Driving Jobs in Chelmsford, MA — See Openings

As of May 2026, there are 40+ open driving positions in Chelmsford, MA. Current pay ranges from $864 to $8,500 per year. Top hiring areas include Delivery Driver and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Midday Logistics Co.

[Part-Time] Driver Opportunity-Chelmsford

Chelmsford, MA

$950 - $1,900

Local Shopper Partners

Earn Extra Cash:Courier(Chelmsford)

Chelmsford, MA

$2,100 - $3,675

Campus Courier Network

[Part-Time] Driver Opportunity-Chelmsford

Chelmsford, MA

$2,600 - $4,800

FreshDrop Logistics

Start ASAP:Driver Opportunity(Chelmsford)

Chelmsford, MA

$3,150 - $5,775

Grubhub

Part-Time Grubhub Driver (Lunch Rush)

Chelmsford, MA

$864 - $1,944

Grubhub

Grubhub Large Order Delivery Driver

Chelmsford, MA

$3,500 - $6,000

Grubhub

Early Morning Grubhub Driver

Chelmsford, MA

$1,936 - $3,344

Regional Expedite Logistics

Chelmsford:Independent Contractor Driver-Long Distance / Regional

Chelmsford, MA

$3,500 - $6,000

United Parcel Service (UPS)

$4k-$7.5k/Month UPS Package Delivery Driver job in Chelmsford

Chelmsford, MA

$4,000 - $7,500

Grubhub

Night Shift Grubhub Courier

Chelmsford, MA

$3,080 - $5,280

On-Demand Tasks Network

Work in Chelmsford:Independent Contractor Driver-On-demand Errands

Chelmsford, MA

$2,000 - $4,000

Urban Pedal Logistics

Independent Contractor Driver-Urban E-bike/scooter Courier

Chelmsford, MA

$2,500 - $4,500

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 04, 2026