122 Preowned pickup trucks for sale in the Metro Chicago area priced below $40K. Search by payment, engine type, or drivetrain.
Your Location
Filters
Customize Payments
Click the + Customize Payments button to tailor displayed auto loan payments to your preferences and credit rating. Our estimated payments assume great credit, $0 down, and encompass state taxes, as well as typical DMV and dealer document fees. Display more accurate payments by adjusting factors such as your state of residence, credit score, down payment, and trade-in value versus trade payoff. Get started now!
⇩ View Seller Description
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 |
| + Expand Car Loan Details | |
| Mileage: | 32,100 |
| Location: | Oak Lawn, IL |
⇩ View Seller Description
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 |
| + Expand Car Loan Details | |
| Mileage: | 42,548 |
| Location: | Michigan City, IN |
⇩ View Seller Description
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 |
| + Expand Car Loan Details | |
| Mileage: | 49,815 |
| Location: | Palatine, IL |
⇩ View Seller Description
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 |
| + Expand Car Loan Details | |
| Mileage: | 24,100 |
| Location: | Oak Lawn, IL |
⇩ View Seller Description
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 |
| + Expand Car Loan Details | |
| Mileage: | 7,435 |
| Location: | Schaumburg, IL |
⇩ View Seller Description
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 |
| + Expand Car Loan Details | |
| Mileage: | 159,651 |
| Location: | Peru, IL |
⇩ View Seller Description
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 |
| + Expand Car Loan Details | |
| Mileage: | 48,978 |
| Location: | Hampshire, IL |
⇩ View Seller Description
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 |
| + Expand Car Loan Details | |
| Mileage: | 35,311 |
| Location: | Hampshire, IL |
⇩ View Seller Description
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 |
| + Expand Car Loan Details | |
| Mileage: | 46,966 |
| Location: | Highland, IN |
⇩ View Seller Description
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 |
| + Expand Car Loan Details | |
| Mileage: | 51,433 |
| Location: | Hampshire, IL |