Driving Jobs in Chelmsford, MA — Now Hiring

As of May 2026, there are 40+ open driving positions in Chelmsford, MA. Current pay ranges from $14 to $141,750 per year. Top hiring areas include Delivery Driver, Cdl Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

DoorDash

Chelmsford-based Flower Delivery Driver Opening | Hiring

Chelmsford, MA

$2,592 - $4,536

Final Mile Delivery Co.

Join Final Mile Delivery Co. in Chelmsford as a Independent Contractor

Chelmsford, MA

$3,000 - $5,500

Amazon Flex

Delivery Driver-Independent Contractor-Chelmsford,MA | Hiring

Chelmsford, MA

$18 - $25

Hot Shot Transportation Co.

Hot Shot Transportation Co. Needs Hot Shot Truck Driver-Owner Operator

Chelmsford, MA

$91,800 - $140,400

FedEx Custom Critical

Chelmsford:Expedited Sprinter Van Driver-Time Critical Cargo

Chelmsford, MA

$78,750 - $141,750

Local Merchant Delivery Network

Immediate Opening in Chelmsford for a Independent Contractor

Chelmsford, MA

$2,400 - $4,200

Clean Harbors

Chelmsford Full-time CDL B Vacuum Truck Driver-Industrial Cleaning

Chelmsford, MA

$25 - $34

MTA New York City Transit

Chelmsford:Transit Bus Driver-CDL B Public Transportation

Chelmsford, MA

$32 - $44

GoPuff

Join Gopuff in Chelmsford as a Convenience Store Delivery Driver

Chelmsford, MA

$3,219 - $5,175

Secure Document Couriers

Independent Contractor Driver-Night Shift Legal/document

Chelmsford, MA

$2,800 - $5,000

Regional Expedite Logistics

Regional Expedite Logistics(Chelmsford)Hiring:Independent Contractor

Chelmsford, MA

$3,500 - $6,000

DoorDash

Chelmsford Morning Shift Delivery Driver($3.1k-$5.3k/Month) | Hiring

Chelmsford, MA

$3,104 - $5,290

Driving Jobs in Chelmsford — FAQ

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

Last updated: May 13, 2026