Driving Jobs in Westbrook, ME — See Openings

As of May 2026, there are 50+ open driving positions in Westbrook, ME. Current pay ranges from $14 to $143,000 per year. Top hiring areas include Delivery Driver, Cdl Driver and Yard Jockey. New roles are posted daily — listings on this page are verified and updated regularly.

Regional Expedite Logistics

Westbrook Independent Contractor Driver-Long Distance / Regional

Westbrook, ME

$3,500 - $6,000

Amazon Flex

Flexible Gig:Delivery Driver-Independent Contractor(Westbrook)

Westbrook, ME

$18 - $25

XPO Logistics

XPO Logistics is hiring a Delivery Driver-Package Handler Box Truck in

Westbrook, ME

$22 - $28

First Student

School Bus Driver-CDL B With Passenger And S Endorsements Position in

Westbrook, ME

$21 - $29

Shipt

Westbrook Contractor Pharmacy Delivery Driver | Hiring

Westbrook, ME

$2,821 - $4,732

Quest Diagnostics

Flexible Gig:Delivery Driver-Medical Courier Pharmaceuticals

Westbrook, ME

$20 - $26

Foremost Transport

Mobile Home Transport Driver-CDL A Oversize Load-Westbrook,ME

Westbrook, ME

$76,500 - $102,000

Instacart

Westbrook,ME:Pet Supply Delivery Driver at Instacart | Hiring

Westbrook, ME

$2,900 - $4,800

DoorDash

Doordash Needs Flower Delivery Driver in Westbrook | Hiring

Westbrook, ME

$2,400 - $4,200

Final Mile Delivery Co.

Apply Today in Westbrook:Independent Contractor Driver-Final Mile

Westbrook, ME

$3,000 - $5,500

Secure Document Couriers

Westbrook Independent Contractor Driver-Night Shift Legal/document

Westbrook, ME

$2,800 - $5,000

Instacart

Westbrook:Delivery Driver-Grocery Same Day Service

Westbrook, ME

$16 - $23

Driving Jobs in Westbrook — FAQ

How many driving jobs are available in Westbrook, ME right now?
There are currently 50+ open driving positions in Westbrook, ME. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Westbrook?
Driving job pay in Westbrook varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Westbrook?
Yes. Many delivery driver, courier, and DSP positions in Westbrook require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Westbrook?
Driving jobs in Westbrook offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Westbrook?
Benefits vary by employer, but many driving positions in Westbrook offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Westbrook?
Your take-home pay as a driver in Westbrook depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Westbrook?
Yes, many driving positions in Westbrook are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 50+ listings above and apply directly.

Last updated: May 14, 2026