Used 2014 Toyota Highlander for Sale near Chicago, IL
87 results
CarGurus Analysis:
2014 Toyota Highlander
With 80 currently listed for sale near Chicago, IL and an average price of $16,941.00, 20.0% of 2014 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Toyota Highlander 4.78 / 5 stars.
70.0% of 2014 Highlander models on CarGurus are accident free.
The 2014 Toyota Highlander boasts a spacious interior with seating for up to 8, advanced safety features, and a capable all-wheel-drive system.
CarGurus Analysis: 2014 Toyota Highlander
overall
Summary
With 80 currently listed for sale near Chicago, IL and an average price of $16,941.00, 20.0% of 2014 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Toyota Highlander 4.78 / 5 stars.
70.0% of 2014 Highlander models on CarGurus are accident free.
The 2014 Toyota Highlander boasts a spacious interior with seating for up to 8, advanced safety features, and a capable all-wheel-drive system.
Why it stands out
The 2014 Toyota Highlander represents a significant step up in the crossover market, transitioning from its once "vanilla" image to a more appealing, athletic design. Its robust 3.5-liter V6 engine, offering 270 horsepower, combined with an efficient 6-speed automatic transmission, ensures a smooth and responsive driving experience. The Highlander's interior is designed with family needs in mind, featuring generous cargo space and a multitude of cupholders, making it ideal for road trips and daily errands. Moreover, with advanced safety tech including a backup camera and available lane-departure warnings, it enhances peace of mind for families. While some users have noted that the third-row seating could be improved for comfort and the fuel economy might not impress, the overall value, reliability, and spaciousness continue to make the Highlander a strong contender in its class.
Other model years to consider
- Average price: $35,371.00
- Good/great deal percentage: 62.8%
- User rating: 5 / 5
- Total listings: 199
- Average price: $36,545.00
- Good/great deal percentage: 66.0%
- User rating: 4.75 / 5
- Total listings: 235
- Average price: $33,849.00
- Good/great deal percentage: 67.6%
- User rating: 4.44 / 5
- Total listings: 244
This analysis is based on CarGurus' proprietary market data from May 19, 2026, CarGurus experts' opinions, and generative AI.
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4.8 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 |
| LE Plus AWD | $34,200 |
| Limited Platinum AWD | $43,590 |
| LE AWD | $31,980 |
| Limited | $39,640 |
| XLE | $36,040 |
| 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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