaumburg, IL (24 mi away)
- $1,114 Above market value of $40,884
- Low annual miles
- Listed 1 day ago
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Used 2024 Toyota Highlander XLE for Sale
22,860 Miles
Schaumburg, IL (24 mi away)
| Category | Used Cars |
| Price | $41,998 |
| For Sale By | dealer |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBH0RS552841 |
| Location | Schaumburg, IL - 24 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 22,860 mi. |
| Transmission | Automatic |
| Exterior Color | Blueprint |
| Interior Color | Black |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
| Positives | warranty |
$31,659
2021 Toyota Highlander XLE
- 62,373 Miles
- Melrose Park, IL (11 mi away)
- $352 Above market value of $31,307
- Certified used, Low annual miles
- Listed 1 day ago
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Used 2021 Toyota Highlander XLE for Sale
62,373 Miles
Melrose Park, IL (11 mi away)
| Category | Certified Used Cars |
| Price | $31,659 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDHZRBHXMS549501 |
| Location | Melrose Park, IL - 11 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 62,373 mi. |
| Transmission | Automatic |
| Exterior Color | Red |
| Interior Color | Gray |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
| Positives | one owner, certified pre-owned car, warranty, clean history |
$42,056
2025 Toyota Highlander XSE
- 25,065 Miles
- Des Plaines, IL (18 mi away)
- $166 Above market value of $41,889
- High annual miles
- Listed 1 day ago
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Used 2025 Toyota Highlander XSE for Sale
25,065 Miles
Des Plaines, IL (18 mi away)
| Category | Used Cars |
| Price | $42,056 |
| For Sale By | dealer |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRBH0SS582329 |
| Location | Des Plaines, IL - 18 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 25,065 mi. |
| Transmission | Automatic |
| Exterior Color | Celestial silver metallic |
| Interior Color | Black |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
$30,995
FAIR DEAL
2022 Toyota Highlander XSE
- 94,662 Miles
- Northbrook, IL (21 mi away)
- $1,193 Above market value of $29,802
- 1 Owner, High annual miles
- Listed 1 day ago
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Used 2022 Toyota Highlander XSE for Sale
94,662 Miles
Northbrook, IL (21 mi away)
| Category | Used Cars |
| Price | $30,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDJZRBH5NS210146 |
| Location | Northbrook, IL - 21 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 94,662 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Red |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$31,790
2024 Toyota Highlander LE
- 54,556 Miles
- Streamwood, IL (29 mi away)
- Market Price: $29,719
- High annual miles
- Listed 1 day ago
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Used 2024 Toyota Highlander LE for Sale
54,556 Miles
Streamwood, IL (29 mi away)
| Category | Used Cars |
| Price | $31,790 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 5TDKDRBH3RS554454 |
| Location | Streamwood, IL - 29 mi. |
| Features | bluetooth, child safety, backup camera, internet radio, alloy wheels |
| Mileage | 54,556 mi. |
| Transmission | Automatic |
| Exterior Color | Magnetic gray metallic |
| Interior Color | Black |
| MPG | 24 combined |
| Drivetrain | All-wheel drive |
$24,995
2017 Toyota Highlander Limited
- 60,980 Miles
- Aurora, IL (30 mi away)
- Remaining Lifespan: 7.521175 yrs
- $1,050 Below market value of $26,045
- Listed 1 day ago
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Used 2017 Toyota Highlander Limited for Sale
60,980 Miles
Aurora, IL (30 mi away)
| Category | Used Cars |
| Price | $24,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDZRFHXHS428403 |
| Location | Aurora, IL - 30 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 60,980 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 22 combined |
| Drivetrain | All-wheel drive |
$29,999
FAIR DEAL
2021 Toyota Highlander XLE
- 70,746 Miles
- Morton Grove, IL (14 mi away)
- $380 Above market value of $30,379
- Low annual miles
- Listed 1 day ago
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Used 2021 Toyota Highlander XLE for Sale
70,746 Miles
Morton Grove, IL (14 mi away)
| Category | Used Cars |
| Price | $29,999 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDHZRBH5MS523503 |
| Location | Morton Grove, IL - 14 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 70,746 mi. |
| Transmission | Automatic |
| Exterior Color | Blizzard pearl |
| Interior Color | Beige |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$21,997
2016 Toyota Highlander Limited Platinum
- 101,508 Miles
- Park Ridge, IL (14 mi away)
- Remaining Lifespan: 7.197017 yrs
- $1,007 Above market value of $20,990
- Listed 1 day ago
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Used 2016 Toyota Highlander Limited Platinum for Sale
101,508 Miles
Park Ridge, IL (14 mi away)
| Category | Used Cars |
| Price | $21,997 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDKRFHXGS317613 |
| Location | Park Ridge, IL - 14 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 101,508 mi. |
| Transmission | Automatic |
| Exterior Color | Nautical blue metallic |
| MPG | 20 combined |
| Drivetrain | All-wheel drive |
$6,998
2004 Toyota Highlander V6 AWD
- 141,243 Miles
- Naperville, IL (29 mi away)
- Remaining Lifespan: 5.063157 yrs
- $537 Above market value of $6,460
- Listed 2 days ago
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Used 2004 Toyota Highlander V6 AWD for Sale
141,243 Miles
Naperville, IL (29 mi away)
| Category | Used Cars |
| Price | $6,998 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | JTEEP21A040020898 |
| Location | Naperville, IL - 29 mi. |
| Features | captain's chair |
| Mileage | 141,243 mi. |
| Transmission | Automatic |
| Exterior Color | Gold |
| Interior Color | Brown |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
$37,590
2024 Toyota Highlander XSE
- 35,787 Miles
- Chicago, IL (2 mi away)
- $166 Below market value of $37,756
- Listed 2 days ago
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Used 2024 Toyota Highlander XSE for Sale
35,787 Miles
Chicago, IL (2 mi away)
| Category | Used Cars |
| Price | $37,590 |
| For Sale By | dealer |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDKDRAH1RS534267 |
| Location | Chicago, IL - 2 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, internet radio |
| Mileage | 35,787 mi. |
| Transmission | Automatic |
| Exterior Color | Midnight black metallic |
| Interior Color | Black |
| MPG | 25 combined |
| Drivetrain | Front-wheel drive |
$34,590
2021 Toyota Highlander XLE
- 31,924 Miles
- Chicago, IL (2 mi away)
- $335 Below market value of $34,925
- Low annual miles
- Listed 2 days ago
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Used 2021 Toyota Highlander XLE for Sale
31,924 Miles
Chicago, IL (2 mi away)
| Category | Used Cars |
| Price | $34,590 |
| For Sale By | dealer |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDGZRBH9MS086892 |
| Location | Chicago, IL - 2 mi. |
| Features | bluetooth, captain's chair, child safety, backup camera, sunroof |
| Mileage | 31,924 mi. |
| Transmission | Automatic |
| Exterior Color | Blueprint |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$19,995
2018 Toyota Highlander Limited
- 135,019 Miles
- Hampshire, IL (48 mi away)
- Remaining Lifespan: 7.9006395 yrs
- $889 Below market value of $20,884
- Listed 2 days ago
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Used 2018 Toyota Highlander Limited for Sale
135,019 Miles
Hampshire, IL (48 mi away)
| Category | Used Cars |
| Price | $19,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDDZRFH7JS867838 |
| Location | Hampshire, IL - 48 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 135,019 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| MPG | 22 combined |
| Drivetrain | All-wheel drive |
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Used Toyota Highlander in Chicago
How to save money when buying a used Toyota Highlander in Chicago?
| Engine | A 4-Cylinder Highlander costs $4,636 less than a 6-Cylinder |
| Drive Type | A front-wheel drive (FWD) Toyota Highlander can be priced $2,211 less than an all-wheel drive (AWD) |
What colors are the best deals for a Toyota Highlander in Chicago?
Least Expensive Color
Gold
$1,850
Average Savings
Most Expensive Color
Blue
$955
Average Premium
Average car color pricing for a used Toyota Highlander in Chicago?
| Rank | Color | Compared to Avg. Price |
|---|---|---|
| Gold | $1,850 Savings | |
| Brown | $742 Savings | |
| Orange | $675 Savings | |
| Silver | $603 Savings | |
| Black | $200 Savings | |
| White | $18 Savings | |
| Red | $63 Higher | |
| Green | $191 Higher | |
| Gray | $329 Higher | |
| Blue | $955 Higher |
What Toyota Highlander color has the best resale value in Chicago?
Price differences by car color compared to the average price of a used Toyota Highlander in Chicago
What is the best time to buy a used Toyota Highlander in Chicago?
Good times to buy
$274 Average Savings
January, September, October, November, December are good times to buy to find the best prices.
Good times to sell
$198 Average Premium
February, March, April, May, June, July, August are good times to sell to get the best prices.
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Explore other cities
| Average Price | Deals | Listings | |
|---|---|---|---|
| Toyota Highlander in Indianapolis | $23,657 | Save $6,257 on 62 deals | 139 listings |
Average Price of Toyota Highlander Trims
| Trim | Average Price | Listings | Specs | ||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
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Toyota Highlander XLE (2014-2020) |
$27,450 | 4,738 Listings |
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Toyota Highlander Limited (2002-2020) |
$21,915 | 2,081 Listings |
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Toyota Highlander LE (2014-2020) |
$27,594 | 2,017 Listings |
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Toyota Highlander L (2020) |
$30,922 | 675 Listings |
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Toyota Highlander XSE (2021) |
$35,910 | 667 Listings |
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Toyota Highlander Platinum (2020) |
$38,741 | 629 Listings |
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Toyota Highlander SE (2010-2013, 2017-2019) |
$16,556 | 624 Listings |
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Toyota Highlander Base (2001-2013) |
$8,618 | 558 Listings |
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Toyota Highlander Limited Platinum (2014-2020) |
$22,068 | 360 Listings |
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Toyota Highlander LE Plus (2014-2019) |
$18,436 | 311 Listings |
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