Independent Contractor Delivery Driver - Chicago
dragonfly techChicago (IL)
Independent Contractor Delivery Driver - Chicago
Posted 5 days ago
dragonfly techChicago (IL)
SENIORITY
Junior
About the role
Job Information: Date Opened 10/08/2026
Job Type: Contract
Work Experience: Fresher
Industry: Catering
City: Chicago
State/Province: Illinois
Country: United States
Zip/Postal Code: 60607
About Us:
Dragonfly was founded with the vision to create a same-day high quality delivery service enabling on-demand and pre-scheduled delivery in every local market across the country.
Job Description:
Dragonfly is a delivery platform for restaurants, caterers, bakeries and local businesses. We are adding independent contractor (1099) drivers in the Chicago area. About the work: flexible, on-demand delivery routes — you choose when you are available. Volume varies by day and client.
What you need:
- A valid driver's license and an insured vehicle
- A smartphone18+ and eligible to work in the USHow it works: apply online in a few minutes, verify your phone and email, complete a short training, and our team will reach out about routes.
- This is an independent contractor role, not employment. No experience required.
Before you apply
Applying takes about a minute. These four things decide how fast it moves after that.
Your profile is current
It's what we read first. Occupations, seniority and locations matter more than a long history.
Two examples you can talk through
Not a portfolio — just two pieces of work where you can explain the decisions and what you'd change.
A number in mind
What you're on now and what would make you move. We negotiate better when we know both.
Your notice period
Employers plan around it, and it's the question that stalls offers most often.
Once you apply, someone reads it and calls you before anything reaches the employer — usually within two working days.