Used 2014 Toyota Highlander for Sale near Chicago, IL
68 results
CarGurus Analysis:
2014 Toyota Highlander
With 68 currently listed for sale near Chicago, IL and an average price of $15,016.00, 26.5% of 2014 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Toyota Highlander 4.25 / 5 stars.
63.2% of 2014 Highlander models on CarGurus are accident free.
The 2014 Toyota Highlander features a spacious interior, advanced safety options, and impressive technology integration for its class.
CarGurus Analysis: 2014 Toyota Highlander
overall
Summary
With 68 currently listed for sale near Chicago, IL and an average price of $15,016.00, 26.5% of 2014 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Toyota Highlander 4.25 / 5 stars.
63.2% of 2014 Highlander models on CarGurus are accident free.
The 2014 Toyota Highlander features a spacious interior, advanced safety options, and impressive technology integration for its class.
Why it stands out
The 2014 Toyota Highlander marks a significant evolution in the crossover segment, shedding its previously bland image for a more athletic and modern design. Enhanced with a capable 3.5-liter V6 engine delivering 270 horsepower, the Highlander offers a blend of performance and comfort that appeals to families. It supports up to eight passengers and includes thoughtful features such as a user-friendly infotainment system with Entune Apps, a spacious cabin, and robust safety technology. While it may lag behind in fuel efficiency and some comfort aspects in its seating, the Highlander's robust all-wheel drive system and practical design make it a solid choice for drivers seeking versatility in their family vehicle. Its favorable user reviews highlight reliability and comfort, making the Highlander a well-rounded option in a highly competitive market.
Other model years to consider
- Average price: $34,542.00
- Good/great deal percentage: 69.2%
- User rating: 4.58 / 5
- Total listings: 208
- Average price: $31,206.00
- Good/great deal percentage: 55.3%
- User rating: 4.82 / 5
- Total listings: 159
- Average price: $35,093.00
- Good/great deal percentage: 65.7%
- User rating: 4.36 / 5
- Total listings: 201
This analysis is based on CarGurus' proprietary market data from April 7, 2026, CarGurus experts' opinions, and generative AI.
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4.3 Overall rating
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Anonymous
Reviewed a 2014 Toyota XLE AWD on May 11, 2014
Overall the experience of driving the vehicle is fantastic. The higher seating above a sedan car makes this a pleasant ride in any weather enabling the driver to see far ahead when driving in heavy traffic. It has enough air bags to float a tank.
Anonymous
Reviewed a 2014 Toyota Highlander on Apr 10, 2021
Our Limited AWD is a very solid car that we expect to drive for a long time. Very comfortable seats. The space is easily configured for people or cargo. Love the shelf under the dash!
Anonymous
Reviewed a 2014 Toyota XLE AWD on Sep 4, 2015
Overall... excellent vehicle. Front row and 2nd row seats adjust to accommodate most drivers/riders. I did alot of shopping around before I made my purchase and what I found is that the Highlander is really the best value for the money. The interior is very nice... not cheap looking as compared to some other mid-size SUVs which were actually more expensive.
Andrea W
Reviewed a 2014 Toyota Highlander on Mar 17, 2021
The car feels solid, that’s what I was looking for. The downside is that the seats are uncomfortable and the mirrors don’t fold in.
2014 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE | $30,520 |
| Limited Platinum AWD | $43,590 |
| LE AWD | $31,980 |
| LE Plus AWD | $34,200 |
| XLE | $36,040 |
| Limited | $39,640 |
| Limited AWD | $41,100 |
| XLE AWD | $37,500 |
2014 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2014 Toyota Highlander prices has changed over time.
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