Driving Jobs in Chelmsford, MA — Immediate Openings

As of May 2026, there are 60+ open driving positions in Chelmsford, MA. Current pay ranges from $500 to $8,500 per year. Top hiring areas include Delivery Driver, Grocery and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Corporate Catering Couriers

Immediate Opening in Chelmsford for a Independent Contractor

Chelmsford, MA

$3,500 - $6,000

Regional Expedite Logistics

Apply Today:Independent Contractor Driver-Long Distance / Regional

Chelmsford, MA

$3,080 - $5,280

Pep Boys

Chelmsford,MA:Mobile Battery Delivery & Install Tech at Pep Boys

Chelmsford, MA

$3,500 - $5,200

Uber

Uber(Chelmsford)Hiring:Night Shift Driver | Apply Now

Chelmsford, MA

$3,200 - $5,500

Uber

Chelmsford Job:Black Driver(Contractor) | Hiring

Chelmsford, MA

$4,140 - $6,900

Uber

Recruiting in Chelmsford:WAV Driver | Hiring

Chelmsford, MA

$3,185 - $5,005

Secure Document Couriers

Independent Contractor Driver-Night Shift Legal/document

Chelmsford, MA

$2,800 - $5,000

Uber

Ubereats Delivery Driver-Chelmsford,MA | Hiring

Chelmsford, MA

$2,500 - $4,500

Local Merchant Delivery Network

Local Merchant Delivery Network Needs Independent Contractor

Chelmsford, MA

$2,760 - $4,830

Local Merchant Delivery Network

Apply Now in Chelmsford:Independent Contractor Driver-Early Morning

Chelmsford, MA

$2,400 - $4,200

Secure Document Couriers

Secure Document Couriers is hiring a Independent Contractor

Chelmsford, MA

$2,464 - $4,400

Final Mile Delivery Co.

Chelmsford,MA:Independent Contractor Driver-Final Mile Parcel at Final

Chelmsford, MA

$2,550 - $4,675

Driving Jobs in Chelmsford — FAQ

How many driving jobs are available in Chelmsford, MA right now?
There are currently 60+ 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 60+ listings above and apply directly.

Last updated: May 08, 2026