Driving Jobs in Chelmsford, MA — Apply Today

As of April 2026, there are 50+ open driving positions in Chelmsford, MA. Current pay ranges from $500 to $7,500 per year. Top hiring areas include Delivery Driver, General and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Grubhub

Grubhub Shop and Pay Driver

Chelmsford, MA

$2,800 - $4,800

Lyft

Immediate Opening in Chelmsford for a Airport Transfer Driver

Chelmsford, MA

$3,500 - $5,500

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Chelmsford, MA

$4,400 - $7,480

Lyft

XL Rideshare Driver|Chelmsford,MA|Lyft | Hiring

Chelmsford, MA

$4,000 - $6,500

Uber

Chelmsford Contract:Ubereats Bicycle & Scooter Courier

Chelmsford, MA

$2,875 - $5,175

Shipt

Earn Extra Cash:Midday Shopper(Chelmsford)

Chelmsford, MA

$1,000 - $2,000

Grubhub

Campus Area Grubhub Driver

Chelmsford, MA

$2,808 - $5,184

Shipt

Hiring in Chelmsford:Evening & Night Shift Courier(Part-Time)

Chelmsford, MA

$2,800 - $4,800

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Chelmsford, MA

$2,800 - $5,000

Shipt

Driver Opportunity needed in Chelmsford(Apply Now)

Chelmsford, MA

$2,500 - $4,500

Uber

Urgent Hire:Suburban Route Ubereats Driver(Flexible,Chelmsford)

Chelmsford, MA

$2,520 - $4,410

Last Mile Logistics Network

Independent Contractor Driver - Last-Mile Logistics

Chelmsford, MA

$2,380 - $4,250

Driving Jobs in Chelmsford — FAQ

How many driving jobs are available in Chelmsford, MA right now?
There are currently 50+ 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 50+ listings above and apply directly.

Last updated: April 17, 2026