Used Pickups under $40,000 for Sale in Highland, IN

7 Preowned pickup trucks for sale in Highland Indiana and the Metro Chicago and Lake County area priced below $40K. Search by payment, engine type, or drivetrain.

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Highland, IN Secondhand Used Pickups Priced Below $40,000

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State
IL
Credit Score / Avg. Rate
781-850 / 7.13%
Max Payment
$0.00
Down Payment
$0.00
Trade Value
$0.00
Trade Payoff
$0.00
Bad Credit Used Car Loans
Preowned 2024 Jeep Gladiator Sport S for Sale
2024 Jeep Gladiator Sport S

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This low mileage used 2024 Jeep Gladiator Sport S 4x4 pickup under 12,000 miles, automatic transmission, and 25 MPG, 3.6L gas engine is for sale right now below $37K at Thomas Kia of Highland in Highland, IN. ...View More Details

Sales Price: $36,355
Est. Payment: $697.08 / 72 months @ 7.13% APR
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Mileage: 11,821
Location: Highland, IN
Preowned 2023 Ram 1500 Big Horn for Sale
2023 Ram 1500 Big Horn

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This low mileage used 2023 Ram 1500 Big Horn 4x4 pickup below 47,000 miles, automatic transmission, and 25 MPG, 5.7L hybrid engine is for sale right now under $39K at Thomas Kia of Highland in Highland, IN. ...View More Details

Sales Price: $38,359
Est. Payment: $735.15 / 72 months @ 7.13% APR
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Mileage: 46,966
Location: Highland, IN
Preowned 2019 Ram 1500 Rebel for Sale
2019 Ram 1500 Rebel

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This low mileage second hand 2019 Ram 1500 Rebel 4x4 pickup under 54,000 miles, automatic transmission, and 25 MPG, 5.7L gas engine is for sale right now under $36K at Webb Ford in Highland, IN. ...View More Details

Sales Price: $35,659
Est. Payment: $733.78 / 66 months @ 7.13% APR
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Mileage: 54,223
Location: Highland, IN
Preowned 2025 Ford Maverick Lariat for Sale
2025 Ford Maverick Lariat

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This low mileage second hand 2025 Ford Maverick Lariat AWD pickup under 23,000 miles, automatic transmission, and 25 MPG, 2.5L hybrid engine is for sale right now below $37K at Webb Ford in Highland, IN. ...View More Details

Sales Price: $36,959
Est. Payment: $708.55 / 72 months @ 7.13% APR
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Mileage: 23,387
Location: Highland, IN
Preowned 2024 Ford F-150 STX for Sale
2024 Ford F-150 STX

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This low mileage preowned 2024 Ford F-150 STX 4x4 pickup below 24,000 miles, automatic transmission, and 25 MPG, 2.7L gas engine is for sale right now below $40K at Webb Ford in Highland, IN. ...View More Details

Sales Price: $39,259
Est. Payment: $752.24 / 72 months @ 7.13% APR
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Mileage: 24,032
Location: Highland, IN
Preowned 2023 Chevrolet Colorado Trail Boss for Sale
2023 Chevrolet Colorado Trail Boss

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This low mileage used 2023 Chevrolet Colorado Trail Boss 4x4 pickup under 29,000 miles, automatic transmission, and 25 MPG, 2.7L gas engine is for sale right now below $36K at Webb Ford in Highland, IN. ...View More Details

Sales Price: $35,259
Est. Payment: $676.26 / 72 months @ 7.13% APR
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Mileage: 29,187
Location: Highland, IN
Preowned 2026 Hyundai SANTA CRUZ SEL Activity for Sale
2026 Hyundai SANTA CRUZ SEL Activity

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This low mileage preowned 2026 Hyundai SANTA CRUZ SEL Activity AWD pickup under 0,000 miles, automatic transmission, and 25 MPG, 2.5L gas engine is for sale right now below $36K at Webb Hyundai in Highland, IN. ...View More Details

Sales Price: $35,861
Est. Payment: $687.70 / 72 months @ 7.13% APR
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Mileage: 26
Location: Highland, IN