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Weekend Driver Jobs in Portland, CT (NOW HIRING)

Store Driver

Hartford, CT · On-site

$17 - $21.25/hr

People seeking flexible work schedules, including evenings, weekends, or holidays * Students ... Valid Driver's License with a clean driving record * Ability to lift up to 60 lbs, bend, reach (up ...

Store Driver

New Haven, CT · On-site

$16.75 - $21/hr

People seeking flexible work schedules, including evenings, weekends, or holidays * Students ... Valid Driver's License with a clean driving record * Ability to lift up to 60 lbs, bend, reach (up ...

Store Driver

West Hartford, CT

$17 - $21.25/hr

People seeking flexible work schedules, including evenings, weekends, or holidays * Students ... Valid Driver's License with a clean driving record * Ability to lift up to 60 lbs, bend, reach (up ...

Store Driver

New Haven, CT

$16.75 - $21/hr

People seeking flexible work schedules, including evenings, weekends, or holidays * Students ... Valid Driver's License with a clean driving record * Ability to lift up to 60 lbs, bend, reach (up ...

THE AMERICAN SCHOOL FOR THE DEAF ANNOUNCES AN OPENING FOR Driver CLOSING DATE: Open Until filled ... In addition, nights and weekends to fit the transportation needs of the school including evening ...

... Driver Benefits: * $2,000- $2,250 Weekly minimum guaranteed pay (higher amount depends on if you ... Some weekends expected during peak season * Late-model equipment * No slip-seating * Comprehensive ...

... Driver Benefits: * $2,000- $2,250 Weekly minimum guaranteed pay (higher amount depends on if you ... Some weekends expected during peak season * Late-model equipment * No slip-seating * Comprehensive ...

Showing results 21-40

Weekend Driver information

See Portland, CT salary details

$9

$18

$31

How much do weekend driver jobs pay per hour?

As of Sep 3, 2026, the average hourly pay for weekend driver in Portland, CT is $18.98, according to ZipRecruiter salary data. Most workers in this role earn between $14.62 and $20.43 per hour, depending on experience, location, and employer.

What is a weekend driver?

Weekend drivers are individuals employed to operate vehicles, such as cars, vans, or trucks, primarily on weekends. Their responsibilities often include transporting passengers, delivering goods, or providing ride-sharing services during peak weekend hours. This role is ideal for those seeking flexible, part-time work or supplemental income. Weekend drivers must typically hold a valid driver's license and have a clean driving record. Some positions may also require familiarity with navigation apps or customer service skills.

What does a weekend driver do?

A weekend driver works shifts on Saturdays and Sundays delivering packages, transporting cargo, or taking passengers to their destination. The specific responsibilities of these part-time jobs depend on the work and the type of vehicle that you drive. If you work as a weekend truck driver, you transport cargo or make deliveries locally. In a courier position, you pick up and deliver documents, packages, or medical equipment. Food delivery drivers transport food from restaurants to customers. Bus or shuttle drivers carry passengers on a route in a large bus, while rideshare or taxi drivers operate cars or trucks and work on the weekends to provide personalized driving service to passengers.

What are the key skills and qualifications needed to thrive as a weekend driver, and why are they important?

To thrive as a Weekend Driver, you need a valid driver's license, a clean driving record, and a solid understanding of traffic laws and navigation. Familiarity with GPS systems, route planning apps, and sometimes ride-sharing platforms or delivery software is often required. Excellent time management, customer service skills, and reliability help drivers stand out in this role. These skills ensure safe, efficient, and satisfactory service to clients during high-demand periods.

What are some common challenges weekend drivers face, and how can they overcome them?

Weekend Drivers often encounter heavy traffic, unpredictable schedules, and the need to adapt to last-minute route changes. Staying organized and maintaining clear communication with dispatchers or clients is key to managing these challenges. Additionally, being familiar with local traffic patterns and using navigation apps can help drivers optimize routes and reduce delays. Flexibility and a customer-focused attitude are essential for success in this role.

What is the difference between Weekend Driver vs Delivery Driver?

AspectWeekend DriverDelivery Driver
Required CredentialsValid driver's license, clean driving recordValid driver's license, sometimes specific certifications for certain deliveries
Work EnvironmentPersonal or company vehicle, flexible hours, often on weekendsCompany vehicle or personal vehicle, routes vary, may include weekends
Employer & IndustryLogistics, transportation, courier servicesFood, retail, e-commerce, courier services

Weekend Drivers typically work on weekends providing transportation services, often with flexible hours and a focus on personal or company vehicles. Delivery Drivers also work in transportation but focus on delivering goods, often with specific routes and schedules. Both roles require a valid driver's license and are common in logistics and courier industries, but their primary tasks and work environments differ slightly.

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

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

What are popular job titles related to Weekend Driver jobs in Portland, CT?

For Weekend Driver jobs in Portland, CT, the most frequently searched job titles are:

What job categories do people searching Weekend Driver jobs in Portland, CT look for?

The top searched job categories for Weekend Driver jobs in Portland, CT are:

What cities near Portland, CT are hiring for Weekend Driver jobs?

Cities near Portland, CT with the most Weekend Driver job openings:

Infographic showing various Weekend Driver job openings in Portland, CT as of August 2026, with employment types broken down into 1% As Needed, 72% Full Time, 24% Part Time, and 3% Contract. Highlights an 98% Physical, and 2% Remote job distribution, with an average salary of $39,486 per year, or $19 per hour.

CT Regional Drivers • New Pay Scale • Weekend Home Time • 5X Best Fleets!

Leonard's Express Inc

Hartford, CT • On-site

$1.3K - $1.7K/wk

Per diem

Medical, Dental, Vision, Life, Retirement, PTO

This job post has expired today. Applications are no longer accepted.


Leonard's Express rating

7.6

Company rating: 7.6 out of 10

Based on 5 frontline employees who took The Breakroom Quiz


Job description

Description:

Regional Drivers • New Pay Scale • Weekend Home Time Options • 5X Best Fleets Winner!

Leonard’s Express is built for longevity, celebrating our 25th anniversary. Built on family values. Built on respect.

If you’re not getting the miles, the money, the maintenance, or the respect you deserve, it’s time to move to a carrier that's invested in your success — not just your truck number.

We’re family-owned, driver-focused, and proud to be a 5X Best Fleets to Drive For carrier AND a Top Company for Women to Work in Transportation for 3 years running.

Our motto? Do the Right Thing. Always.

Pay (Top CPM Regional CDL Pay):

  • 0–250 Mile Loads: $0.80 CPM
  • 251–500 Mile Loads: $0.70 CPM
  • 501+ Mile Loads: $0.60 CPM

PLUS $25 for Every Live Load or Unload

Home Time:

  • Northeast Regional Drivers: Home every weekend
  • Atlantic Coastal Regional Drivers: 75% of weekly home time is on weekends

New Top Pay • Top-of-the-Line Equipment • Latest Technology

Benefits & Features:

  • Per Diem Pay Optional
  • Health, dental, vision, and life insurance
  • Paid Time Off (PTO) & holiday pay
  • 401K with company match
  • Weekly Direct Deposit
  • No Touch Freight
  • ISAAC, ELOG, EZPASS, PREPASS
  • Late Model Equipment
  • Paid Orientation
  • Full-Service Terminals and 24/7 Dispatch & Road Service
  • Pet and rider policy
  • Satellite radio in all trucks

It’s not just a seat. It’s a home.
It’s not just a load. It’s a future.
It’s time to love trucking again.

Requirements:

Requirements (Class A CDL):

  • 6 months OTR experience required
  • Must be 21 or older

APPLY NOW:
https://drive4leonards.com

Call: 585-869-3108


What Leonard's Express employees say

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