Driving Jobs in Windham, ME — Now Hiring

As of May 2026, there are 80+ open driving positions in Windham, ME. Current pay ranges from $14 to $135,000 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.

GoPuff

Windham Convenience Store Delivery Driver(Contractor)-Gopuff | Hiring

Windham, ME

$3,219 - $5,175

Express Logistics

Express Logistics seeks Delivery Driver-Full Time Local Routes in

Windham, NH

$19 - $24

Penske Logistics

CDL A Yard Hostler Truck Driver-Trailer Spotter|Windham,ME|Penske

Windham, ME

$22 - $27

Express Logistics

Delivery Driver-Full Time Local Routes-Windham,ME | Hiring

Windham, ME

$19 - $24

Coach USA

Windham Full-time Charter Bus Driver-CDL B With Passenger Endorsement

Windham, ME

$24 - $35

Amazon Flex

Amazon Flex(Windham)Hiring:Delivery Driver-Independent Contractor

Windham, NH

$18 - $25

Schneider National

Delivery Driver-CDL Class A Regional Routes(Contract)-Windham

Windham, ME

$70,000 - $85,000

Corporate Catering Couriers

Immediate Start:Independent Contractor Driver-Catering Logistics in

Windham, ME

$3,500 - $6,000

Amazon Flex

$4.5k-$7.5k/Month Holiday Peak Delivery Driver job in Windham

Windham, ME

$4,500 - $7,500

Instacart

Pet Supply Delivery Driver($2.7k-$4.4k/Month)-Windham,ME | Hiring

Windham, ME

$2,668 - $4,416

Regional Expedite Logistics

Apply Now:Independent Contractor Driver-Long Distance / Regional

Windham, ME

$3,500 - $6,000

XPO Logistics

Windham Job:Delivery Driver-Package Handler Box Truck(Full-time)

Windham, NH

$22 - $28

Driving Jobs in Windham — FAQ

How many driving jobs are available in Windham, ME right now?
There are currently 80+ open driving positions in Windham, 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 Windham?
Driving job pay in Windham 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 Windham?
Yes. Many delivery driver, courier, and DSP positions in Windham 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 Windham?
Driving jobs in Windham 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 Windham?
Benefits vary by employer, but many driving positions in Windham 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 Windham?
Your take-home pay as a driver in Windham 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 Windham?
Yes, many driving positions in Windham 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 80+ listings above and apply directly.

Last updated: May 13, 2026