Regional CDL Driver Jobs in Maryland September 2026

Ashley Distribution Services LTD

Regional OTR CDL-A Truck Driver | $81,000/year

Hiring in Maryland and 46 other locations
OTR, Regional
Weekly
$81,000 Per year

Top 25% of drivers earn $81,000 annually. Regional routes. Regular 34-hour resets at home. No-touch freight.
Mix of live load/unload and drop and hook accounts. Consistent, high weekly miles. Excellent, premium equipment.
Generous benefits package: Can add up to an additional 27% on top of your base salary! Job stability.

Just Trucking Services

CDL A - Lease to purchase with $0 Down

Hiring in Maryland and 45 other locations
OTR, Regional
Flexible
$90,000 - 120,000 Per year

OTR drivers wanted willing to start their own business.
Low weekly payments. Weekly gross 6k-8k. No hidden fees
Start and grow your trucking business with us!

No Credit Check

Get One or Multiple Trucks

$0 Down for Truck and Trailer

Clark Transfer, Inc.

CDL-A Owner Operators Solo & Team | $3,500/weekly

Hiring in Maryland and 3 other locations
Regional
Flexible
$3,500 Per week
/
$5,000 Per week

Solo Owner Operators: $3,500/week worked.
Paid Cargo & Liability Insurances.
Fuel Permits & Fuel Taxes. Dry Van.

Tornado Transport, Inc.

Regional CDL A Truck Driver | Drop & Hook

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

Driver home weekly for reset. Most Weekends Off.
Medical, dental, vision, life insurance. 401(k)
Paid time off (PTO), and vacation time.

Sinbex Dispatch LLC

Owner Operators & Fleet Owners | Power Only

Hiring in Maryland and 47 other locations
Regional
Weekly
$5,000 - 10,000 Per week

Transparency is key, and the moto we live by
Load booking, Rate negotiating, Signing rate confirmations and broker-carrier packets
Fixed commission fee. Welcome small fleet owners

Jahany Transportation Logistics LLC.

CDL A Dry van Owner Operator Hazmat Required

Hiring in Maryland and 47 other locations
Regional
Weekly
$8,000 - 12,000 Per week

Trailer Rent: $250 per week (if you don't own a trailer)
Save on fuel with our fuel card, offering discounts of up to 60 cents per gallon
Essential Requirements: Valid Plates & Regs, Hazmat Endorsement

Dedicated Trucking Solutions

Regional CDL A Truck Driver- Online Orientation

Hiring in Maryland and 47 other locations
Regional
Flexible
$80,000 - 87,000 Per year

Morning start times - between 0500 - 0900. Averages projected at $80,000-87000 per year, touch freight
Company matched 401(k) retirement savings plan. Select health benefits eligibility after just 30 days of employment!
Health Savings Account option, Flexible Spending Account, Paid Basic life, Paid Basic accidental death and dismemberment.

Sandalwood Trucking

CDL A Regional Truck Driver | Dedicated

Hiring in Maryland and 47 other locations
Regional
Weekly
$2,400 Per week

$2,400 per week. Home Weekly for reset. Dedicated customer
Medical, dental, and vision insurance. Life insurance. Paid vacations and holidays
At Sandalwood Trucking our mission is to deliver responsive freight solutions, so you have more time to focus on what matters most.

Odysseia

CDL C Sprinter Van / Cargo VanOwner Operator

Hiring in Maryland and 47 other locations
Regional
Weekly
$1,000 Per week

No authority; NO MC. Be ready to make long-distance/other loads; local - rarely and occasionally.
Minimum inside dimensions of the cargo area 100x50x50 inches (L x W x H).
Clean and tidy vans are preferred - no debris, spots, dents, etc.

Pelts Xpress

CDL A Owner Operator | Regional Runs

Hiring in Maryland and 46 other locations
OTR, Regional
Flexible
88% Of gross

Consistent direct customer freight, both Regional and OTR!
20+ years experience in dispatching. Abundant Freight
Assistance with Plates & Registration. Warm and welcoming team

FREE 30 Days Trailer Rent

Up to $0.40 fuel discount (100% to the owner)

Plates & Registration Program

Ohio Transport Corporation

CDL A Flatbed Company Driver

Hiring in Maryland and 47 other locations
OTR, Regional
Weekly
28% Of gross
/
$1,680 Per week

28% of the load. Health insurance/401K. No forced dispatch
Flatbed Driving Positions - Truck Gross up to $6,000/week
EXPERIENCE CHAINING AND TARPING REQUIRED

Dedicated Logistics, Inc

Class A Regional Flatbed Driver Home Weekly

Hiring in Maryland and 47 other locations
Regional
Weekly
$83,200 Per year

401k and Profit Sharing. Full Benefits. (medical, dental, vision)
Flex Spending and Disability. Paid Vacation and Holidays
Hands-Free Headset Reimbursement. Work Boot Reimbursement

South Shore Transportation Company

CDL-A Flatbed Truck Driver - Home Weekly

Hiring in Maryland and 47 other locations
Regional
Weekly
$1,800 Per week

Our family business is committed to providing our customers AND our employees with superior service. Join the South Shore family today! No flatbed experience? No problem!
CDL-A flatbed truck driver jobs that GET YOU HOME! Spend quality time at home on the weekends and get steady loads when you join South Shore Transportation! We have a new increased pay package and are offering more benefits for regional CDL-A flatbed runs in!
Hourly pay for detention and breakdowns. Two state dispatch - PA and NJ. All loads are preloaded. Monday - Friday work week. Home weekends. Paid vacation & holidays.

Ruan Transportation Management Systems

Dry Van CDL Driver

Hiring in Maryland and 47 other locations
OTR, Regional
Flexible
$80,000 Per year

Ruan is hiring full-time drivers for our dedicated national customer based in New Brighton, MN. Drivers deliver palletized grocery products using electric pallet jacks and liftgates to distributors. Our drivers have varied work weeks and start times.
This position will receive hybrid pay of $.46/mile, $10/hr on duty, $15/stop, and $25 per diem for overnight runs. With an average of 2,000 miles per week, drivers can expect to earn an average of $80,000 per year, paid weekly. This job also offers a $3,500 sign-on bonus!
Our drivers have varied work weeks and start times, with 2 consecutive days off, plus home time during the week. Drive newer 2019 Freightliners (sleepers), receive NEW tablets, and work at a local company shop that keeps equipment up to date and inspection ready.

Marten Transport

Dry Van - Avg $1,400+/wk - Get More Home Time!

Hiring in Maryland and 47 other locations
OTR, Regional
Weekly
$1,350 - 1,590 Per week

Pay Range $1,350 - $1,590+ Based on Home Time. Most drivers earn $1,400+ per week. Drop and Hook Freight. Detention Pay = Up to $195 per day. Inclement Weather Pay = Up to $250 per day
Weekend Layover Pay = up to $300 per day. Drivewyze Carrier. Late-model equipment with APUs - average 2 years or newer. LATE MODEL FLEET under two years average age.
Automatic TRANSMISSION trucks improve fuel economy and are driver friendly. GRILLE GUARDS protect drivers and equipment from unnecessary down-time associated with animal collisions.

Regional CDL driver jobs in Maryland