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1,516 listings
- $35,590great price$6,873 below market
- 33,579 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana - Chicago (41 mi away)
- Home delivery*
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Located in Chicago, IL / 41 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: 5TDKDRAH1RS532518
Stock: 2003602020
Certified Pre-Owned: No
Listed since: 04-04-2025 - $36,590great price$6,563 below market
- 30,103 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana - Chicago (41 mi away)
- Home delivery*
Close
Located in Chicago, IL / 41 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: 5TDKDRAH1RS528906
Stock: 2003602037
Certified Pre-Owned: No
Listed since: 03-31-2025 - Price Drop$33,995great price$3,751 below market
- 38,527 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Driveway (80 mi away)
- Home delivery*
Close
Located in West Allis, WI / 80 miles away from Chicago, IL
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Lane Kee...
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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH1RS547339
Stock: G92438
Certified Pre-Owned: No - $42,455good price$1,741 below market
- 28,925 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Autos of Chicago (23 mi away)
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Located in Arlington Heights, IL / 23 miles away from Chicago, IL
Our One Owner 2024 Toyota Highlander XSE takes a fierce approach to family travel in Midnight Black Metallic! Powered by a TurboCharged 2.4 Liter 4 Cy...
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: 5TDKDRAH6RS530294
Stock: 4097
Certified Pre-Owned: No
Listed since: 06-09-2025 - Price Drop$42,789good price$1,136 below market
- 16,851 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Gerald Toyota of Matteson (27 mi away)
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Located in Matteson, IL / 27 miles away from Chicago, IL
New Price! 2024 Toyota Highlander XLE Magnetic Gray Metallic *ONE OWNER, *BLUETOOTH, *BACKUP CAMERA, *3RD ROW SEATING, *AWD, ABS brakes, Active Cruise...
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: 5TDKDRBHXRS535299
Stock: T403062
Certified Pre-Owned: Yes
Listed since: 06-20-2025 - Price Drop$43,590good price$1,092 below market
- 12,301 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana - Chicago (41 mi away)
- Home delivery*
Close
Located in Chicago, IL / 41 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: 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: 5TDKDRBH0RS555481
Stock: 2003804096
Certified Pre-Owned: No
Listed since: 06-22-2025 - $35,977good price$2,571 below market
- 32,692 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Driveway (80 mi away)
- Home delivery*
Close
Located in West Allis, WI / 80 miles away from Chicago, IL
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Lane Kee...
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: 5TDKDRBH7RS533820
Stock: G92475
Certified Pre-Owned: No - Price Drop$41,662fair price$926 below market
- 20,273 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Phillips Chevrolet of Lansing (22 mi away)
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Located in Lansing, IL / 22 miles away from Chicago, IL
CarBravo Certified, Accident FREE, No Added Cert. Fees, Certified Multi-Point Inspection, Fully Serviced, AWD!, Heated Seats, Apple CarPlay, Keyless E...
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: 5TDKDRBH9RS531051
Stock: E8532
Certified Pre-Owned: No
Listed since: 07-11-2025 - New Listing$37,998good price$2,193 below market
- 15,860 miles
- 8 Seats, 21 City / 28 Hwy MPG
- CarMax Tinley Park (25 mi away)
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Located in Tinley Park, IL / 25 miles away from Chicago, IL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH8RS556961
Stock: 27515950
Certified Pre-Owned: No - $37,000fair price$800 below market
- 30,135 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Al Piemonte Nissan (12 mi away)
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Located in Melrose Park, IL / 12 miles away from Chicago, IL
Gray 2024 Toyota Highlander LE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp CARFAX CERTIFIED, RECENTLY SERVICED, COME ON...
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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH8RS533275
Stock: N14567
Certified Pre-Owned: No
Listed since: 03-13-2025 - $37,497good price$1,632 below market
- 37,200 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 21 City / 28 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 ++, 18" Painted Alloy Wheels, 3rd row seats: split-bench, ABS brakes, Active Cruise Control, All...
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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBHXRS535836
Stock: RS535836
Certified Pre-Owned: Yes
Listed since: 04-10-2025 - New Listing
- 5,035 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Bredemann Toyota (15 mi away)
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Located in Park Ridge, IL / 15 miles away from Chicago, IL
Recent Arrival! Clean CARFAX.Moon Dust 2024 Toyota Highlander Limited AWD 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed AutomaticAWD.Fo...
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: 5TDKDRBH9RS568052
Stock: TP7799
Certified Pre-Owned: Yes
Listed since: 07-21-2025 - New Listing
- 6,347 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Bredemann Toyota (15 mi away)
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Located in Park Ridge, IL / 15 miles away from Chicago, IL
Recent Arrival! Clean CARFAX.Celestial Silver 2024 Toyota Highlander XLE AWD 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed AutomaticAWD...
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: 5TDKDRBH3RS568127
Stock: TP7797
Certified Pre-Owned: Yes
Listed since: 07-21-2025 - Price Drop$39,987great price$3,218 below market
- 11,838 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Toyota of Brookfield (87 mi away)
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Located in Brookfield, WI / 87 miles away from Chicago, IL
CARFAX One-Owner. Clean CARFAX. Certified. Midnight Black Metallic 2023 Toyota Highlander XLE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V ...
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: 5TDKDRBH6PS528069
Stock: PJR1422A
Certified Pre-Owned: Yes
Listed since: 06-27-2025 - $42,999great price$3,217 below market
- 16,922 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Guaranteed Motor Cars - Lake Villa (43 mi away)
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Located in Lake Villa, IL / 43 miles away from Chicago, IL
Highlander Platinum, 4D Sport Utility, 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp, 8-Speed Automatic, AWD, Blue, Black Leather.CARFAX One-...
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: 5TDKDRBH4PS036964
Stock: LV391
Certified Pre-Owned: No
Listed since: 07-01-2025 - New ListingNot Priced
- 36,206 miles
- 8 Seats, 22 City / 29 Hwy MPG
- Guaranteed Motor Cars - Lake Villa (43 mi away)
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Located in Lake Villa, IL / 43 miles away from Chicago, IL
Recent Arrival! Clean CARFAX. Red 2024 Toyota Highlander 4D Sport Utility LE 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed Automatic FW...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAHXRS539046
Stock: LV437
Certified Pre-Owned: No
Listed since: 07-22-2025 - Price Drop$37,749great price$2,626 below market
- 41,969 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 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 ++, 3rd row seats: split-bench, ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stab...
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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH2PS511477
Stock: PS511477
Certified Pre-Owned: Yes
Listed since: 04-08-2025 - $37,999fair price$124 below market
- 8,728 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Orland Toyota (22 mi away)
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Located in Tinley Park, IL / 22 miles away from Chicago, IL
2023 Toyota Highlander L **LIKE BRAND NEW, **LOCAL TRADE, **TOYOTA CERTIFIED, **LOW MILES ONLY 8728, **1 OWNER CLEAN CARFAX, **BLUETOOTH, **CLOTH SEAT...
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: 5TDKDRAH8PS509721
Stock: 457241
Certified Pre-Owned: Yes
Listed since: 06-09-2025 - $36,999fair price$212 below market
- 8,848 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Pauly Toyota (41 mi away)
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Located in Crystal Lake, IL / 41 miles away from Chicago, IL
CARFAX One-Owner. Clean CARFAX. Certified. Celestial Silver Metallic 2023 Toyota Highlander L TOYOTA GOLD CERTIFIED FWD 8-Speed Automatic 2.4L I4 PDI ...
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: 5TDKDRAH9PS500123
Stock: 40083B
Certified Pre-Owned: Yes
Listed since: 06-10-2025 - $35,203good price$2,212 below market
- 74,249 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Umansky Toyota (87 mi away)
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Located in Milwaukee, WI / 87 miles away from Chicago, IL
Elevate your driving experience with the gold certified pre-owned 2023 Toyota Highlander XLE that includes a 7 year/100,000 mile warranty available no...
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: 5TDKDRBH4PS044787
Stock: T74745A
Certified Pre-Owned: Yes
Listed since: 06-10-2025 - $32,700good price$2,788 below market
- 18,879 miles
- 1 accident, 2 owners, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- International Subaru (22 mi away)
Close
Located in Tinley Park, IL / 22 miles away from Chicago, IL
*JUST REDUCED*, PRICE BELOW MARKET VALUE!, Highlander L, Multiple Finance Options Available, GREAT BUY!!!, 18" Painted Alloy Wheels, 3.329 Axle Ratio,...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
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: 5TDKDRAH1PS514386
Stock: PS514386
Certified Pre-Owned: No
Listed since: 05-20-2025
Showing 1 - 21 out of 1,516 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
New 2023 LE FWD Left Us Stranded on Vacation
Lander04084, 09/19/2023
2023 Toyota Highlander LE 4dr SUV (2.4L 4cyl Turbo 8A)
Bought new to have a reliable vehicle for traveling. At 2284 miles on vacation in Canada, CEL and acted like bad gas. Stranded us for 2 days. Dealer didn't have the part (or loaners, or even a shuttle service to our local destination). Bad Fuel/Air Ratio sensor. Repaired under warranty, but our ruined vacation wasn't covered under any warranty. Not happy.
Used 2024 Toyota Highlander in Chicago, IL Values
Estimated values
2024 Toyota Highlander Platinum 4dr SUV (2.4L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $38,121 | $39,980 | $42,235 |
| Clean | $37,792 | $39,583 | $41,762 |
| Average | $37,243 | $38,922 | $40,974 |
| Rough | $36,530 | $38,063 | $39,950 |
The average list price of a used 2024 Toyota Highlander in Chicago, Illinois is $39,338. The average mileage on a used Toyota Highlander 2024 for sale in Chicago, Illinois is 25,022. Based on the average mileage of 25,022 for used 2024 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 2024 in Chicago, Illinois to be $37,243.
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