Below you'll find 15 entry level Delivery Driver jobs, ready and waiting for you to click "Apply Now".
Entry Level Delivery Driver Jobs in Chesapeake, VA
New Delivery Driver Jobs with salaries & benefits from top venues every day
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Top Paying Entry Level Delivery Driver Jobs in Chesapeake, VA
Explore 15 Delivery Driver Jobs
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Entry Level (1-2 years)
20 miles
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Entry Level Delivery Driver Jobs in Chesapeake, VA
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15 jobs active
Entry Level Delivery Driver Jobs in Chesapeake, VA
15 jobs active
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Posted 1 month ago
Delivery Driver at Jimmy John's
Portsmouth, VA, USA|Remote, Onsite
Exact $20.00
Hourly
Part-time
Hourly
Flexible
Day Shifts
Entry Level (1-2 years)
Potential to earn up to $20 per hour including hourly wage, tips, and mileage reimbursement
Discounts on food
Career growth opportunities
promotion opportunities
Posted 3 months ago
Delivery Driver at Jimmy John's
Virginia Beach, VA, USA|Onsite
Part-time
Hourly
Flexible
Entry Level (1-2 years)
Flexible schedule options
Advancement opportunities
Employee Discounts
Posted 8 hours ago
Deli Delivery Driver at Trolley Hospitality Companies
Virginia Beach, VA, USA|Onsite
From $16.00 to $20.00
Hourly
Part-time
Standard Hours
Day Shifts
Entry Level (1-2 years)
Pay tip averages 16-20 per hour
Employee assistance program
Discounts at hospitality companies
Free Employee shift meal
401k matching eligibility
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Posted 22 days ago
Drop Delivery Driver at Bimbo Bakeries
Virginia Beach, VA, USA|Onsite
From $16.25 to $20.25
Hourly
Full-time
Night Shifts
Entry Level (1-2 years)
Medical insurance
Dental Insurance
Vision Insurance
Retirement Plan
Paid Time Off
Holidays
wellness programs
discount programs
Posted 1 month ago
Parts Delivery Driver-Non CDL (Part-time) at Peterbilt of Richmond Inc
Chesapeake, VA, USA|Onsite
From $21,800.00 to $26,200.00
Salary
Full-time
Standard Hours
Entry Level (1-2 years)
Affordable Health Insurance
Dental Insurance
Vision Insurance
401K with company match
Paid holidays
Paid vacation
Posted 22 days ago
Instacart Shopper - Delivery Driver at Instacart
Virginia Beach, VA, USA|Onsite
Temporary
Flexible
Weekend Shifts
Entry Level (1-2 years)
flexible schedule
weekly pay
Instant Cashout option
potential to earn tips
special earnings promotions
Posted 22 days ago
Instacart Shopper - Delivery Driver at Instacart
Virginia Beach, VA, USA|Remote
Temporary
Part-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
flexible schedule
weekly pay
Instant Cashout option
Opportunities to earn tips
special earnings promotions
home-based work
Equal opportunity employer
Posted 1 month ago
Special Local Delivery Truck Driver at Sysco Corporation
Portsmouth, VA, USA|Onsite
From $19.00 to $28.50
Hourly
Full-time
Standard Hours
Day Shifts
Entry Level (1-2 years)
Paid vacation
Paid holidays
Comprehensive healthcare benefits
Retirement benefits
Employee Discount Programs
Stock purchase discounts
Ongoing training opportunities
uniforms
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Jobs & Salary Trends
Posted 2 months ago
Delivery Route Driver at AVI Foodsystems
Virginia Beach, VA, USA|Onsite
Full-time
Standard Hours
Entry Level (1-2 years)
Family culture and atmosphere
competitive compensation
Health Insurance
Dental Insurance
Vision Insurance
Life insurance
401(k) with generous company match
Paid Vacations
Paid holidays
immense training and growth opportunities
Posted 6 days ago
Delivery Driver (08087) 426 Granby St : $12.80 / HR + Tips at Domino's Pizza
Norfolk, VA, USA|Onsite
Full-time
Part-time
Day Shifts
Weekend Shifts
Entry Level (1-2 years)
Health Insurance
Paid Time Off
Employee Discounts
Training and Development
stable work environment
safe work environment
team-oriented culture
Posted 2 months ago
Coord, Driver Check in at Performance Foodservice
Suffolk, VA, USA|Onsite
Full-time
Standard Hours
Entry Level (1-2 years)
Day 1 health benefits
Employee stock purchase plan
401K Employer Matching
Education Assistance
Paid Time Off
safe and inclusive working environment
culture of rewards and recognition
Posted 1 month ago
CDL-A Truck Drivers - Home Daily - Average $75k+/Year + Benefits at Sysco Corporation
Suffolk, VA, USA|Onsite
Exact $75,000.00
Salary
Full-time
Standard Hours
Day Shifts
Entry Level (1-2 years)
Local routes - get home nightly
Average $75,000+ first year salary
Full benefits from day one
Sign-on bonus in select locations
Paid vacation and holidays
ongoing job skills training
Tuition Reimbursement
Posted 1 month ago
CDL-A Truck Drivers - Home Daily - Average $75k+/Year + Benefits at Sysco Corporation
Hampton, VA, USA|Onsite
Exact $75,000.00
Salary
Full-time
Standard Hours
Day Shifts
Entry Level (1-2 years)
Local routes - get home nightly
Average 75,000 plus first year
Earn 35,000-120,000 annually
Full benefits from day one
Sign-on bonus in select locations
Paid vacation and holidays
ongoing job skills training
Leadership development training
Career growth opportunities
generous retirement benefits
Employee Discount Programs
safety programs
Tuition Reimbursement
uniforms
Posted 6 days ago
Driver/In-shop at Jimmy John's
Virginia Beach, VA, USA|Onsite
Part-time
Flexible
Entry Level (1-2 years)
flexible scheduling
Employee Discounts
career growth
promotion opportunities
earn tips
Posted 1 month ago
OTR CDL A Truck Driver Apprentice at Wilson Logistics - CDL Program
Virginia Beach, VA, USA|Travel
From $52,800.00 to $62,400.00
Salary
Internship
Full-time
Standard Hours
Entry Level (1-2 years)
Medical
Dental
Vision
short-term disability
Life insurance
401k
Paid vacation
15 Entry Level Delivery Driver Jobs in Chesapeake, VA - April 2026
Browse 15 entry level Delivery Driver jobs in Chesapeake, VA. Entry level roles in bars, restaurants, hotels, and venues. Many employers hire first time workers and provide on the job training.
Hiring Demand for Entry Level Delivery Driver Jobs in Chesapeake, VA
Employers in Chesapeake, VA are actively hiring entry level Delivery Driver staff to cover daily service and peak hours.
Recent Entry Level Delivery Driver Openings
There have been 2 new jobs for Delivery Driver positions posted in the last 10 days. Listings update regularly so you see current openings.
Entry Level Delivery Driver Salary in Chesapeake, VA
Entry level Delivery Driver pay in Chesapeake, VA typically ranges from $21,800 per year to $26,200 per year, with average earnings near $24,000 per year or $11.5 per hour. Tips or performance based bonuses can increase total income in busy venues.
- Lowest wage: $21,800 per year
- Average wage: $24,000 per year or $11.5 per hour
- Highest wage: $26,200 per year
How To Apply for Entry Level job
Apply online for entry level Delivery Driver roles in Chesapeake, VA using OysterLink. Use filters to narrow your search:
- Pay range
- Experience level - entry level only
- Work schedule - full time, part time, seasonal
- Shift timing
Many listings support quick apply with a simple application flow.
Why Entry Level Delivery Driver Jobs Are Common in Chesapeake, VA
Local hospitality, tourism, and nightlife in Chesapeake, VA create steady demand for entry level Delivery Driver positions. Employers often train on site to keep bars, restaurants, and hotels fully staffed.
Top Employers Hiring Entry Level Delivery Driver Roles
Frequent employers hiring entry level Delivery Driver roles in Chesapeake, VA include:
- Peterbilt of Richmond Inc
Delivery Driver Job Benefits and Perks in Chesapeake, VA
Many entry level Delivery Driver jobs in Chesapeake, VA offer 401K with company match, Paid vacation, staff discounts, and flexible scheduling, making them strong starting points in hospitality.
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