Below you'll find 41 entry level Delivery Driver jobs, ready and waiting for you to click "Apply Now".
Entry Level Delivery Driver Jobs in Chicago, IL
New Delivery Driver Jobs with salaries & benefits from top venues every day
Find entry level Delivery Driver jobs in Chicago, IL from verified local employers. Apply online and land a job today!Read more
Top Paying Entry Level Delivery Driver Jobs in Chicago, IL
Explore 41 Delivery Driver Jobs
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Entry Level (1-2 years)
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Delivery Driver
at Jimmy John'sSkokie, IL, USA|Onsite
Up to $25.00
Hourly
Part-time
Hourly
Day Shifts
Weekend Shifts
Entry Level (1-2 years)
competitive pay
Mileage reimbursement
Opportunity for advancement
flexible scheduling
team environment
Delivery Driver
at Jimmy John'sChicago, IL, USA|Onsite
From $16.60 to $25.00
Hourly
Part-time
Hourly
Flexible
Day Shifts
Entry Level (1-2 years)
competitive hourly wage
Driver maintenance reimbursement
daily tips
Personal cell phone reimbursement
Free Employee Meals
Career promotion opportunities
Retirement planning through Illinois Secure Choice
Paid sick time
Paid Time Off
Delivery Driver
at Jimmy John'sChicago, IL, USA|Onsite
From $16.60 to $25.00
Hourly
Part-time
Hourly
Flexible
Entry Level (1-2 years)
competitive pay
Driver maintenance reimbursement
tips paid daily
Free Employee Meals
Career and promotion opportunities
Retirement Planning
Paid sick time
Paid Time Off
Delivery Driver
at Jimmy John'sLyons, IL, USA|Onsite
From $15.00 to $25.00
Hourly
Full-time
Part-time
Hourly
Flexible
Day Shifts
Entry Level (1-2 years)
competitive hourly wage
Tips
Driver maintenance reimbursement
Reimbursement for personal cell phone use
Free Employee Meals
Career and promotion opportunities
Retirement Planning
earned paid time off
Delivery Driver
at Jimmy John'sRosemont, IL, USA|Onsite
Up to $25.00
Hourly
Part-time
Hourly
Day Shifts
Weekend Shifts
Entry Level (1-2 years)
Mileage reimbursement
competitive pay
flexible scheduling
Employee Discounts
Training and development opportunities
Positive work environment
Dress code compliance support
Delivery Driver
at Jimmy John'sWilmette, IL, USA|Onsite
From $15.00 to $25.00
Hourly
Part-time
Flexible
Day Shifts
Entry Level (1-2 years)
competitive pay
Tip reimbursement
Driver maintenance reimbursement
flexible scheduling
Free Employee Meals
Career advancement opportunities
Retirement Planning
Delivery Driver
at Jimmy John'sBerwyn, IL, USA|Onsite
From $15.00 to $25.00
Hourly
Part-time
Hourly
Flexible
Day Shifts
Entry Level (1-2 years)
Potential to earn up to 25+ per hour
Reimbursement towards personal cell phone use
Free employee meals every shift
Career and promotion opportunities
Retirement planning through Illinois Secure Choice
earned paid time off
Delivery Driver
at Jimmy John'sMelrose Park, IL, USA|Onsite
From $15.00 to $25.00
Hourly
Part-time
Hourly
Flexible
Day Shifts
Entry Level (1-2 years)
competitive pay
Tips
Driver maintenance reimbursement
Flexible Shifts
Free Employee Meals
Career advancement opportunities
Retirement Planning
earned paid time off
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Sandwich Delivery Driver
at Jimmy John'sChicago, IL, USA|Onsite
From $16.60 to $25.00
Hourly
Hourly
Flexible
Day Shifts
Entry Level (1-2 years)
competitive hourly wage
Tips
Driver maintenance reimbursement
Flexible shift hours
Cell phone reimbursement
Free Employee Meals
Career and promotion opportunities
Retirement Planning
Paid sick time
Paid Time Off
Sandwich Delivery Driver
at Jimmy John'sChicago, IL, USA|Onsite
From $16.20 to $25.00
Hourly
Part-time
Hourly
Flexible
Day Shifts
Entry Level (1-2 years)
Potential to earn up to $25+ per hour
Reimbursement towards personal cell phone use
Free employee meals every shift
Career and promotion opportunities
Retirement planning through Illinois Secure Choice
Paid sick time
Paid Time Off
Sandwich Delivery Driver
at Jimmy John'sChicago, IL, USA|Onsite
From $16.60 to $25.00
Hourly
Part-time
Hourly
Flexible
Day Shifts
Entry Level (1-2 years)
Tip earning potential
Driver maintenance reimbursement
hourly wage
Reimbursement for cell phone use
Free Employee Meals
Career promotion opportunities
Retirement Planning
Paid sick time
Paid Time Off
Car Delivery Driver
at Insomnia CookiesChicago, IL, USA|Onsite
Up to $17.00
Hourly
Part-time
Hourly
Flexible
Entry Level (1-2 years)
Pay on Demand
Flexible work schedules
Paid vacation
Sick Time Off
Pet insurance
Job stability
Free cookies
FedEx Ground Delivery Driver
at Accudelivery Inc.Bedford Park, IL, USA|Travel, Onsite
From $43,200.00 to $57,600.00
Salary
Full-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
Pay $900/week to $1200/week
weekly pay
Performance Based Incentives
Opportunities for bonus and raises
Health Insurance
Vision Insurance
Dental Insurance
Paid training
Paid Time Off
Route Delivery Driver CDL
at Primo BrandsChicago, IL, USA|Onsite
Exact $25.00
Hourly
Full-time
Hourly
Standard Hours
Flexible
Entry Level (1-2 years)
Paid vacation
Sick Time
Paid holidays
pension
Supplemental 401K plan
Health Insurance
Instacart Shopper - Delivery Driver
at Instacart ShoppersBerwyn, IL, USA|Remote
From $16.25 to $18.25
Hourly
Temporary
Part-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
flexible schedule
weekly pay
instant cashout
Tips
special earnings promotions
Instacart Shopper - Delivery Driver
at InstacartBerwyn, IL, USA|Remote, Onsite
From $16.75 to $19.00
Hourly
Temporary
Part-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
flexible schedule
weekly pay
Instant Cashout option
potential to earn tips
special earnings promotions
opportunity for supplemental income
Work autonomy
Instacart Shopper - Delivery Driver
at Instacart ShoppersOak Park, IL, USA|Remote, Onsite
Temporary
Flexible
Weekend Shifts
Entry Level (1-2 years)
flexible schedule
weekly pay
Instant Cashout option
potential to earn tips
special earnings promotions
41 Entry Level Delivery Driver Jobs in Chicago, IL - May 2026
Browse 41 entry level Delivery Driver jobs in Chicago, IL. 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 Chicago, IL
Employers in Chicago, IL 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 Chicago, IL
Entry level Delivery Driver pay in Chicago, IL typically ranges from $25,000 per year to $55,000 per year, with average earnings near $35,000 per year or $16.83 per hour. Tips or performance based bonuses can increase total income in busy venues.
- Lowest wage: $25,000 per year
- Average wage: $35,000 per year or $16.83 per hour
- Highest wage: $55,000 per year
How To Apply for Entry Level job
Apply online for entry level Delivery Driver roles in Chicago, IL 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 Chicago, IL
Local hospitality, tourism, and nightlife in Chicago, IL 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 Chicago, IL include:
Delivery Driver Job Benefits and Perks in Chicago, IL
Many entry level Delivery Driver jobs in Chicago, IL offer PTO, 401k, staff discounts, and flexible scheduling, making them strong starting points in hospitality.
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