1099 CDL Driver Jobs in Maryland November 2025

CDL DNA

OTR 1099 Company Driver - $0.65 CPM ALL MILES

Hiring in Maryland and 22 other locations
2 weeks out
$0.65 Per mile

Top equipment (Volvo, Freightliner, Kenworth, Pete)
We pay every Friday for all loads delivered up until Monday of the same week.
Pets and passengers are always welcome

Avoid 34h restarts

Consistent flow of loads

Friendly and professional office team

A&V Cargo Inc

Small Fleet Is Hiring A Company Driver

Hiring in Maryland and 46 other locations
2 weeks out
30% Of gross
/
$0.60 Per mile

Small fleet is hiring. Flatbed trailer - we will haul everything that will fit on a 53ft flatbed.
Running all over Midwest, South and South East
Forwarding all rate confirmations. We offer a respectful and fair treatment, on-time salary and all around support!

Owner Operated Small Company

Full Transparency

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

Starting pay of .55 CPM with raises up to .65 CPM. Trucks governed at 68 MPH. Get paid weekly.
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.

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

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.
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

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.
Team Owner-Operators: $5,000/week worked.
Fuel Permits & Fuel Taxes. Dry Van.

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

$2,700 - $5,500 Flatbed solo drivers.
Average 3,000+ Miles Per Week for Solo
24/7/365 Support (Fleet, Safety, Dispatch, Afterhours)

Duka Transportation, Inc.

OTR Flatbed Owner Operators

Hiring in Maryland and 46 other locations
Flexible
$300,000 - 360,000 Per year

Top 30% of our drivers earn $320,000 or more gross annually
Save on the fuel pumps - Company fuel cards with discount
Be home weekly or every other week

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.
Benefits: Health insurance, Referral program.

GN GROUP INC

OTR CDL A Reffer Driver | 70CPM

Hiring in Maryland and 46 other locations
Flexible
$0.60 - 0.70 Per mile

GN GROUP INC experienced REEFER transportation company is looking for safe CDL class A truck drivers!
Solo Drivers starting at $0.60-$0.70 Cent Per mile. Pay: $1,500.00 - $2,800.00 per week.
CDL - Class A License. Verifiable 2 years of recent OTR Experience.

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

3,500-4,000 miles weekly. $8,000-10,000 weekly gross
95% of our drivers make $0.65/mile and take home $2,200 - $2,600 every week.
We are looking for experienced dry van truck drivers to join our growing team. Move our contracted freight, get paid on time and enjoy our professional and supporting team!

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
We have a great variety of trucks from 2022 to 2024 year models
We can give you north of 6,000 mi per week

$1,900 Weekly Flat Rate

Drop & Hook Loads

Team Matching Available

CDL DNA

CDL A Reefer Truck Driver - Up to 31%

Hiring in Maryland and 45 other locations
3 weeks out
27 - 31% Of gross

We have one of the most experienced dispatchers in the industry
As a Company Driver, you can expect exceptional service , support and communication
We have a CPM option if you feel more comfortable being paid per mile

$2,000 - $2,500 Weekly Take-home

Company With Great Reputation

Professional and Friendly Environment

I&A LOGISTICS LLC

CDL A Owner Operator

Hiring in Maryland and 47 other locations
Flexible
88% Of gross

So right now we got the contracts with new Amazon, Honda, Ford, GM FedEx, UPS
For driver with TWIC card we work with UIIA, so the payment is much more higher
Company fee 12% from total gross. Available amazon load board with 100% performance

Dedicated Trucking Solutions

Regional CDL A Truck Driver- Online Orientation

Hiring in Maryland and 47 other locations
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.

Pelts Xpress

CDL A Owner Operator | Regional Runs

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

88% of gross revenue. Up to $0.40 fuel discount (100% to the owner)
Flexible dispatch adjusted to your preference. Solo & Team loads
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

1099 CDL driver jobs in Maryland