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Contract Driver Jobs in Enfield, CT (NOW HIRING)

DATTCO Motorcoach

Van Driver

Plainville, CT · On-site

$19 - $22/hr

These positions are based in our Plainville, CT location and support our contract with the Town of ... Valid CT driver's license * 3 years driving experience * Read and speak English. * Pass a ...

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All JobsContract Driver JobsContract Driver Jobs in Enfield, CT

Contract Driver information

See Enfield, CT salary details

$11

$37

$87

How much do contract driver jobs pay per hour?

As of Aug 18, 2026, the average hourly pay for contract driver in Enfield, CT is $37.51, according to ZipRecruiter salary data. Most workers in this role earn between $17.55 and $63.65 per hour, depending on experience, location, and employer.

What is a contract driver?

Contract drivers are independent professionals who transport goods, packages, or passengers for companies or individuals based on a contractual agreement rather than as direct employees. They may work for delivery services, ride-share platforms, or logistics companies, often using their own vehicles. Contract drivers are responsible for managing their schedules, maintaining their vehicles, and handling taxes as independent contractors. This role offers flexibility but does not typically include benefits like health insurance or paid time off.

What does a contract driver do?

As a contract driver, your primary responsibilities are to drive a vehicle to transport materials or items on a contract basis. Your duties vary depending on the details of each contract. You may drive a truck on a set delivery route to transport cargo, or you may have independent courier contracts and pick up and deliver materials for businesses, medical service providers, or private individuals. If you work as a courier, you may coordinate with a dispatch operator to receive information for each delivery. Contract drivers typically own the vehicle that they drive.

What skills and qualifications are needed to thrive as a contract driver?

To thrive as a Contract Driver, you need a valid driver's license, a clean driving record, and familiarity with local routes and traffic laws. Experience with GPS navigation systems, delivery management apps, and, in some cases, a commercial driver's license (CDL) are typically required. Strong time management, reliability, and customer service skills make someone stand out in this role. These skills and qualities ensure timely, safe deliveries and positive client interactions, which are critical for building trust and repeat business.

What are common challenges contract drivers face and how can they be managed?

Contract drivers often face challenges such as unpredictable schedules, variable workloads, and maintaining their own vehicles. Managing these challenges involves strong time-management skills, staying organized with route planning, and ensuring regular vehicle maintenance. Many contract drivers also join professional networks or use mobile apps to streamline their work and find new opportunities, which can help reduce downtime and increase efficiency.

What is the difference between Contract Driver vs Delivery Driver?

AspectContract DriverDelivery Driver
CredentialsDriver's license, possibly commercial licenseDriver's license, sometimes specialized for certain vehicles
Work EnvironmentIndependent or contracted, often flexible hoursEmployed by a company, regular routes, scheduled hours
Employer & Industry UsageFreelance or contracted basis across various industriesCompany-employed, retail, food, or parcel delivery sectors
Search & Comparison IntentHigh overlap in credentials and work environmentSimilar roles but typically more structured employment

Contract drivers operate independently or on a contractual basis, offering flexibility and often working across multiple industries. Delivery drivers are usually employed by companies, following scheduled routes. Both roles require a valid driver's license, but contract drivers tend to have more autonomy, while delivery drivers have more structured hours.

More about Contract Driver jobs

What are the most commonly searched types of Driver jobs in Enfield, CT?

The most popular types of Driver jobs in Enfield, CT are:

What job categories do people searching Contract Driver jobs in Enfield, CT look for?

The top searched job categories for Contract Driver jobs in Enfield, CT are:

What cities near Enfield, CT are hiring for Contract Driver jobs?

Cities near Enfield, CT with the most Contract Driver job openings:

Contract Driver jobs near you
Infographic showing various Contract Driver job openings in Enfield, CT as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 30% Part Time, and 2% Contract. Highlights an 97% Physical, and 3% Remote job distribution, with an average salary of $78,026 per year, or $37.5 per hour.

CDL-A Company Driver - 2yrs EXP Required - Local

Highway Driver Leasing

Willimantic, CT

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 9 hours ago

Job description

Founded in 1984, Highway Driver Leasing has been New England’s trusted CDL driver partner. Our expert CDL drivers have been driving at companies across New England for over 40 years. As a family-owned business, we are committed to delivering strong relationships with both our drivers and our clients. Our mission is simple: to provide companies with reliable, highly qualified CDL drivers while offering our drivers safe and rewarding career opportunities.

GREAT REASONS TO JOIN OUR TEAM!

  • Hourly pay 29$ an Hr with Tax Free OT (Time and Half), 8-hour minimum pay per day
  • Home Daily - Full time and Part time available
  • Palletized loads, no hand unloading
  • Paid time off, health insurance
  • No forced dispatch - work as many hours as you want
  • Stable work
  • Always treated with dignity and respect
  • Safe equipment
  • Very low turnover
  • Always-expanding driver fleet
  • No automatic restrictions

Job Types: Full-time, Part-time

Benefits:

  • 401K
  • Dental insurance
  • Disability insurance
  • Health insurance
  • Life insurance
  • Paid sick time
  • Paid time off
  • Referral program
  • Vision insurance

QUALIFICATIONS:

  • A valid class A license
  • A minimum of 2 years of commercial driving experience
  • A clean driving record
  • Have a current DOT medical card
  • Commitment to safe driving practices