Driving Jobs in Chelsea, MA — See Openings

As of May 2026, there are 40+ open driving positions in Chelsea, MA. Current pay ranges from $920 to $8,500 per year. Most openings are in Delivery Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Suburban Delivery Network

Driver Opportunity(Part-Time)@ Suburban Delivery Network-Chelsea

Chelsea, MA

$2,940 - $5,040

Grubhub

Campus Area Grubhub Driver

Chelsea, MA

$2,600 - $4,800

Auto Logistics Pros

Independent Contractor Driver-Auto Parts Courier Position in Chelsea

Chelsea, MA

$2,800 - $4,800

United Parcel Service (UPS)

Chelsea,MA:UPS Package Delivery Driver at United Parcel Service(UPS)

Chelsea, MA

$4,000 - $7,500

Grubhub

Grubhub Shop and Pay Driver

Chelsea, MA

$2,464 - $4,224

Local Shopper Partners

Start ASAP:Courier(Chelsea)

Chelsea, MA

$2,000 - $3,500

On-Demand Tasks Network

Chelsea Independent Contractor Driver-On-demand Errands($2k-$4k/Month)

Chelsea, MA

$2,000 - $4,000

Grubhub

Grubhub Bicycle & Scooter Courier

Chelsea, MA

$2,800 - $5,040

National Grocery Delivery Network

Chelsea Job:Driver Opportunity(No Exp Req*)

Chelsea, MA

$2,375 - $4,275

Grubhub

Early Morning Grubhub Driver

Chelsea, MA

$2,200 - $3,800

Regional Expedite Logistics

Independent Contractor Driver-Long Distance / Regional

Chelsea, MA

$3,500 - $6,000

Urban Pedal Logistics

Courier(Part-Time)@ Urban Pedal Logistics-Chelsea

Chelsea, MA

$2,375 - $4,275

Driving Jobs in Chelsea — FAQ

How many driving jobs are available in Chelsea, MA right now?
There are currently 40+ 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 40+ listings above and apply directly.

Last updated: May 04, 2026