Driving Jobs in Chesapeake, VA — See Openings - Page 5
80+ driving jobs in Chesapeake, VA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Chesapeake.
E-Comm Transit Solutions
Urgent Hire in Chesapeake:Courier
Chesapeake, VA
$3,200 - $4,800
Local Logistics Pros
[Part-Time] Driver Opportunity-Chesapeake
Chesapeake, VA
$3,000 - $4,500
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Chesapeake, VA
$3,500 - $6,000
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Chesapeake, VA
$2,500 - $4,500
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Chesapeake, VA
$1,820 - $3,640
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Chesapeake, VA
$5,000 - $8,500
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Chesapeake, VA
$2,464 - $4,400
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Chesapeake, VA
$2,760 - $4,830
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Chesapeake, VA
$3,850 - $6,600
Final Mile Delivery Co.
Independent Contractor Driver - Final Mile Parcel
Chesapeake, VA
$3,000 - $5,500
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Chesapeake, VA
$2,576 - $4,416
United Parcel Service (UPS)
UPS Package Delivery Driver
Chesapeake, VA
$4,000 - $7,500
Last updated: September 11, 2026