Driving Jobs in Winchester, KY — See Openings - Page 3
Driving companies hiring in Winchester, KY — 160+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winchester.
Roadie
Winchester Big & Bulky Delivery Driver(Contractor)-Roadie | Hiring
Winchester, IL
$3,864 - $6,624
United Parcel Service (UPS)
United Parcel Service(UPS)(Winchester)Hiring:UPS Package Delivery
Winchester, ID
$4,000 - $7,500
First Student
Winchester-based School Bus Driver-CDL B With Passenger And S
Winchester, ID
$18 - $25
Hot Shot Transportation Co.
IL Career:Hot Shot Truck Driver-Owner Operator With 1 Ton Pickup in
Winchester, IL
$85,000 - $130,000
Final Mile Delivery Co.
Independent Contractor Driver-Final Mile Parcel Position in Winchester
Winchester, NV
$3,000 - $5,500
Amazon Flex
Delivery Driver-Independent Contractor-Winchester,IL | Hiring
Winchester, IL
$18 - $25
Hot Shot Transportation Co.
Hot Shot Transportation Co.(Winchester)Hiring:Hot Shot Truck
Winchester, ID
$85,000 - $130,000
Penske Logistics
Winchester:CDL A Yard Hostler Truck Driver-Trailer Spotter
Winchester, ID
$26 - $33
Penske Logistics
Winchester:CDL A Yard Hostler Truck Driver-Trailer Spotter
Winchester, KY
$27 - $34
Clean Harbors
Winchester,IL:CDL B Vacuum Truck Driver-Industrial Cleaning at Clean
Winchester, IL
$25 - $34
Heavy Freight Logistics
Winchester-based Independent Contractor Driver-Cargo Van / Box Truck
Winchester, NV
$5,000 - $8,500
Foremost Transport
Apply Now:Mobile Home Transport Driver-CDL A Oversize Load in
Winchester, KY
$90,000 - $120,000
Last updated: May 13, 2026