W2 CDL Driver Jobs in Maryland February 2026

Countryside Auto Transport Inc

OTR CDL-A Car Hauler | Up to $100,000+/year

Hiring in Maryland and 46 other locations
Flexible
$75,000 - 100,000 Per year

Paid for ALL MILES driven via Electronic Logs. 5-10 days out at a time, 2-3 home (FLEXIBLE!).
Routes: NO Northwest and New York City. Late Model Equipment. All automatics. Full Benefit Package.
Insurance: Health, Dental, Life, Vision, Short-term disability. 401K, Employer match. Vacation Pay.

Buchanan Hauling & Rigging, Inc.

CDL A Dry Van Company Driver

Hiring in Maryland and 46 other locations
Weekly
$0.75 Per mile

Team Drivers Welcome. 24/7 Team Support for ANY needs.
Major Holidays OFF & PAID. Health Benefits. W2.
Trucks equipped w/ Inverters, APU’s, Fridge, Nice & Cleaned, and New Mattress

Indian River Transport Co

East Central Regional CDL-A Truck Driver | 60 CPM

Hiring in Maryland and 46 other locations
2 weeks out
$0.60 Per mile

$0.60 Cpm - Loaded & Empty. +.05 CPM for HazMat. $200 Monthly Safety Bonus. $20/hr. Detention Pay.
Home every 2 weeks. No Tanker Experience Required. Extra Pay for Loads < 250 miles. Rider Policies.
Paid Orientation. Medical, Dental & Vision. 401(K) with Company Match. Clean Inspection Bonus

Killpack Trucking Inc

CDL-A Solo & Team Drivers | Home every week

Hiring in Maryland and 46 other locations
Weekly
$0.47 - 0.54 Per mile

Pay: $0.47 - $0.54 per mile. 3600 to 3800 miles per week. No forced dispatch.
Insurance benefits. Dedicated freight. Paid after every trip. 401(k). Dental insurance.
Health insurance. Paid time off. Vision insurance. Detention pay. Layover pay. Extra stop pay.

Tornado Transport, Inc.

Regional CDL A Truck Driver | Drop & Hook

Hiring in Maryland and 2 other locations
Weekly
$1,450 - 1,650 Per week

$1,450 - $1,650 weekly pay. Drop and Hook freight.
Medical, dental, vision, life insurance. 401(k)
Paid time off (PTO), and vacation time.

Eos Inc.

CDL-A Lease Purchase | $0 Down, No Credit Check

Hiring in Maryland and 46 other locations
2 weeks out
$2,200 - 2,500 Per week

Gross pay: $6,000-$8,000 weekly. Earn approx. $2,200-$2,500 weekly (after all lease cost). Lease Purchase Pay: 73% of revenue. Paid 2-day Orientation
$0 Down, No Credit Check. Home every 2 weeks.Truck Payments: typically range from $650-$1,040/week. Inspection and referral bonuses.
Lease Op Charges fixed cost: $475/week total. Pet & Rider policies. Medical, Dental, Vision, and 401K offered through 3rd parties.

U.S. Xpress, Inc.

OTR CDL-A Team Truck Drivers | Up to 66 CPM

Hiring in Maryland and 46 other locations
Flexible
$0.56 - 0.66 Per mile

56 to 66 CPM. Avg. 5,000 miles a week or more with this truck driving job. 401(k) Match
Extra cash for every doubles load. Newer equipment averaging 18 Months.
Convenient Home-Base Terminals. Health, Dental & Vision Insurance. Pet Insurance.

CDL DNA

CDL A - Company Driver OTR W2

Hiring in Maryland and 25 other locations
2 weeks out, 3 weeks out
$0.60 - 0.63 Per mile

As a driver for Real, you will enjoy a stable work, predictable paycheck and full package of benefits.
We provide you with a fully loaded 2021-2024 Freightliner Cascadia equipped with a refrigerator, microwave, inverter, APU, mattress, and tablet.
Our goal is to ensure that our drivers are safe, comfortable, and well-compensated.

W2 and 1099 Positions Available

Professional Work Environment

Fully Loaded Trucks

Simon Transport LLC

CDL A Reefer Driver Position With benefits

Hiring in Maryland and 46 other locations
3 weeks out
$0.60 - 0.65 Per mile

Freightliner Cascadia trucks – 2022-2024
100% automated fleet with Detroit DD-15 engines and 1,600 mi. range
Miles, Miles, Miles – Our solo, OTR drivers average 11k-13k miles per month

Work - Life Balance

Full Benefits Package

New Equipment

System Transport

OTR CDL A Flatbed Driver | 55-60 CPM

Hiring in Maryland and 46 other locations
Weekly
$0.55 - 0.60 Per mile

Experienced Flatbed CDL-A drivers. OTR route. Medical, dental, vision & life insurance.
Earn $.55 to $.60 per mile or $900 - $1,600 per week (depending on experience).
Benefits are available to enroll in after the eligibility waiting period has been met.

Prima Express Inc.

OTR CDL-A Experienced Truck Driver | Up to 60CPM

Hiring in Maryland and 46 other locations
2 weeks out, 3 weeks out
$0.56 - 0.60 Per mile

Up to 0.60 CPM start (Depending On Experience). Average 2800-3200 Miles Per Week. Earn from $80,000.00 up to $100,000 per year.
All practical miles paid loaded and empty. Weekly Pay via Direct Deposit. 80% Drop and Hook and100% No-Touch Freight.
Full Benefits Including: Medical, Dental, Life, Vision, 401k Retirement Plan, Pet and Rider Policy. W2 Company Paid Employee NO 1099.

J A Trucking, Inc.

Regional CDL A Truck Driver | Dry Van | 70CPM

Hiring in Maryland and 4 other locations
Weekly
$0.70 Per mile

70 cents per mile loaded and empty.
All 53' Dry Van freight. No Touch.
Health, Dental, Vision, Life Insurance.

Artur Express, Inc./TTS Logistics

OTR CDL-A Driver | Dry Van and Reefer

Hiring in Maryland and 46 other locations
Flexible
$0.53 - 0.67 Per mile

Weekly pay. Cash advances. Team opportunities. Passengers allowed.
Staff available 24/7 to keep you moving.
Pay based on performance – we can help you grow and succeed.

Ashley Distribution Services LTD

CDL-A OTR Pacific Northwest Truck Driver | 53 CPM

Hiring in Maryland and 46 other locations
Weekly
$0.53 Per mile

Generous benefits package. Modern fleet of well-maintained 2015-2023 model year trucks.
Steady general freight. 70% pre-loaded pickups and 30% drop deliveries.
Pre-planned OTR routes in the Western states with the chance to see all 48 states.

Meiborg Bros Inc

OTR HazMat Company Driver | Up to $100k/yr

Hiring in Maryland and 46 other locations
2 weeks out
$80,000 - 100,000 Per year

Pay is set at $80,000/ yr for 2 Weeks Out / 4 Nights Off or $100,000 / yr for 5 Weeks Out / 5 Nights Off.
Drivers must be willing to run all 48 states, we do not force dispatch NYC. Life Insurance.
Medical, Dental, Vision Insurance. Short Term Disability. Paid Vacation and Sick Leave. 401(k)

W2 CDL driver jobs in Maryland