Driving Jobs in Chelsea, MA — Apply Today

As of April 2026, there are 50+ open driving positions in Chelsea, MA. Current pay ranges from $500 to $8,925 per year. Top hiring areas include Delivery Driver, Part Time and General. New roles are posted daily — listings on this page are verified and updated regularly.

Uber

Chelsea Contractor Weekend Rideshare Driver | Hiring

Chelsea, MA

$2,000 - $3,500

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Chelsea, MA

$2,000 - $4,000

Uber

Join Team:Weekend Ubereats Delivery Professional

Chelsea, MA

$1,870 - $3,230

Grubhub

Part-Time Grubhub Driver (Lunch Rush)

Chelsea, MA

$800 - $1,800

Lyft

Lyft Needs Part-time Rideshare Driver in Chelsea | Hiring

Chelsea, MA

$500 - $1,500

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Chelsea, MA

$2,760 - $4,830

Shipt

Chelsea Needs:Courier(Part-Time)

Chelsea, MA

$2,000 - $3,500

Grubhub

Suburban Route Grubhub Driver

Chelsea, MA

$2,520 - $4,410

Grubhub

Weekend Grubhub Delivery Professional

Chelsea, MA

$1,936 - $3,344

Uber

Chelsea Career:Rideshare Driver at Uber | Hiring

Chelsea, MA

$3,000 - $5,000

Uber

Urgent Hire:Ubereats Bicycle & Scooter Courier(Flexible,Chelsea)

Chelsea, MA

$2,500 - $4,500

Shipt

Hiring in Chelsea:Midday Shopper(Part-Time)

Chelsea, MA

$1,000 - $2,000

Driving Jobs in Chelsea — FAQ

How many driving jobs are available in Chelsea, MA right now?
There are currently 50+ open driving positions in Chelsea, MA. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Chelsea?
Driving job pay in Chelsea varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Chelsea?
Yes. Many delivery driver, courier, and DSP positions in Chelsea require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Chelsea?
Driving jobs in Chelsea offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Chelsea?
Benefits vary by employer, but many driving positions in Chelsea offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Chelsea?
Your take-home pay as a driver in Chelsea depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Chelsea?
Yes, many driving positions in Chelsea are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 50+ listings above and apply directly.

Last updated: April 17, 2026