DATTCO
DATTCO

60 Dattco Charter Driver Jobs Hiring Near You

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... We are hiring Charter Bus Driver Trainees for our Westport, CT location! Start a driving career ...

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... We are hiring Charter Bus Driver Trainees for our Westport, CT location! Start a driving career ...

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... We are hiring Charter Bus Driver Trainees for our Westport, CT location! Start a driving career ...

Charter Bus Driver

Norwalk, CT · On-site

$32 - $36/hr

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... For drivers who love being behind the wheel, Charter offers something different: variety ...

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... For drivers who love being behind the wheel, Charter offers something different: variety ...

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... For drivers who love being behind the wheel, Charter offers something different: variety ...

Charter Bus Driver

Wilton, CT · On-site

$32 - $36/hr

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... For drivers who love being behind the wheel, Charter offers something different: variety ...

Charter Bus Driver

Norwalk, CT · On-site

$32 - $36/hr

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... For drivers who love being behind the wheel, Charter offers something different: variety ...

Charter Bus Driver

Fairfield, CT · On-site

$32 - $36/hr

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... For drivers who love being behind the wheel, Charter offers something different: variety ...

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... For drivers who love being behind the wheel, Charter offers something different: variety ...

Charter Bus Driver

Wilton, CT · On-site

$32 - $36/hr

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... For drivers who love being behind the wheel, Charter offers something different: variety ...

Charter Bus Driver

Westport, CT · On-site

$32 - $36/hr

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... For drivers who love being behind the wheel, Charter offers something different: variety ...

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... For drivers who love being behind the wheel, Charter offers something different: variety ...

DATTCO is a third generation, family owned passenger transportation company with approximately 2 ... For drivers who love being behind the wheel, Charter offers something different: variety ...

Charter Bus Driver Trainee Department: School Bus Driver Location: Westport, CT Salary: $0 - $0 ... Dattco START YOUR APPLICATION ( DATTCO is a third generation, family owned passenger transportation ...

DATTCO was founded in 1924 and entered the motorcoach charter business in 1964 with the New York ... Minimum Requirements: * CDL Class B with Passenger endorsement. Connecticut license holders will ...

DATTCO was founded in 1924 and entered the motorcoach charter business in 1964 with the New York ... Minimum Requirements: * CDL Class B with Passenger endorsement. Connecticut license holders will ...

Commuter Driver

New Britain, CT · On-site

$28 - $33/hr

DATTCO was founded in 1924 and entered the motorcoach charter business in 1964 with the New York ... Minimum Requirements: * CDL Class B with Passenger endorsement. Connecticut license holders will ...

Commuter Driver

Watertown, CT · On-site

$28 - $33/hr

DATTCO was founded in 1924 and entered the motorcoach charter business in 1964 with the New York ... Minimum Requirements: * CDL Class B with Passenger endorsement. Connecticut license holders will ...

DATTCO was founded in 1924 and entered the motorcoach charter business in 1964 with the New York ... Minimum Requirements: * CDL Class B with Passenger endorsement. Connecticut license holders will ...

Showing results 21-40

DATTCO Jobs Information

Do workers at ​DATTCO get paid breaks?

No. Most people don’t get paid breaks.
76% of people say they don’t get paid breaks.
Based on data from 17 people who took the Breakroom Quiz between November 2024 and April 2026.

Does ​DATTCO pay people when they’re sick?

Sometimes. Only some people get paid when they’re sick.
52% of people say they wouldn’t get paid if they were sick but scheduled to work.
Based on data from 21 people who took the Breakroom Quiz between November 2024 and August 2026.

At ​DATTCO, are sick days and vacation days separate paid time off?

Sick days and vacation days are used from the same paid time off.
100% of people say they have to use vacation days when they’re out sick.
Based on data from 13 people who took the Breakroom Quiz between May 2025 and August 2026.

Do part-time workers get paid time off at ​DATTCO?

Most people who work part-time get paid time off.
100% of people who work part-time say they get paid time off
Based on data from 5 people who took the Breakroom Quiz between May 2025 and July 2026.

Is the health insurance from ​DATTCO affordable enough for their workers?

Only some people say the health insurance costs are okay.
60% of people say the health insurance costs are okay
Based on data from 5 people who took the Breakroom Quiz between May 2025 and August 2026.

Do people get paid time off at ​DATTCO?

Most people get paid time off work.
93% of people say they get paid time off.
Based on data from 14 people who took the Breakroom Quiz between May 2025 and August 2026.

How far ahead of time do people find out their work schedule?

Most people find out their schedule less than four weeks ahead of time.
  • 86% of people with changing schedules find out their shifts one week or less ahead of time.
  • 14% of people with changing schedules find out their shifts two weeks ahead of time.
  • 0% of people with changing schedules find out their shifts three weeks ahead of time.
  • 0% of people with changing schedules find out their shifts four weeks or more ahead of time.

Based on data from 7 people who took the Breakroom Quiz between November 2024 and October 2025.

Do workers at ​DATTCO worry about hours?

Some people worry about getting enough hours.
38% of people report they worry about getting enough hours.
Based on data from 16 people who took the Breakroom Quiz between November 2024 and November 2025.

Do ​DATTCO workers get to choose the shifts they work?

Some people don’t get to choose which shifts they work.
45% report that they don’t have enough control over which shifts they work.
Based on data from 11 people who took the Breakroom Quiz between November 2024 and October 2025.

How easy is it for ​DATTCO workers to change shifts?

Some people find it hard to change shifts.
43% of people report that it’s hard to change shifts if they need to.
Based on data from 7 people who took the Breakroom Quiz between November 2024 and September 2025.

How easy is it to get time off at ​DATTCO?

Some people find it hard to get time off.
40% of people report it’s hard to get time off.
Based on data from 20 people who took the Breakroom Quiz between November 2024 and August 2026.

Do ​DATTCO managers change schedules at the last minute?

Most managers don’t change people’s schedules at the last minute.
80% of people say their manager doesn’t change their shift schedule at the last minute.
Based on data from 15 people who took the Breakroom Quiz between November 2024 and November 2025.

Do jobs at ​DATTCO spill into time workers aren’t paid for?

Rarely. The job doesn't usually spill into unpaid time.
19% of people report that their job takes up time that they don’t get paid for.
Based on data from 16 people who took the Breakroom Quiz between November 2024 and November 2025.

How easy is it to take sick days at ​DATTCO?

Most people find it easy to take sick days.
82% of people report that it’s easy to take time off if they are sick.
Based on data from 22 people who took the Breakroom Quiz between November 2024 and August 2026.

Is working at ​DATTCO good if you’re a parent or caregiver?

Most parents and caregivers say this is a good place to work.
83% of people who care for a child or other relative report this is a good place to work.
Based on data from 12 people who took the Breakroom Quiz between November 2024 and August 2026.

Do people at ​DATTCO feel treated with respect by their managers?

Most people feel treated with respect by their managers.
95% of people say they’re treated with respect by their managers.
Based on data from 22 people who took the Breakroom Quiz between November 2024 and August 2026.

Do people at ​DATTCO get to take their breaks without interruption?

Most people get breaks without interruption.
72% of people report that they get to take their breaks without interruption.
Based on data from 18 people who took the Breakroom Quiz between November 2024 and August 2026.

Is it stressful to work at ​DATTCO?

Some people feel stressed here.
55% of people say they often feel stressed at work.
Based on data from 20 people who took the Breakroom Quiz between November 2024 and August 2026.

Do people at ​DATTCO enjoy their jobs?

Most people enjoy their job.
79% of people report they enjoy their job.
Based on data from 19 people who took the Breakroom Quiz between November 2024 and August 2026.

Do people at ​DATTCO recommend working with their team?

Only some people recommend working with their team.
35% of people report that they wouldn’t recommend working with their immediate team to a friend.
Based on data from 23 people who took the Breakroom Quiz between November 2024 and August 2026.

Do people get enough training when they start at ​DATTCO?

Most people got enough training when they started.
86% of people report they got enough training when they started working here.
Based on data from 21 people who took the Breakroom Quiz between November 2024 and August 2026.

Do people get support to advance at ​DATTCO?

Most people are given support to advance their career here.
In the last year, 67% of people report being given support to advance their career here.
Based on data from 15 people who took the Breakroom Quiz between November 2024 and August 2026.

Do people think ​DATTCO’s headquarters understands what’s happening where they work?

Most people think headquarters doesn’t understand what’s happening where they work.
79% of people think that this employer’s headquarters or owners don’t have a good understanding of what’s really happening where they work.
Based on data from 19 people who took the Breakroom Quiz between November 2024 and August 2026.

Do workers feel well informed about how ​DATTCO is doing?

Most people don’t feel well informed about how the company is doing.
73% of people feel that they aren’t kept well informed about how the company is doing as a whole.
Based on data from 22 people who took the Breakroom Quiz between November 2024 and August 2026.

What other companies are hiring for Charter Driver jobs?

What are the most popular categories at Dattco?

Infographic showing various Charter Driver job openings at Dattco in the United States as of August 2026, with employment types broken down into 39% Full Time, and 61% Part Time. Highlights an 100% Physical job distribution.

Charter Bus Driver Trainee

DATTCO

Westport, CT

$32 - $36/hr

Full-time

Retirement

Posted 14 days ago


​DATTCO rating

6.5

Company rating: 6.5 out of 10

Based on 23 frontline employees who took The Breakroom Quiz

78th of 100 rated public transport


Job description

DATTCO is a third generation, family owned passenger transportation company with approximately 2,500 employees operating from more than 30 locations. We are one of New England's largest private passenger transportation companies.

We are hiring Charter Bus Driver Trainees for our Westport, CT location!

Start a driving career with variety, flexibility, and training. If you enjoy being behind the wheel, meeting new people, and traveling to different destinations, this is a great opportunity to turn that interest into a career. Charter driving offers something different from a traditional fixed route: each day can bring a new trip, a new group, and a new destination.

No prior commercial driving experience is required. As a Charter Bus Driver Trainee, you’ll receive personalized training to help you earn your CDL license and required endorsements. Once fully licensed, you may transport sports teams to games, students on field trips, and groups traveling to weddings, private events, parties, and other destinations. If you enjoy driving and want a role with more variety than a traditional daily schedule, this is the role for you!

  • Training Location:
    • Bridgeport, CT
  • Training Schedule:
    • Training is typically offered Monday- Friday from 9:00am - 12:00pm.
    • Most trainees complete the program in approximately 90 days, depending on their availability and how often they attend training.
  • ???????Once Licensed:
    • Location: Westport, CT (union location)
    • Hours: Guaranteed 30 hours per week.
      • Charter driving offers flexible, trip-based scheduling.
      • Looking for more hours? Drivers may pick up additional charter assignments based on availability and business needs.
    • Hourly Rate: $32–$36/hour.
      • Opportunity to earn gratuities.
      • Competitive compensation with transparent rate progression over the next three years.

Why DATTCO?

  • Job stability and longevity.
  • Career growth opportunities - we promote from within under all DATTCO company brands (DeVivo Companies, Motor Coach, School Bus).
  • 401k with company match.
  • Paid holidays.
  • Employee Referral Program - bonuses offered to any current employee that refers someone to work with us!
    • Do you want to train to be a licensed driver with a friend or family member?! No problem! We provide these roles and opportunities to get you fully licensed!
    • Note: Subject to referral program terms and eligibility requirements.

Who you might be:

  • You genuinely enjoy driving and being on the road.
  • You prefer variety instead of driving the same route every day.
  • You enjoy traveling to different destinations and events.
  • You want flexibility to pick up additional trips and hours.
  • You are comfortable driving for extended periods.
  • You enjoy interacting with different passengers and groups.
  • You are dependable, professional, safety-focused, and customer-service oriented.
  • You are an experienced commercial driver looking for flexible work.

What You’ll Do:

  • Safely transport passengers to a variety of destinations and events.
  • Drive sports teams to games and athletic events.
  • Transport students and school groups on field trips and other scheduled activities.
  • Transport passengers to weddings, parties, private events, and other charter destinations.
  • Safely navigate different routes, road conditions, and geographic areas.
  • Provide friendly and professional service to passengers and clients.
  • Assist passengers with boarding and exiting the vehicle when needed.
  • Perform required pre-trip and post-trip vehicle inspections.
  • Inspect the vehicle following trips for belongings left behind and assist with coordinating their return.
  • Communicate with operations regarding trip details, passenger needs, and service concerns.
  • Follow all applicable traffic laws, safety requirements, company policies, and commercial driving regulations.

Requirements:

  • Must be at least 21 years old.
  • Must have at least three consecutive years of driving experience with a valid driver’s license.
  • Must have an acceptable driving record and meet Connecticut DMV and DATTCO eligibility standards.
  • Must be able to obtain before operating with students, a valid Connecticut CDL Class A or B with School Bus (S), and Passenger (P) or Van (V) endorsements.
  • Must be able to meet DOT/FMCSA medical qualification standards, including the physical qualification standards in 49 CFR Part 391, and maintain a valid DOT medical certificate as required.
  • Must successfully complete all required pre-employment screening, including fingerprinting, state and national criminal background checks, registry checks, driving record review, drug testing, and any other screenings required by law, Connecticut DMV, school district policy, or DATTCO policy.
  • Must participate in DOT/FMCSA and/or state-required random drug and alcohol testing programs as applicable to CDL school bus and charter drivers.
  • Must complete and maintain all required Connecticut DMV school bus training, proficiency, road test, annual/in-service training, safety drills, and continuing education requirements.

Physical Demands:

  • Ability to lift, carry, push, or pull up to 50 pounds occasionally.
  • Ability to enter and exit the vehicle repeatedly and perform required vehicle inspections.
  • Ability to bend, kneel, reach, climb stairs, and use vehicle safety equipment.
  • Ability to assist passengers during boarding, exiting, and emergency evacuations.

The physical requirements described above are representative of those that must be met by an employee to successfully perform the essential functions of this position. DATTCO provides reasonable accommodations to qualified individuals with disabilities, consistent with applicable federal and state law.

Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, protected veteran status and any other protected classes.


What ​DATTCO employees say

Pay

Benefits

Hours and flexibility

Workplace

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