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1,423 listings
- $30,900great price$4,253 below market
- 18,879 miles
- 1 accident, 2 owners, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- International Subaru (22 mi away)
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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 - Price Drop$35,615great price$5,406 below market
- 52,945 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- Hawk Ford of Carol Stream (25 mi away)
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Located in Carol Stream, IL / 25 miles away from Chicago, IL
Black 2023 Toyota Highlander L L2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed Automatic AWDCARFAX One-Owner.21/28 City/Highway MPGCome ...
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: 5TDKDRBH2PS005003
Stock: B250315A
Certified Pre-Owned: No
Listed since: 05-15-2025 - Price Drop$34,650great price$2,679 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 - $38,998good price$2,011 below market
- 35,846 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Umansky Chevrolet (87 mi away)
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Located in Glendale, WI / 87 miles away from Chicago, IL
includes 10 Year / 150,000 Mile Warrranty, Discover premium comfort and modern capability with this 2023 Toyota Highlander Limited, now available at U...
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: 5TDKDRAH8PS015603
Stock: P15603
Certified Pre-Owned: No
Listed since: 06-18-2025 - $43,995good price$1,513 below market
- 18,299 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Woodfield Lexus (25 mi away)
- Home delivery*
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Located in Schaumburg, IL / 25 miles away from Chicago, IL
** Local Trade**, ** Lane Departure Warning, ** Blind Spot Monitor, ** Alloy Wheels / Premium Wheels, ** Apple CarPlay/Android Auto, ** Navigation Sys...
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: 5TDKDRBH5PS022992
Stock: R0822A
Certified Pre-Owned: No
Listed since: 07-18-2025 - Price Drop$39,881good price$2,810 below market
- 32,575 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- Toyota of Brookfield (87 mi away)
Close
Located in Brookfield, WI / 87 miles away from Chicago, IL
CARFAX One-Owner. Certified. Blueprint 2023 Toyota Highlander XSE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp AWD, ABS ...
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: 5TDKDRBH2PS009293
Stock: PML1364
Certified Pre-Owned: Yes
Listed since: 05-27-2025 - $28,995good price$1,986 below market
- 59,682 miles
- No accidents, 1 owner, corporate fleet vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- The Car Store Auto Corp (37 mi away)
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Located in Aurora, IL / 37 miles away from Chicago, IL
Visit The Car Store Auto Corp online at thecarstoreaurora.com to see more pictures of this vehicle or call us at 630-892-4300 today to schedule your ...
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: 5TDKDRAH0PS012016
Stock: 34618
Certified Pre-Owned: No - $31,550good price$1,973 below market
- 44,188 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- iDrive Motor Sports (9 mi away)
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Located in Berwyn, IL / 9 miles away from Chicago, IL
This 2023 Toyota Highlander L, has a Celestial Silver Metallic exterior and an Graphite interior color. 44188 miles. Stock Number 10109. You c...
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: 5TDKDRAH2PS005438
Stock: 10109
Certified Pre-Owned: No
Listed since: 05-13-2025 - New Listing$43,220good price$1,892 below market
- 12,535 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Umansky Toyota (87 mi away)
Close
Located in Milwaukee, WI / 87 miles away from Chicago, IL
Premium, powerful, and family-ready—the 2023 Toyota Highlander Limited is available now at Umansky Toyota in Milwaukee, Wisconsin. Finished in stunnin...
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: 5TDKDRBH6PS033581
Stock: T90235A
Certified Pre-Owned: No
Listed since: 07-31-2025 - $41,250good price$1,766 below market
- 31,020 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Fair Oaks Ford Lincoln (30 mi away)
Close
Located in Naperville, IL / 30 miles away from Chicago, IL
CARFAX One-Owner. Clean CARFAX. Moon Dust 2023 Toyota Highlander L AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp Local Tr...
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: 5TDKDRBHXPS024270
Stock: PL460
Certified Pre-Owned: No
Listed since: 07-12-2025 - $44,998fair price$1,102 above market
- 15,422 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Golf Mill Ford (16 mi away)
Close
Located in Niles, IL / 16 miles away from Chicago, IL
2023 Toyota Highlander XSE Midnight Black Metallic AWD 4D Sport Utility2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed AutomaticClean CAR...
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: 5TDKDRBH3PS519930
Stock: X15026
Certified Pre-Owned: No
Listed since: 04-22-2025 - $37,990good price$2,022 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)
Close
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 - Price Drop$36,984good price$2,110 below market
- 43,747 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Toyota of Brookfield (87 mi away)
Close
Located in Brookfield, WI / 87 miles away from Chicago, IL
CARFAX One-Owner. Clean CARFAX. Certified. Wind Chill Pearl 2023 Toyota Highlander XLE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SU...
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: 5TDKDRBH7PS507943
Stock: PSW1013
Certified Pre-Owned: Yes
Listed since: 06-04-2025 - $38,990fair price$797 below market
- 25,215 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Zeigler Toyota of Racine (60 mi away)
Close
Located in Mount Pleasant, WI / 60 miles away from Chicago, IL
One Owner - Clean History Report Showing No Accidents ++, All Weather Floor & Cargo Liner (TMS), Auto-dimming Rear-View mirror, Fully automatic headli...
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: 5TDKDRBH9PS523044
Stock: PS523044
Certified Pre-Owned: No
Listed since: 07-23-2025 - $37,999fair price$746 above market
- 8,728 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Orland Toyota (22 mi away)
Close
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$636 above market
- 8,848 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Pauly Toyota (41 mi away)
Close
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 - $37,900fair price$67 above market
- 17,622 miles
- 1 accident, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Bredemann Toyota (15 mi away)
Close
Located in Park Ridge, IL / 15 miles away from Chicago, IL
FRESH OIL CHANGE - NEW CABIN AIR FILTER - NEW ENGINE FILTER - NEW WIPERS ONLY 17K MILES AND FULLY DETAILED! For 100 years, families have trusted the B...
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: Yes
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH5PS037749
Stock: TP7795
Certified Pre-Owned: No
Listed since: 07-17-2025 - 65,580 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- Enterprise Car Sales Aurora (31 mi away)
- Home delivery*
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Located in Aurora, IL / 31 miles away from Chicago, IL
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 5TDKDRBH4PS007450
Stock: 8GJ1HD
Certified Pre-Owned: No
Listed since: 06-23-2025- Price Drop
- 46,800 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Zeigler Subaru of Schererville (31 mi away)
Close
Located in Schererville, IN / 31 miles away from Chicago, IL
*BACKUP CAMERA, *BLUETOOTH, *LEATHER, *SUNROOF/MOONROOF, *BLINDSPOT WARNING, *WIRELESS STREAMING, *HEATED SEATS, AWD, *CRUISE CONTROL, USB CHARGING PO...
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: 5TDKDRBH5PS034138
Stock: 1240SP
Certified Pre-Owned: No
Listed since: 06-03-2025 - Price Drop
- 60,777 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Zeigler Toyota of Racine (60 mi away)
Close
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 - Price Drop
- 66,615 miles
- Frame damage reported, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Guaranteed Motor Cars - Lansing (22 mi away)
Close
Located in Lansing, IL / 22 miles away from Chicago, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH9PS004110
Stock: PH1062
Certified Pre-Owned: No
Listed since: 02-28-2025
Showing 1 - 21 out of 1,423 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Rattling noise from moonroof
Carl, 05/29/2023
2023 Toyota Highlander Limited 4dr SUV (2.4L 4cyl Turbo 8A)
A month after driving the new 2023 highlander limited, rattling noise is consistent (seems to be from moon roof's centre panel). The noise is similar to having a cart go over a pebble road. Reported to the service department and waiting to hear back if similar complaints are received.
The 2.4 litre engine doesn't save any more on gas as opposed to our traded in 2017 3.5 litre engine … Highlander Limited. Disappointed on both issues.
Used 2023 Toyota Highlander in Chicago, IL Values
Estimated values
2023 Toyota Highlander L 4dr SUV (2.4L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $27,674 | $29,276 | $31,082 |
| Clean | $27,327 | $28,879 | $30,627 |
| Average | $26,750 | $28,216 | $29,869 |
| Rough | $25,998 | $27,354 | $28,884 |
The average list price of a used 2023 Toyota Highlander in Chicago, Illinois is $37,087. The average mileage on a used Toyota Highlander 2023 for sale in Chicago, Illinois is 37,216. Based on the average mileage of 37,216 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 $26,750.
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