Driving Jobs in Chelsea, MA — See Openings

As of May 2026, there are 50+ open driving positions in Chelsea, MA. Current pay ranges from $460 to $8,500 per year. Top hiring areas include Delivery Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Uber

Chelsea Ubereats Delivery Driver with $2.5k-$4.5k/Month Pay | Hiring

Chelsea, MA

$2,500 - $4,500

On-Demand Tasks Network

Independent Contractor Driver-On-demand Errands|Chelsea,MA|On-demand

Chelsea, MA

$2,000 - $4,000

Heavy Freight Logistics

Chelsea-based Independent Contractor Driver-Cargo Van / Box Truck

Chelsea, MA

$4,250 - $7,225

Heavy Route Couriers

Dedicated Route Freight Courier (Cargo Van)

Chelsea, MA

$4,000 - $6,000

Urban Pedal Logistics

Chelsea Contractor Independent Contractor Driver-Urban E-bike/scooter

Chelsea, MA

$2,750 - $4,950

Night Owl Expedite

Overnight Regional Expedite Courier (Hot Shot)

Chelsea, MA

$3,800 - $5,800

Elite Hand Courier

White-Glove Specialty Courier

Chelsea, MA

$3,800 - $6,175

Uber

Green Driver(Gig Economy And Transportation)Vacancy in Chelsea

Chelsea, MA

$3,240 - $5,940

Secure Document Couriers

Apply Now:Independent Contractor Driver-Night Shift Legal/document

Chelsea, MA

$2,800 - $5,000

Corporate Transit Solutions

B2B Corporate Route Courier

Chelsea, MA

$3,200 - $4,500

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck

Chelsea, MA

$5,000 - $8,500

Task & Dash Couriers

On-Demand Local Courier (Gig Economy)

Chelsea, MA

$2,000 - $4,000

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: May 03, 2026