Owner Operator CDL Driver Jobs in Maryland October 2026

Industrial Cargo Logistics Inc

Owners-Operators - Flatbed/Step Deck/Conestoga

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

A+ Insurance with $250k of coverage
Main load and partials, we don't let the truck travel half empty, any available space on the trailer is used.
Best rates negotiation. Reputable brokers. Trip planning.

A+ Insurance with $250k coverage

USA Based Dispatchers

Direct Freight

Hugo Hunter Inc

CDL-A Owner Operator | 90% of Load Gross

Hiring in Maryland and 46 other locations
Owner Operator
Flexible
90% Of gross

90 Percent of Gross Pay! 24/7/365 Dispatch and Road Service. Weekly Pay Via Direct Deposit.
100% Fuel Advance with Competitive Fuel Discounts. Premium Health Benefits Package.
Reefer, Open-Deck, And Dry van Trailer Rental for as low as $250 per week. Full Service.

CRST The Transportation Solution Inc

CDL-A Flatbed Owner Operator | Solo or Team

Hiring in Maryland and 46 other locations
Owner Operator
Flexible
75% Of gross

Owner Operator Options. Solo or Team positions. Paid Up to 75% of the Gross revenue of each load. Weekly Payroll.
Flatbed securement training program available. Fleet Manager Assistance Option or Run On Your Own.
Manual and Automatic transmissions. Variety of Trailer Rental Options. Retention Bonuses available. Pick your Own Loads.

Alpha Express LLC

CDL A Owner Operator | 90% of Gross

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

Have your own Semi-Truck? Owner Operator Truck Drivers earn 90% of Load Gross!
Benefits: Health insurance, Referral program.
We offer Freight in all 48 states! Run the areas you want!

Jim Lawrence Transportation, Inc.

Owner Operators OTR CDL A Truck Driver

Hiring in Maryland and 46 other locations
Owner Operator
Weekly, Flexible
$100,000 - 290,000 Per year

Pay: $100,000.00 - $290,000.00 per year.
Drivers are treated with respect by dispatchers. You're a person, not just a truck number.
Drivers are home most weekends. No forced dispatch

TPA Cargo Solutions LLC

CDL A Owner Operator | $4,000-5,000 take-home

Hiring in Maryland and 46 other locations
Owner Operator
Flexible
85% Of gross

Personal dispatcher. No forced dispatch
Drop & hook, live load & live unload loads
No touch freight. 24/7 support. Consistent back to back loads

Consistent Back To Back Loads

$4,000-$5,000 Weekly Take-home

Professional No Forced Dispatch

Fox Carriers

Class A Dry Van Owner Operator

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

Possibility to earn up to 92% of gross per week
$2000 sign-on (after 6 months) and driver referral bonuses
Lots of direct customers and dedicated lanes

Fox Carriers

CDL A Dry Van Semi Truck Owner Operator

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

Experienced & Dedicated Dispatcher.
24/7 Driver Support. Emergency Road Repair Advances
$2000 sign-on (after 6 months) and driver referral bonuses;

Pelts Xpress

CDL A Owner Operator | Regional Runs

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

Consistent direct customer freight, both Regional and OTR!
$250/week - Dry Van Rental. Get a FREE trailer for 1 month!
20+ years experience in dispatching. Abundant Freight

FREE 30 Days Trailer Rent

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

Plates & Registration Program

Empire National Inc.

OTR Dry Van Owner Operator

Hiring in Maryland and 47 other locations
Owner Operator
Flexible
90% Of gross

Empire National Inc Owner Operators get 90% of the gross rate On average, our owner operators make $6-8 k + gross weekly!
Low company fee 10%. No authority needed. Personal dispatcher with 24/7 support
No forced dispatch - 100% Freedom to run where you want to

LIV Enterprises

OTR CDL A Owner-Operator Flatbed

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

Trucks fully equipped (refrigerator, power inverter, e-z pass, pre-pass, ELD).
Professional and no forced dispatch. Fast & easy orientation process.
Rider programs for passengers and pets. Cash advance.

Sheppard Logistics Group

Owner Operator/ Fleet Owner - Reefe

Hiring in Maryland and 47 other locations
Owner Operator
Weekly
$5,000 Per week

Are you an owner-operator or fleet owner looking for a trusted partner to handle your freight dispatching operations seamlessly? Look no further!
Effortless Dispatch: Seamlessly manage your loads with our state-of-the-art Transportation Management System (TMS). Experience streamlined broker-to-carrier communication, real-time load tracking, and easy access to historical load information for reports and invoices.
24/7 Dispatch Support: Our team is available around the clock to ensure your freight is managed efficiently, no matter the hour. TMS Excellence: Our TMS simplifies your logistics by providing a single platform for communication, tracking, and reporting.

S &P Dispatching

Dry Van Owner Operator/Small Fleet Owners

Hiring in Maryland and 47 other locations
Owner Operator
Weekly
$6,100 Per week

We partner with you to help relieve the stress the trucking the trucking business can bring. We are lane mindset oriented, focused on finding and putting our carriers on the highest paying, most profitable lanes.
S&P alleviates the pressure and stress of searching, booking and dispatching loads, as well as all the paperwork and on-boarding that comes with that, so you and your drivers can focus on safety and making more money.
Break-even analysis for your business to make sure you are running in the profit zone. 24/7 Dispatching service. Carrier packet setup. Compliance assistance & management. Lane specific placement to ensure the best rates for you

Max Move LLC

CDL A Owner Operator OTR- Dry Van

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

We value our greatest asset, our drivers, and demonstrate that every day. At our company you're know by your name, not by your truck number and safety is our #1 priority.
If you don't want to miss the opportunity please check with our offers and requirements, please! 88% paid to Owner Operators. Weekly payment.
Referral bonus. No touch freight. Flexible home time. 2021 or newer trucks fully loaded with equipment. Detention pay after 2 hours. You'll be your own Boss

Freight Way Logistics LLC

Reefer Owner Operators CDLA - OTR

Hiring in Maryland and 47 other locations
Owner Operator
Weekly
90% Of gross

90% of the load goes to YOU. $5000 Sign-on BONUS ($1k every 2 months). Solo drivers weekly gross $10,000-$12,000. Team drivers weekly gross $16,000-$20,000
Make your own hometime, your truck, your schedule. Great opportunity for OWNER OPERATORS to be PAID FAIRLY!
Fuel Cards - 12% Rebate. I-Pass and Pre Pass. 100% No Touch Freight, reefer or dry van freight. Safety Bonus for clean inspections

Owner Operator CDL driver jobs in Maryland