2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab Long Box 4WD
$6,905 less than this car
- 143,085 mi
- 4WD
- Automatic
- Truck
Allen's Auto Sales (Hopkinsville) · Hopkinsville, KY · 103 mi away
2019 Chevrolet Silverado 1500 Custom Trail Boss 4x4 Truck Crew Cab V8 DI VVT Flex
65,513 miles · truck

Wholesale-Level Pricing. Nationwide Reach. A Dealership Worth the Drive. Trail Boss 4x4 with low miles and several upgrades. Brand new tires, freshly serviced and the best looking truck on the market for the money. Reliable 5.3 V8 and several interior options. Great eye appeal and ready for a new owner. Loved Here. Driven Everywhere. With 150+ vehicles, aggressive pricing, discounted financing & service packages, Sides is built to help you pay less and drive more. Buyers from Southern Illinois and nationwide choose Sides because the savings are worth the drive. Call 618-833-2166. **
Dealer-provided information may change. Confirm availability, price, vehicle condition, taxes and fees with the selling dealership.
Among the highest-priced · 0% of 4 similar listings ask more than this car.
How we calculate market value: comparable cars for sale now plus their last listed prices.
Price tracked by AutosXchange since Nov 8, 2026. No price change at this dealership since Nov 8 ($31,900).0 price changes at this dealership: $31,900 → $31,900.
AutosXchange Intel Hub: Price changes for this model in Illinois · This model in the Intel Hub · Market movers in Illinois
Dealer-advertised asking prices as observed by AutosXchange (data as of Nov 11); earlier listings at other dealerships are shown by state only. Source: AutosXchange Intel Hub, autos-xchange.com/market.
Same 2019–2020 Silverado 1500 Custom Trail Boss · used · any miles · within 250 miles of Anna, Illinois. All 4 comparable cars for sale, nearest first.
$6,905 less than this car
Allen's Auto Sales (Hopkinsville) · Hopkinsville, KY · 103 mi away
$9,912 less than this car
West Plains Auto World · West Plains, MO · 157 mi away
$4,901 less than this car
Auto Empire Inc. · Murfreesboro, TN · 184 mi away
$8,005 less than this car
Auburndale Motorsports · Brooks, KY · 192 mi away
2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab Long Box 4WD143,085 miles · Allen's Auto Sales (Hopkinsville) · Hopkinsville, KY · 103 mi away$24,995$6,905 less than this car
2020 Chevrolet Silverado 1500 4WD Crew Cab Short Bed Custom Trail Boss166,138 miles · West Plains Auto World · West Plains, MO · 157 mi away$21,988$9,912 less than this car
2020 Chevrolet Silverado 1500 Custom Trail Boss124,393 miles · Auto Empire Inc. · Murfreesboro, TN · 184 mi away$26,999$4,901 less than this car
2020 Chevrolet Silverado 1500 4WD Crew Cab 157" Custom Trail Boss71,250 miles · Auburndale Motorsports · Brooks, KY · 192 mi away$23,895$8,005 less than this carAll years and trims. Nearest first.
JP Sides Ford · Anna, IL · 0 mi away
JP Sides Ford · Anna, IL · 0 mi away
JP Sides Ford · Anna, IL · 0 mi away
JP Sides Ford · Anna, IL · 0 mi away
JP Sides Ford · Anna, IL · 0 mi away
JP Sides Ford · Anna, IL · 0 mi away
JP Sides Ford · Anna, IL · 0 mi away
JP Sides Ford · Anna, IL · 0 mi away
2019 Chevrolet Silverado 1500 Crewcab RST Truck Crew Cab V8 DI Dyn Fuel Mgmt82,679 miles · JP Sides Ford · Anna, IL · 0 mi away$24,500
2019 Chevrolet Silverado 1500 LT Quad Cab Truck Double Cab V8 DI Dyn Fuel Mgmt72,848 miles · JP Sides Ford · Anna, IL · 0 mi away$23,200
2019 Chevrolet Silverado 1500 LY 4x4 Truck Crew Cab V8 DI Dyn Fuel Mgmt107,383 miles · JP Sides Ford · Anna, IL · 0 mi away$23,500
2019 Chevrolet Silverado 1500 RST Truck Crew Cab V8 DI Dyn Fuel Mgmt108,233 miles · JP Sides Ford · Anna, IL · 0 mi away$19,900
2020 Chevrolet Silverado 1500 LT Truck Crew Cab I-6 DI DOHC TDsl97,550 miles · JP Sides Ford · Anna, IL · 0 mi away$19,500
2018 Chevrolet Silverado 1500 LTZ 4x4 Centennial Truck Crew Cab V8 DI VVT Flex57,953 miles · JP Sides Ford · Anna, IL · 0 mi away$31,900
2017 Chevrolet Silverado 1500 High Country Truck Crew Cab V8 DI VVT Flex76,121 miles · JP Sides Ford · Anna, IL · 0 mi away$23,500
2021 Chevrolet Silverado 1500 LTZ Truck Crew Cab V8 DI Dyn Fuel Mgmt60,506 miles · JP Sides Ford · Anna, IL · 0 mi away$26,500