Owner Operators Jobs, Employment in Maryland Now Hiring November 2026

CDL-A Owner Operator Driver

Forward Air, Inc.

Swanton, MD 21561

Solo Owner Operators earn up to $250,000 gross per year*, with base compensation of $1.31 per loaded mile and $1.18 per empty mile plus FSC*, averaging $4,100 to $5,200 gross per week*, plus additional compensation on all miles based on load destination.

$5,000 paid out within your first year.*

A substantial fuel surcharge program

Drivers are typically out on the road 2 to 3 weeks at a time.

CDL-A

Valid Class A CDL

12+ months verifiable driving experience

Must be 23 years of age

Equipment must be newer than 10 years old

New, Posted 1 hour ago

Recommended

CDL A Owner Operator - Home Daily - Richmond, VA

IMC Logistics

Richmond, VA 23223

$4,800-$5,000/wk

OnsiteUrgently HiringHealth Insurance

Gross settlements of $4,800 to $5,000 per week, up to $260,000 per year

Weekly settlements with direct deposit

Hazmat and overweight pay

Safety incentive bonus paid every 6 months

Low weekly deductions of $75 to $100

Fuel discounts at major truck stops nationwide

No charge for cargo insurance

Plate program available, with weekly charges that stop once your plate is paid off

Consistent freight

No-touch freight

Private chassis access

Free truck parking

24/7 dispatch support

Power Direct app for dispatch visibility and support

Home Daily

Home daily and overnight out-and-back runs available; route options vary

CDL A

Who live within 300 miles of Greensboro, NC

Valid Class A CDL

At least 1 year of tractor-trailer experience

No more than 1 chargeable or preventable accident in the last 3 years

No serious offenses in the past 5 years or a pattern of unsafe driving

New, Posted 1 day ago

Recommended

Solo Owner Operators / CDL-A / $200K - $250K Yearly

Clark Transfer

Glyndon, MD 21071

$3,500/wk

OnsiteUrgently HiringHealth Insurance

Most singles earn $200,000 to $250,000+ on less than 85k miles

Most teams earn $300,000-$350,000+ on less than 110k miles

Solos: Guaranteed minimum weekly average: $3,500/week worked (most earn $3,750 - $4,250+)

Teams: Guaranteed minimum weekly average: $5,000/week worked (most earn $5,500 - $6,500+)

Startup Weekly Guarantee: $3,500/$5,000 paid weekly for your first four weeks, including orientation

Quarterly bonus of $2,500/$5,000 per quarter for Singles/Teams

$1.60/gallon or lower fuel price guarantee (average after fuel surcharge)

Up to $5,000 referral bonus

All miles paid, plus fuel surcharge

Detention pay

Company supported owner-operator health insurance program

Paid fuel permits & fuel taxes

Paid tolls while under dispatch via company provided transponder

Paid cargo/liability insurance

Year-round work

Tours may require up to 6 weeks away from home

CDL-A

Must be an owner-operator

At least 23 years of age or older

At least 2 years of verifiable OTR experience

Clean motor vehicle record for the last 3 years

No more than 6 jobs in last 3 years

Passport and ability to enter Canada

2021 or newer tractor

Tours may require up to 6 weeks away from home

New, Posted 7 hours ago

Recommended

Apply Directly

CDL-A Owner Operator Driver

Forward Air, Inc.

Nanticoke, MD 21840

Requires TravelUrgently Hiring

Earn up to $250,000 gross per year*

Solo Owner Operators earn up to $250,000 gross per year*, with base compensation of $1.31 per loaded mile and $1.18 per empty mile plus FSC*, averaging $4,100 to $5,200 gross per week*, plus additional compensation on all miles based on load destination.

$5,000 paid out within your first year.*

A substantial fuel surcharge program

Drivers are typically out on the road 2 to 3 weeks at a time.

CDL-A

Valid Class A CDL

12+ months verifiable driving experience

Must be 23 years of age

Equipment must be newer than 10 years old

Recommended

Truck Driver Job Application

CDL-A Owner Operator Truck Driver Jobs ($200k - $325k+ a Yr!) Apply Now!

Hiring Drivers Now

all cities, MD

$200,000-$325,000/yr

Urgently Hiring

New, Posted 1 day ago

Recommended

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

Bay & Bay Transportation

Perry Hall, MD 21128

$1,500-$2,800/wk

Requires TravelUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

Lease contractors net $1,500 - $1,800 per week

$1.40 - $2.00 CPM plus fuel surcharge

Quarterly bonus program

Detention and layover pay

OTR Owner ops can make between $1800 and $2800 per week

Regional Owner Ops can make between $1500 to $2000 per week

68% line haul and fuel surcharge

Paid by PC Miler practice miles

Company Driver Benefits:$1,300 - $1,800 weekly pay

Drivers start at up to $0.64 CPM

Referral bonus available

2021 - 2024 tractors available

Fully loaded equipment (APU or autostart/stop and inverter in most inventory)

Medical insurance is available through a 3rd party insurance company

Discounts on fuel purchases

Maintenance account for repairs

Daily/weekly direct deposit payroll settlements

Huge fuel discounts

2021 and newer Freightliner and Kenworth T680s

Full medical and dental benefits after 60 days

401(k) - eligible the 1st quarter following 6 months of employment

Orientation attendance pay

Paid holidays, sick time, and vacation

Pet and rider programs available

Regional routes available in the following states and get home weekly: IA, MN, WI, IL, and IN

Drivers are out for 2 - 3 weeks

CDL-A

At least 6 months of OTR tractor-trailer experience

No more than 3 moving violations or three accidents in the last 3 years

New, Posted 16 hours ago

Recommended

CDL-A Truck Driver - Owner Operator - $12,000 Sign-On

Hub Group Trucking

Pasadena, MD 21122

$161,197-$273,038/yr

$12,000 bonus

OnsiteUrgently Hiring

Average $161,197 - $273,038 Annually, Gross*

$12,000 sign-on bonus for owner operators

100% fuel surcharge

Weekly settlements

Direct deposit

Access to online settlements

Consistent miles - Average up to 2,700 miles per week

Fuel discounts

No-touch freight

Home Most Nights

Home most nights, 2-3 layovers per week

CDL-A

Must have a valid CDL-A License

At least one year of experience

Must be an Owner Operator

New, Posted 7 hours ago

Owner Operators / CDL-A / Avg. Weekly Gross $4,300 - $6,000 / 1 Year EXP Req'd

BLAIR

Linkwood, MD 21835

$5,000 bonus

Requires TravelUrgently HiringFlexible Schedule

Avg. Weekly Gross $4,300 - $6,000

Average Weekly Take Home: $1,600-$3,000

Average weekly gross: $4,300-$6,000

Average weekly take home: $1,600-$3,000

$5,000 sign-on bonus

Receive $2,500 after your 1st load

$5,000 referral bonus

Receive $2,000 after your 1st load

$4,300-$6,000

$1,600-$3,000

$3,000 referral bonus

Receive $1,500 after your 1st load

High earnings potential: Earn up to 76% of linehaul revenue

Better pay for bigger operations. Higher percentages for multiple trucks and trailers

Warranty Program Available!

No money down & no credit check

100% of trailer maintenance covered by Blair when pulling Blair's trailer

Warranty program available!

Low weekly payment

Contractors get 100% of the Fuel discounts at the pump

Maintenance, equipment & tire discounts

Must have a valid Class A CDL

Must be at least 22 years old

Must have 1 year of OTR experience in the last 5 years

Must have 6 months of flatbed experience in the last 10 years

No felonies within the last 10 years

Owner Operators can never have failed or refused to submit to a pre-employment or random drug or alcohol test with any employer

New, Posted 1 day ago

Recommended

Solo Owner Operators / CDL-A / $200K - $250K Yearly

Clark Transfer

Sharptown, MD 21861

$3,500/wk

OnsiteUrgently HiringHealth Insurance

Most singles earn $200,000 to $250,000+ on less than 85k miles

Most teams earn $300,000-$350,000+ on less than 110k miles

Solos: Guaranteed minimum weekly average: $3,500/week worked (most earn $3,750 - $4,250+)

Teams: Guaranteed minimum weekly average: $5,000/week worked (most earn $5,500 - $6,500+)

Startup Weekly Guarantee: $3,500/$5,000 paid weekly for your first four weeks, including orientation

Quarterly bonus of $2,500/$5,000 per quarter for Singles/Teams

$1.60/gallon or lower fuel price guarantee (average after fuel surcharge)

Up to $5,000 referral bonus

All miles paid, plus fuel surcharge

Detention pay

Company supported owner-operator health insurance program

Paid fuel permits & fuel taxes

Paid tolls while under dispatch via company provided transponder

Paid cargo/liability insurance

Year-round work

Tours may require up to 6 weeks away from home

CDL-A

Must be an owner-operator

At least 23 years of age or older

At least 2 years of verifiable OTR experience

Clean motor vehicle record for the last 3 years

No more than 6 jobs in last 3 years

Passport and ability to enter Canada

2021 or newer tractor

Tours may require up to 6 weeks away from home

New, Posted 1 day ago

Recommended

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

Bay & Bay Transportation

Newcomb, MD 21653

$1,500-$2,800/wk

Requires TravelUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

Lease contractors net $1,500 - $1,800 per week

$1.40 - $2.00 CPM plus fuel surcharge

Quarterly bonus program

Detention and layover pay

OTR Owner ops can make between $1800 and $2800 per week

Regional Owner Ops can make between $1500 to $2000 per week

68% line haul and fuel surcharge

Paid by PC Miler practice miles

Company Driver Benefits:$1,300 - $1,800 weekly pay

Drivers start at up to $0.64 CPM

Referral bonus available

2021 - 2024 tractors available

Fully loaded equipment (APU or autostart/stop and inverter in most inventory)

Medical insurance is available through a 3rd party insurance company

Discounts on fuel purchases

Maintenance account for repairs

Daily/weekly direct deposit payroll settlements

Huge fuel discounts

2021 and newer Freightliner and Kenworth T680s

Full medical and dental benefits after 60 days

401(k) - eligible the 1st quarter following 6 months of employment

Orientation attendance pay

Paid holidays, sick time, and vacation

Pet and rider programs available

Regional routes available in the following states and get home weekly: IA, MN, WI, IL, and IN

Drivers are out for 2 - 3 weeks

CDL-A

At least 6 months of OTR tractor-trailer experience

No more than 3 moving violations or three accidents in the last 3 years

1485 Owner Operators jobs in Maryland

CDL-A Owner Operator Driver

CDL A Owner Operator - Home Daily - Richmond, VA

$4,800-$5,000/wk

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

CDL-A Owner Operator Driver

CDL-A Owner Operator Truck Driver Jobs ($200k - $325k+ a Yr!) Apply Now!

$200,000-$325,000/yr

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

$1,500-$2,800/wk

CDL-A Truck Driver - Owner Operator - $12,000 Sign-On

$161,197-$273,038/yr

$12,000 bonus

Owner Operators / CDL-A / Avg. Weekly Gross $4,300 - $6,000 / 1 Year EXP Req'd

$5,000 bonus

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

$1,500-$2,800/wk

1485 Owner Operators jobs in Maryland

CDL-A Owner Operator Driver

CDL A Owner Operator - Home Daily - Richmond, VA

$4,800-$5,000/wk

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

CDL-A Owner Operator Driver

CDL-A Owner Operator Truck Driver Jobs ($200k - $325k+ a Yr!) Apply Now!

$200,000-$325,000/yr

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

$1,500-$2,800/wk

CDL-A Truck Driver - Owner Operator - $12,000 Sign-On

$161,197-$273,038/yr

$12,000 bonus

Owner Operators / CDL-A / Avg. Weekly Gross $4,300 - $6,000 / 1 Year EXP Req'd

$5,000 bonus

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

$1,500-$2,800/wk

1485 Owner Operators jobs in Maryland

CDL-A Owner Operator Driver

CDL A Owner Operator - Home Daily - Richmond, VA

$4,800-$5,000/wk

PayWeekly settlements with direct depositPayHazmat and overweight payPaySafety incentive bonus paid every 6 months

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

PayMost singles earn $200,000 to $250,000+ on less than 85k milesPayMost teams earn $300,000-$350,000+ on less than 110k milesPayQuarterly bonus of $2,500/$5,000 per quarter for Singles/Teams

CDL-A Owner Operator Driver

PayEarn up to $250,000 gross per year*Pay$5,000 paid out within your first year.*PayA substantial fuel surcharge program

CDL-A Owner Operator Truck Driver Jobs ($200k - $325k+ a Yr!) Apply Now!

$200,000-$325,000/yr

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

$1,500-$2,800/wk

PayLease contractors net $1,500 - $1,800 per weekPay$1.40 - $2.00 CPM plus fuel surchargePayQuarterly bonus program

CDL-A Truck Driver - Owner Operator - $12,000 Sign-On

$161,197-$273,038/yr

$12,000 bonus

PayAverage $161,197 - $273,038 Annually, Gross*Pay$12,000 sign-on bonus for owner operatorsPay100% fuel surcharge

Owner Operators / CDL-A / Avg. Weekly Gross $4,300 - $6,000 / 1 Year EXP Req'd

$5,000 bonus

PayAvg. Weekly Gross $4,300 - $6,000PayAverage Weekly Take Home: $1,600-$3,000PayAverage weekly gross: $4,300-$6,000

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

PayMost singles earn $200,000 to $250,000+ on less than 85k milesPayMost teams earn $300,000-$350,000+ on less than 110k milesPayQuarterly bonus of $2,500/$5,000 per quarter for Singles/Teams

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

$1,500-$2,800/wk

PayLease contractors net $1,500 - $1,800 per weekPay$1.40 - $2.00 CPM plus fuel surchargePayQuarterly bonus program

1485 Owner Operators jobs in Maryland

CDL-A Owner Operator Driver

CDL A Owner Operator - Home Daily - Richmond, VA

$4,800-$5,000/wk

PayWeekly settlements with direct depositPayHazmat and overweight payPaySafety incentive bonus paid every 6 months

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

PayMost singles earn $200,000 to $250,000+ on less than 85k milesPayMost teams earn $300,000-$350,000+ on less than 110k milesPayQuarterly bonus of $2,500/$5,000 per quarter for Singles/Teams

CDL-A Owner Operator Driver

PayEarn up to $250,000 gross per year*Pay$5,000 paid out within your first year.*PayA substantial fuel surcharge program

CDL-A Owner Operator Truck Driver Jobs ($200k - $325k+ a Yr!) Apply Now!

$200,000-$325,000/yr

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

$1,500-$2,800/wk

PayLease contractors net $1,500 - $1,800 per weekPay$1.40 - $2.00 CPM plus fuel surchargePayQuarterly bonus program

CDL-A Truck Driver - Owner Operator - $12,000 Sign-On

$161,197-$273,038/yr

$12,000 bonus

PayAverage $161,197 - $273,038 Annually, Gross*Pay$12,000 sign-on bonus for owner operatorsPay100% fuel surcharge

Owner Operators / CDL-A / Avg. Weekly Gross $4,300 - $6,000 / 1 Year EXP Req'd

$5,000 bonus

PayAvg. Weekly Gross $4,300 - $6,000PayAverage Weekly Take Home: $1,600-$3,000PayAverage weekly gross: $4,300-$6,000

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

PayMost singles earn $200,000 to $250,000+ on less than 85k milesPayMost teams earn $300,000-$350,000+ on less than 110k milesPayQuarterly bonus of $2,500/$5,000 per quarter for Singles/Teams

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

$1,500-$2,800/wk

PayLease contractors net $1,500 - $1,800 per weekPay$1.40 - $2.00 CPM plus fuel surchargePayQuarterly bonus program