- 59,099 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Zeigler Toyota of Racine (60 mi away)
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Located in Mount Pleasant, WI / 60 miles away from Chicago, IL
One Owner - Clean History Report Showing No Accidents ++, Apple CarPlay + Android CarPlay ++, 18" Painted Alloy Wheels, 3rd row seats: split-bench, Bu...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH8PS007338
Stock: PS007338
Certified Pre-Owned: No
Listed since: 07-24-2025- $44,999great price$3,403 below market
- 8,106 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Arlington Toyota Palatine (27 mi away)
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Located in Palatine, IL / 27 miles away from Chicago, IL
ONE-OWNER LOCAL TRADE & 4.9% APR FOR 72 MONTHS & 2 YEARS MAINTENANCE INCLUDED ON CERTIFIED USED VEHICLES!! Outside Temp Gauge, Window Grid Diversity A...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH5RS565066
Stock: 19527P
Certified Pre-Owned: Yes
Listed since: 07-10-2025 - $36,916great price$3,690 below market
- 15,823 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Van Horn Honda of Glendale (87 mi away)
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Located in Glendale, WI / 87 miles away from Chicago, IL
Clean CARFAX. CARFAX One-Owner. 3rd Row Seats, Heated Front Seats, Adaptive Cruise, Forward Collision Avoidance w/ Stop, Lane Keep Assist, Lane Depart...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBHXRS566620
Stock: V205025C
Certified Pre-Owned: No
Listed since: 06-18-2025 - $35,590great price$4,541 below market
- 36,391 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Phoenix, AZ / 1,447 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH3RS534531
Stock: 2003833166
Certified Pre-Owned: No
Listed since: 06-21-2025 - $37,590great price$6,290 below market
- 24,152 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Tampa, FL / 1,005 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH6RS532935
Stock: 2003732967
Certified Pre-Owned: No
Listed since: 06-07-2025 - $34,494great price$4,344 below market
- 39,748 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Russ Darrow Mitsubishi (83 mi away)
Close
Located in Waukesha, WI / 83 miles away from Chicago, IL
CARFAX One-Owner. 2024 Toyota Highlander LE Celestial Silver Metallic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp FWD BLUETOOTH(R) CONNECTION...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH8RS528367
Stock: WMRJ5227
Certified Pre-Owned: No
Listed since: 05-28-2025 - $42,031great price$3,212 below market
- 12,288 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Toyota of Merrillville (34 mi away)
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Located in Merrillville, IN / 34 miles away from Chicago, IL
**CERTIFIED BY AUTOCHECK ONE OWNER AND NO ACCIDENTS!**, fully reconditioned through our shop, Great condition, Oil just changed!, Priced below market,...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH6RS539916
Stock: B6P539916
Certified Pre-Owned: Yes
Listed since: 06-23-2025 - $36,794great price$3,245 below market
- 27,713 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Zeigler Honda of Racine (60 mi away)
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Located in Mount Pleasant, WI / 60 miles away from Chicago, IL
1 OWNER CLEAN CARFAX!Priced below KBB Fair Purchase Price!Odometer is 19196 miles below market average!AWD ++, APPLE CARPLAY, ANDROID AUTO, BLI...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDLZRBH4NS178864
Stock: P12481
Certified Pre-Owned: No
Listed since: 05-02-2025 - $40,590great price$5,146 below market
- 30,235 miles
- 1 accident, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Tampa, FL / 1,005 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH6RS529550
Stock: 2003684681
Certified Pre-Owned: No
Listed since: 04-28-2025 - $39,898great price$3,051 below market
- 17,203 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Heiser Toyota (90 mi away)
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Located in Milwaukee, WI / 90 miles away from Chicago, IL
2024 Toyota Highlander XLE AWDDealer Reconditioned by ASE Certified Technicians, Clean Carfax, AWD. 21/28 City/Highway MPG Odometer is 1972 miles belo...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH1RS545767
Stock: TPP2886
Certified Pre-Owned: No
Listed since: 05-01-2025 - $36,993good price
- 40,705 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 798 miles away from Chicago, IL
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Keyless Start,Lane Keeping Assist...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9RS532380
Stock: RS532380A
Certified Pre-Owned: No - $26,990great price$1,907 below market
- 111,340 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Auto Gallery Chicago (19 mi away)
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Located in Addison, IL / 19 miles away from Chicago, IL
Visit Auto Gallery of Chicago to shop our great deals. You can call 630-628-1400 to schedule your test drive today.
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH8NS571932
Stock: 7091
Certified Pre-Owned: No
Listed since: 07-26-2025 - $32,000great price$2,273 below market
- 61,275 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarWise Gurnee (39 mi away)
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Located in Gurnee, IL / 39 miles away from Chicago, IL
** Adaptive Cruise Control, ** Alloy Wheels / Premium Wheels, ** Automatic Emergency Braking, ** Backup Camera, ** Bluetooth, Hands Free, ** Brake Ass...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH7NS573428
Stock: GM29023R
Certified Pre-Owned: No
Listed since: 06-03-2025 - $40,266good price$1,351 below market
- 26,511 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Zeigler Buick GMC of Lincolnwood (9 mi away)
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Located in Lincolnwood, IL / 9 miles away from Chicago, IL
2022 Toyota Highlander Limited Black AWD*, NAVIGATION w/BACKUP CAMERA*, BLUETOOTH w/MUSIC STREAMING*, BLIND SPOT MONITOR*, PRE-COLLSION WARNING SYSTEM...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDDZRBH9NS569822
Stock: PA8092
Certified Pre-Owned: No
Listed since: 06-24-2025 - $35,777great price$2,425 below market
- 34,347 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (83 mi away)
- Home delivery*
Close
Located in Waukesha,, WI / 83 miles away from Chicago, IL
CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keepi...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH4NS567053
Stock: NS567053A
Certified Pre-Owned: No - $38,941good price$3,689 below market
- 47,138 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Liberty Auto Plaza Volkswagen (31 mi away)
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Located in Libertyville, IL / 31 miles away from Chicago, IL
Moon Dust 2024 Toyota Highlander Limited AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 1 OWNER CERTIFED CARFAX**, **LEATH...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH6RS555338
Stock: 250525A
Certified Pre-Owned: No
Listed since: 05-15-2025 - $40,590good price$4,029 below market
- 19,434 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Tampa, FL / 1,005 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH7RS532216
Stock: 2003728611
Certified Pre-Owned: No
Listed since: 06-18-2025 - $37,590great price$3,255 below market
- 31,672 miles
- 2 accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Las Vegas, NV / 1,522 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH0RS532638
Stock: 2003653010
Certified Pre-Owned: No
Listed since: 04-23-2025 - 30,427 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Baha Auto (13 mi away)
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Located in Burbank, IL / 13 miles away from Chicago, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH4PS043012
Stock: B31877
Certified Pre-Owned: No- $40,988good price$2,544 below market
- 8,918 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Wiers Chevrolet GMC (52 mi away)
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Located in Demotte, IN / 52 miles away from Chicago, IL
Vehicle DetailsDiscover the exceptional value and reliability of the 2024 Toyota Highlander XLE, now available with just 8,654 miles. This sophisticat...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH2RS560505
Stock: FP319
Certified Pre-Owned: No
Listed since: 05-15-2025 - $38,692fair price$861 below market
- 23,565 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Lexus of Brookfield (84 mi away)
- Five Star Dealer
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Located in Brookfield, WI / 84 miles away from Chicago, IL
**AWD, 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Air Conditioning, Alloy wheels, AM/FM radio: SiriusX...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBHXNS589056
Stock: 28392A
Certified Pre-Owned: No
Listed since: 06-24-2025
Consumer Reviews for the Toyota Highlander
Rattling noise from moonroof
Used 2023 Toyota Highlander in Chicago, IL Values
Condition | Trade-In | Private Party | Dealer Retail |
---|---|---|---|
Outstanding | $28,005 | $29,832 | $31,893 |
Clean | $27,655 | $29,427 | $31,426 |
Average | $27,070 | $28,752 | $30,648 |
Rough | $26,310 | $27,874 | $29,638 |
The average list price of a used 2023 Toyota Highlander in Chicago, Illinois is $37,605. The average mileage on a used Toyota Highlander 2023 for sale in Chicago, Illinois is 33,623. Based on the average mileage of 33,623 for used 2023 Toyota Highlander for sale in Chicago, IL and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Toyota Highlander 2023 in Chicago, Illinois to be $27,070.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.