CDL Driver Jobs in Winslow, Maine
12 CDL Driver jobs hiring now in Winslow, Maine — verified TradeHire employers plus openings sourced from around the web.
Truck Driver Company - 1-5mo EXP Required - OTR - Dry Van - $1.5k per week - U.S. Xpress - OTR
U.S. Xpress - OTR · Winslow, Kennebec County · CDL Driver
CDL-A Company Driver - 1-5mo EXP Required - OTR - Dry Van - $1.86k per week - U.S. Xpress - OTR
U.S. Xpress - OTR · Winslow, Kennebec County · CDL Driver
Class A CDL Company Driver - 1-5mo EXP Required - OTR - Dry Van - $1.86k per week - U.S. Xpress - OTR
U.S. Xpress - OTR · Winslow, Kennebec County · CDL Driver
Truck Driver Company - 1-5mo EXP Required - OTR - Dry Van - $1.86k per week - U.S. Xpress - OTR
U.S. Xpress - OTR · Winslow, Kennebec County · CDL Driver
CDL-A Company Driver - 1-5mo EXP Required - OTR - Dry Van - $1.5k per week - U.S. Xpress - OTR
U.S. Xpress - OTR · Winslow, Kennebec County · CDL Driver
Class A CDL Company Driver - 1-5mo EXP Required - OTR - Dry Van - $1.5k per week - U.S. Xpress - OTR
U.S. Xpress - OTR · Winslow, Kennebec County · CDL Driver
Class A CDL Company Driver - 1yr EXP Required - OTR - Dry Van - $200k per year - Big M Diesel Express
Big M Diesel Express · Winslow, Kennebec County · CDL Driver
CDL-A Company Driver - 1yr EXP Required - OTR - Dry Van - $200k per year - Big M Diesel Express
Big M Diesel Express · Winslow, Kennebec County · CDL Driver
CDL A Truck Driver
K&B Transportation · Winslow, Kennebec County · CDL Driver
CDL-A Drop and Hook Truck Driver - $0.40 to $0.61 per mile in Waterville, ME
Western Express · Winslow, Kennebec County · CDL Driver
CDL-A Dry Van Truck Driver - $0.40 to $0.61 per mile in Waterville, ME
Western Express · Winslow, Kennebec County · CDL Driver
CDL Delivery Driver
Hammond Lumber Company · Winslow, Kennebec County · CDL Driver
CDL Driver work in Winslow, Maine
CDL drivers operate heavy trucks and combination vehicles — fuel and propane delivery, freight, dump and construction hauling, and school or transit buses. Winslow is in Kennebec County, whose county seat is Augusta and whose population was 123,642 in 2020. TradeHire shows postings at county level, so this page lists every cdl driver opening in Kennebec County, not only those in Winslow itself.
The median home was built in 1975 and 22.5% 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.
- Notable employers in Kennebec County include Central Maine Power, MaineHealth, Thomas College, T-Mobile and Walmart.
- MaineGeneral runs the Alfond Center for Health in Augusta and the Thayer Center for Health in Waterville, and the Togus VA Medical Center is in Chelsea.
- The county has three colleges: Colby College and Thomas College in Waterville and the University of Maine at Augusta.
- Augusta averages about 7,278 heating degree days a year (1991-2020 NOAA normals).
What cdl driver work pays around Winslow
The U.S. Bureau of Labor Statistics (May 2025 estimates) counts heavy and tractor-trailer truck drivers in the Southwest Maine nonmetropolitan area area at 2,400 jobs with a median wage of $25.45 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.