CDL Driver Jobs in Windham, Maine
23 CDL Driver jobs hiring now in Windham, Maine — verified TradeHire employers plus openings sourced from around the web.
Class A Commercial Driver's License
Cumberland County, ME · CDL Driver · field
Commercial Driver's License position based in Cumberland County, ME. Full-Time role. Class A Commercial Driver's License license required. 2 years of experience preferred. Works independently. Some supervision. Rooftop work: never. Local daily driving. Weekend work: no. 20 PTO days/year. Health insurance offered. Vision plan offered. Dental plan offered. 401(k) offered. $250/yr tool allowance. $250/yr boot allowance. Company vehicle provided.
Class C Commercial Driver's License
Cumberland County, ME · CDL Driver · field
Commercial Driver's License position based in Cumberland County, ME. Full-Time role. Class C Commercial Driver's License license required. 5 years of experience preferred. Works independently. Minimal supervision. Rooftop work: never. Local daily driving. Weekend work: sometimes. 20 PTO days/year. Health insurance offered. Vision plan offered. Dental plan offered. 401(k) offered. Company vehicle provided.
Class A Commercial Driver's License
Cumberland County, ME · CDL Driver · field
Commercial Driver's License position based in Cumberland County, ME. Full-Time role. Class A Commercial Driver's License license required. 3 years of experience preferred. Works independently. Minimal supervision. Rooftop work: never. Local daily driving. Weekend work: no. 20 PTO days/year. Health insurance offered. Vision plan offered. Dental plan offered. 401(k) offered. $250/yr tool allowance. $250/yr boot allowance. Company vehicle provided.
CDL A, LOCAL, (COMPANY DRIVERS-W2), REFRIGERATED
HP HOOD LLC · South Windham, Cumberland County · CDL Driver
CDL A, LOCAL, (COMPANY DRIVERS-W2), REFRIGERATED
HP HOOD LLC · Windham, Cumberland County · CDL Driver
CDL Driver work in Windham, Maine
CDL drivers operate heavy trucks and combination vehicles — fuel and propane delivery, freight, dump and construction hauling, and school or transit buses. Windham is in Cumberland County, whose county seat is Portland and whose population was 303,069 in 2020. TradeHire shows postings at county level, so this page lists every cdl driver opening in Cumberland County, not only those in Windham itself.
The median home was built in 1976 and 23.4% of units date from before 1940 (ACS 2020-2024 5-year estimates). Heating-fuel and propane delivery, construction hauling and freight between the service centers all rely on licensed commercial drivers, with fuel delivery peaking in winter.
- Cumberland County is Maine's economic center, with the Port of Portland and headquarters for companies including IDEXX Laboratories, Unum and TD Bank.
- Maine Medical Center in Portland is the largest hospital in Maine and the state's only Level I trauma center.
- South Portland is the northernmost oil port in the United States, with more than 120 oil storage tanks.
What cdl driver work pays around Windham
The 3 verified TradeHire postings on this page offer from $46.00 up to $53.00 an hour, as entered by the employers.
The U.S. Bureau of Labor Statistics (May 2025 estimates) counts heavy and tractor-trailer truck drivers in the Portland-South Portland area at 3,440 jobs with a median wage of $28.80 an hour; statewide 9,980 jobs, a $27.43 median, and a range of $19.62 (10th percentile) to $34.18 (90th percentile). Check your own number with the trade wage calculator.
Licenses employers ask for
- Federal CDL groups: Class A is a combination with a GCWR of 26,001 lb or more towing over 10,000 lb; Class B is a single vehicle with a GVWR of 26,001 lb or more; Class C is a smaller vehicle carrying 16 or more people including the driver, or placarded hazardous materials.