1099 CDL Driver Jobs in Maryland September 2025

CDL DNA

Lease Purchase CDL A Drivers | $0 Down

Hiring in Maryland and 45 other locations
Flexible
88% Of gross

For flatbed - 80% of loads are through our direct contracts.
We are offering Lease Purchase with $0 down. Choose the truck based on your preference and budget.
We also provide a fuel card with discounts across the US.

ONLY FOR EXPERIENCED AND RESPONSIBLE DRIVERS

$0 Down payment

Contracted Loads

Pelts Xpress

CDL A Owner Operator | Regional Runs

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

$250/week - Dry Van Rental. Get a FREE trailer for 1 month!
88% of gross revenue. Up to $0.40 fuel discount (100% to the owner)
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

Fox Carriers

Class A Dry Van Owner Operator

Hiring in Maryland and 47 other locations
Flexible
92% Of gross

You choose what time to work. 24/7 Driver Support
Possibility to earn up to 92% of gross per week
Emergency Road Repair Advances

Alpha Express LLC

CDL A Owner Operator | 90% of Gross

Hiring in Maryland and 46 other locations
Flexible
$30,000 - 35,000 Per month

Have your own Semi-Truck? Owner Operator Truck Drivers earn 90% of Load Gross!
Pay: $30,000.00 - $35,000.00 per month. Trucking driver type: Owner-operator.
We offer Freight in all 48 states! Run the areas you want!

CDL DNA

CDL A Strong Company Driver 1099 - Drop & Hook

Hiring in Maryland and 46 other locations
4 weeks out
$0.65 Per mile

Most of the loads are DROP-N-HOOK
We are looking specifically for drivers who can run a lot of miles and stay out for 4 weeks at the time
We have a great variety of trucks from 2022 to 2024 year models

Only For Strong Solo Drivers

$2,500 - $3,200 Per Week

Drop & Hook Loads

JS Helwig And Son LLC

CDL-A OTR Reefer Company Driver | 55-65 CPM

Hiring in Maryland and 46 other locations
Weekly
$0.55 - 0.65 Per mile

Free Rider program from day one (we will pay for your riders travel). Sign-on bonus currently $1,000
All of our equipment is less than 3 years old. Get your own private hotel room during orientation!
All trucks are equipped with APU, refrigerator, and 1800 inverters. Referral Bonus.

Clark Transfer, Inc.

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

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

Solo Owner Operators: $3,500/week worked.
Fuel Permits & Fuel Taxes. Dry Van.
Company Paid Tolls. Health Insurance Program.

Xcalibur Logistics

CDL Pick-up Company Driver - Hotshot Car Hauling

Hiring in Maryland and 46 other locations
Flexible
$2,000 - 2,500 Per week

Competitive Compensation: Earn $2,000-2,500+ per week
Be part of a team that values hard work, professionalism, and a supportive environment
Top-Notch Equipment: Most of our trucks and equipment are brand new

Legal Miles

Only 3-4 Car Hauling

Small Owner Operated Fleet

CDL DNA

CDL A OTR Company Driver - up to $2,600/week

Hiring in Maryland and 46 other locations
3 weeks out
$0.62 - 0.65 Per mile
/
27% Of gross

We deliver all over the country. Mix of direct and load board freight
3,500-4,000 miles weekly. $8,000-10,000 weekly gross
2020 - 2023 Freightliner Cascadia. Equipped with the fridge, microwave, inverter, apu.

3,500 - 4,000 miles guarantee

Experienced dedicated dispatchers

Steady weekly paycheck

CDL DNA

CDL A Team Drivers for Amazon Loads - Flat Rate

Hiring in Maryland and 46 other locations
4 weeks out
$1,900 Per week
/
$0.75 Per mile

Most of the loads are DROP-N-HOOK
Drivers that are willing to run make $2,500 - $3,200 per week
We can give you north of 6,000 mi per week

$1,900 Weekly Flat Rate

Drop & Hook Loads

Team Matching Available

Sinbex Dispatch LLC

Owner Operators & Fleet Owners | Power Only

Hiring in Maryland and 47 other locations
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

Innfinity Logistics Inc

CDL A Lease To Purchase | Dry Van/Reefer/Flatbed

Hiring in Maryland and 46 other locations
3 weeks out
$2,000 - 5,500 Per week

$2,000- $3,500 Dry Van & Reefer solo drivers.
Average 3,000+ Miles Per Week for Solo
24/7/365 Support (Fleet, Safety, Dispatch, Afterhours)

CDL DNA

CDL A - Lease Rental - Maintenance Included

Hiring in Maryland and 35 other locations
3 weeks out, 2 weeks out
$3,800 - 5,500 Per week

GC Logistics has its own brokerage. That means you always have loads to haul without waiting around.
Cash advances to get your bills paid. No contract, no strings attached. You can leave anytime.
Free of charge maintenance: Regular wear and tear of tires, Normal brakes wear, Light bulbs, Regular PM service

$0 Down payment

Full Rate Con Transparency

Maintenance Included

CDL DNA

CDL A - Company Driver - 1099 - Flat Rate

Hiring in Maryland and 25 other locations
2 weeks out, 3 weeks out
$0.63 - 0.67 Per mile
/
$290 Per day

As a Company Driver (1099), you will enjoy a stable work and predictable paycheck every week.
We provide you with a fully loaded 2021-2024 Freightliner Cascadia equipped with a refrigerator, microwave, inverter, APU, mattress, and tablet.
Real Trucking is a highly reputable carrier with a fleet of over 300 trucks.

W2 and 1099 Positions Available

Professional Work Environment

Fully Loaded Trucks

Royal Trucking Company

Lease CDL A OTR Truck Driver

Hiring in Maryland and 46 other locations
Flexible
$78,000 - 100,000 Per year

Dry Van Trainees : Up to $58K Year. Dry Van Experienced Drivers : $72K-$78K Yearly.
Flatbed Trainees : $61K Year. Flatbed Experienced Drivers : $85K-$100K Yearly.
Competitive Pay. Excellent Benefits. Consistent Freight.

1099 CDL driver jobs in Maryland