Driving Jobs in Chelmsford, MA — Hiring Now

As of September 2026, there are 20+ open driving positions in Chelmsford, MA. Current pay ranges from $1,380 to $7,480 per year. Top hiring areas include Delivery Driver and Dsp. New roles are posted daily — listings on this page are verified and updated regularly.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Chelmsford, MA

$4,024 - $6,899

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Chelmsford, MA

$2,300 - $4,140

On-Demand Tasks Network

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

Chelmsford, MA

$2,300 - $4,600

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Chelmsford, MA

$4,400 - $7,480

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Chelmsford, MA

$3,080 - $5,500

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Chelmsford, MA

$2,400 - $4,200

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Chelmsford, MA

$3,500 - $6,000

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Chelmsford, MA

$3,150 - $5,775

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Chelmsford, MA

$2,576 - $4,416

United Parcel Service (UPS)

UPS Package Delivery Driver

Chelmsford, MA

$3,640 - $6,825

Domino's Pizza

Pizza Delivery Driver•Chelmsford,MA•Domino's Pizza | Hiring

Chelmsford, MA

$2,625 - $4,410

Amazon DSP

Chelmsford:Delivery Driver(Full-time,$3.7k-$5k/Month) | Hiring

Chelmsford, MA

$3,675 - $5,040

Driving Jobs in Chelmsford — FAQ

How many driving jobs are available in Chelmsford, MA right now?
There are currently 20+ open driving positions in Chelmsford, 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 Chelmsford?
Driving job pay in Chelmsford 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 Chelmsford?
Yes. Many delivery driver, courier, and DSP positions in Chelmsford 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 Chelmsford?
Driving jobs in Chelmsford 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 Chelmsford?
Benefits vary by employer, but many driving positions in Chelmsford 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 Chelmsford?
Your take-home pay as a driver in Chelmsford 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 Chelmsford?
Yes, many driving positions in Chelmsford 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 20+ listings above and apply directly.

Last updated: September 11, 2026