Toyota Highlander for Sale Near Chicago, IL

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2021 toyota highlanderPlatinum

$37,998$698.93/month est.

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52,801

CarMax Merrillville (33 miles away)

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2021 toyota highlanderLE

$29,998$551.78/month est.

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52,533

CarMax Merrillville (33 miles away)

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2014 toyota highlanderLE Plus V6

$15,450$284.19/month est.

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136,730

Elgin Hyundai (31 miles away)

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2026 toyota highlanderXLE

$50,581$930.39/month est.

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Classic Toyota, Scion (36 miles away)

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2026 toyota highlanderHybrid XLE

$51,497$947.23/month est.

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Classic Toyota, Scion (36 miles away)

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2026 toyota highlanderPlatinum

$58,866$1,082.78/month est.

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0

Classic Toyota, Scion (36 miles away)

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2025 toyota highlanderLE

$35,749$657.57/month est.

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26,011

Hertz Car Sales Des Plaines (16 miles away)

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2025 toyota highlanderLE

$35,335$649.95/month est.

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30,053

Hertz Car Sales Des Plaines (16 miles away)

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2025 toyota highlanderLE

$34,499$634.57/month est.

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38,110

Hertz Car Sales Des Plaines (16 miles away)

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2022 toyota highlanderHybrid LE

$33,998$625.36/month est.

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55,550

CarMax Kenosha (49 miles away)

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2023 toyota highlanderXLE

$37,998$698.93/month est.

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49,167

CarMax Kenosha (49 miles away)

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2020 toyota highlanderHybrid Platinum

$42,998$790.90/month est.

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46,610

CarMax Schaumburg (26 miles away)

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2016 toyota highlanderLimited V6

$30,998$570.18/month est.

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27,405

CarMax Hillside (Eisenhower Expy) (14 miles away)

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2021 toyota highlanderLE

$25,998$478.21/month est.

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97,061

CarMax Hillside (Eisenhower Expy) (14 miles away)

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2024 toyota highlanderXLE

$39,895$733.83/month est.

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20,090

Chevrolet of Merrillville (31 miles away)

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2023 toyota highlanderXLE

$36,900$678.74/month est.

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46,967

Motor Werks Honda (31 miles away)

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2015 toyota highlanderXLE V6

$17,299$318.20/month est.

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138,148

Gurnee Hyundai (38 miles away)

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2026 toyota highlanderXLE

$51,766$952.18/month est.

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4

Gerald Toyota of Matteson (27 miles away)

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2017 toyota highlanderXLE

$22,800$419.38/month est.

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84,012

Team Toyota - IN (27 miles away)

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2026 toyota highlanderXLE

$43,899$807.48/month est.

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8,056

Off Lease Cars (43 miles away)

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2015 toyota highlanderLimited Platinum V6

$21,148$389.00/month est.

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94,909

Advantage Cadillac (14 miles away)

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2017 toyota highlanderLE

$15,955$293.48/month est.

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134,176

Grand Subaru (17 miles away)

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2015 toyota highlanderLimited Platinum V6

$19,239$353.88/month est.

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121,909

Audi Exchange St. Charles (37 miles away)

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How We Calculate Price Badges

Our price badges compare a vehicle’s listed price with similar vehicles in your area using factors such as make, model, year, trim, body type, drivetrain, and whether the vehicle is new or used. The listed price is then compared against a benchmark price to assign the applicable badge. Badges are updated periodically, but may not reflect real-time market conditions. Price badges are provided for general informational purposes only and are based on available market data and statistical analysis. They do not constitute guarantees or representations of savings, fair value, resale value, or the final transaction price. Actual purchase prices may vary due to dealer fees, add-ons, financing terms, taxes, and other factors outside our control. Consumers should use this information as one of multiple considerations when evaluating a vehicle purchase.