1099 CDL Driver Jobs in Maryland December 2025

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

Hugo Hunter Inc

CDL-A Owner Operator | 90% of Load Gross

Hiring in Maryland and 46 other locations
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.

Just Trucking Services

CDL A - Lease to purchase with $0 Down

Hiring in Maryland and 45 other locations
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

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.
Zero Money Down. No Credit Check. Walk Away if the Program isn't Working for You.
Competitive Pay. Excellent Benefits. Consistent Freight.

Risinger Brothers Transfer, Inc.

CDL-A Lease Purchase | Solo Gross $4K-6K/Weekly

Hiring in Maryland and 46 other locations
Flexible
$1.22 Per mile

Lease purchase program. Paid toll fees. Paid toll fees.
$2,500 Solo Sign On Bonus - $5K Team Sign On Bonus.
Prioritized Home Time. Weekly Settlements. Company Paid Tolls & Scales.

Western Flyer Xpress

CDL Class A Lease - Purchase Reefer Driver

Hiring in Maryland and 46 other locations
Flexible
$1.27 - 1.32 Per mile

You'll be out 18 to 21 days before home time reset.
Lease Purchase Terms for 2022 and older trucks range from 48-72 months.
$1.00 at the completion of the lease. When Lease is complete, you OWN your truck

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!

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 Dedicated Team Drivers - 80 CPM

Hiring in Maryland and 43 other locations
3 weeks out
$4,000 - 4,600 Per week
/
$0.75 Per mile

We can match you with another driver
2023-2024 Kenworth, Peterbilts trucks
You don't have to live near the dedicated lane, as we can find you a load from board to get you home.

$2,000 - $2,300 per driver flat

Dedicated Lanes

2023-2024 Trucks

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

Jahany Transportation Logistics LLC.

CDL A Dry van Owner Operator Hazmat Required

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

90/10 Split: You Keep the Majority of Your Earnings!
Save on fuel with our fuel card, offering discounts of up to 60 cents per gallon
Essential Requirements: Valid Plates & Regs, Hazmat Endorsement

Total Domination Inc

CDL A OTR Hazmat drivers Dry Van only

Hiring in Maryland and 47 other locations
Weekly
$0.70 - 0.75 Per mile

Rate per mile $0.70 - $0.75
We pay all miles, empty and loaded.
Direct deposit to bank account

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)
20+ years experience in dispatching. Abundant Freight
Flexible dispatch adjusted to your preference. Solo & Team loads

FREE 30 Days Trailer Rent

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

Plates & Registration Program

LIL Trucking Inc

CDL A Reefer Company Drivers 1099

Hiring in Maryland and 46 other locations
2 weeks out
$0.68 Per mile
/
30% Of gross

Main directions: Midwest > Portland, Seattle. West Coast > Midwest / East coast
We currently have 2024 new trucks for you to run.
LIL Trucking will make sure you aren't sitting around and waiting for loads. Apply now!

3,500+ Miles Per Week

2024 Brand New Trucks

Good Way Trucking Inc

CDL A 1099 Company Driver - 70 CPM

Hiring in Maryland and 29 other locations
3 weeks out
$0.70 Per mile

You will get 2022 - 2023 Freightliner truck that was extremely carefully taken care of to avoid any breakdowns.
We are looking for experience and responsible truck drivers to help us move our customers freight.
We are a growing company that stands for integrity and transparency! All our drivers have direct number to the company higher management in case of any issues arise.

$0.70 for ALL MILES

New Equipment

3,000+ miles per week

1099 CDL driver jobs in Maryland