Used Pickups under $40,000 for Sale in the Greater Chicago Area

122 Preowned pickup trucks for sale in the Metro Chicago area priced below $40K. Search by payment, engine type, or drivetrain.

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Metro Chicago 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 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 32,000 miles, automatic transmission, and 23 MPG, 5.7L hybrid engine is for sale right now under $38K at Castle Hyundai Oak Lawn in Oak Lawn, IL. ...View More Details

Sales Price: $37,777
Est. Payment: $724.09 / 72 months @ 7.13% APR
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Mileage: 32,100
Location: Oak Lawn, IL
Preowned 2023 Chevrolet Silverado 1500 LT for Sale
2023 Chevrolet Silverado 1500 LT

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This low mileage second hand 2023 Chevrolet Silverado 1500 LT 4x4 pickup below 43,000 miles, automatic transmission, and 23 MPG, 3.0L diesel engine is for sale right now below $40K at Michigan City Hyundai in Michigan City, IN. ...View More Details

Sales Price: $39,878
Est. Payment: $764.00 / 72 months @ 7.13% APR
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Mileage: 42,548
Location: Michigan City, IN
Preowned 2022 Chevrolet Silverado 1500 Limited LT for Sale
2022 Chevrolet Silverado 1500 Limited LT

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This low mileage second hand 2022 Chevrolet Silverado 1500 Limited LT 4x4 pickup under 50,000 miles, automatic transmission, and 23 MPG, 5.3L gas engine is for sale right now under $36K at Napleton Palatine Hyundai in Palatine, IL. ...View More Details

Sales Price: $35,189
Est. Payment: $674.94 / 72 months @ 7.13% APR
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Mileage: 49,815
Location: Palatine, IL
Preowned 2023 Ram 1500 Big Horn for Sale
2023 Ram 1500 Big Horn

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This low mileage second hand 2023 Ram 1500 Big Horn 4x4 pickup under 24,000 miles, automatic transmission, and 23 MPG, 5.7L hybrid engine is for sale right now below $38K at Castle Hyundai Oak Lawn in Oak Lawn, IL. ...View More Details

Sales Price: $37,977
Est. Payment: $727.89 / 72 months @ 7.13% APR
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Mileage: 24,100
Location: Oak Lawn, IL
Preowned 2025 Hyundai SANTA CRUZ Limited for Sale
2025 Hyundai SANTA CRUZ Limited

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This low mileage certified preowned 2025 Hyundai SANTA CRUZ Limited AWD pickup under 7,000 miles, automatic transmission, and 23 MPG, 2.5L gas engine is for sale right now below $38K at Patrick Hyundai in Schaumburg, IL. ...View More Details

Sales Price: $38,000
Est. Payment: $728.33 / 72 months @ 7.13% APR
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Mileage: 7,435
Location: Schaumburg, IL
Preowned 2021 GMC Sierra 2500HD SLT for Sale
2021 GMC Sierra 2500HD SLT

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This high mileage preowned 2021 GMC Sierra 2500HD SLT 4x4 pickup under 160,000 miles, automatic transmission, and 23 MPG, 6.6L gas engine is for sale right now under $37K at Mercedes-Benz of Peru in Peru, IL. ...View More Details

Sales Price: $36,989
Est. Payment: $1512.24 / 30 months @ 7.13% APR
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Mileage: 159,651
Location: Peru, IL
Preowned 2023 Ford F-150 XLT for Sale
2023 Ford F-150 XLT

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This low mileage second hand 2023 Ford F-150 XLT 4x4 pickup below 49,000 miles, automatic transmission, and 23 MPG, 3.5L gas engine is for sale right now below $39K at James Chrysler Dodge Jeep RAM in Hampshire, IL. ...View More Details

Sales Price: $38,877
Est. Payment: $744.98 / 72 months @ 7.13% APR
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Mileage: 48,978
Location: Hampshire, IL
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 under 35,000 miles, automatic transmission, and 23 MPG, 3.6L hybrid engine is for sale right now below $37K at James Chrysler Dodge Jeep RAM in Hampshire, IL. ...View More Details

Sales Price: $36,300
Est. Payment: $696.04 / 72 months @ 7.13% APR
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Mileage: 35,311
Location: Hampshire, IL
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 23 MPG, 5.7L hybrid engine is for sale right now below $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 2024 Ford F-150 XLT for Sale
2024 Ford F-150 XLT

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This low mileage preowned 2024 Ford F-150 XLT 4x4 pickup under 51,000 miles, automatic transmission, and 23 MPG, 3.5L hybrid engine is for sale right now below $40K at James Chrysler Dodge Jeep RAM in Hampshire, IL. ...View More Details

Sales Price: $39,503
Est. Payment: $812.12 / 66 months @ 7.13% APR
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Mileage: 51,433
Location: Hampshire, IL
Greater Chicago Area Cities with Used Pickups for Sale Below $40K
Metro Chicago Area Counties with Used Pickups for Sale Below $40,000