Driving Jobs in Chelmsford, MA — Immediate Openings

As of April 2026, there are 30+ open driving positions in Chelmsford, MA. Current pay ranges from $864 to $8,500 per year. Most openings are in Delivery Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Grubhub

Campus Area Grubhub Driver

Chelmsford, MA

$2,210 - $4,080

Local Shopper Partners

Earn Extra Cash:Courier(Chelmsford)

Chelmsford, MA

$2,100 - $3,675

Grubhub

Suburban Route Grubhub Driver

Chelmsford, MA

$2,400 - $4,200

Grubhub

Night Shift Grubhub Courier

Chelmsford, MA

$3,080 - $5,280

Regional Expedite Logistics

Chelmsford:Independent Contractor Driver-Long Distance / Regional

Chelmsford, MA

$3,500 - $6,000

Urban Pedal Logistics

Independent Contractor Driver-Urban E-bike/scooter Courier

Chelmsford, MA

$2,500 - $4,500

Wholesale Transit Partners

Evening Role:Driver Opportunity(Chelmsford)

Chelmsford, MA

$3,200 - $5,500

Campus Courier Network

[Part-Time] Driver Opportunity-Chelmsford

Chelmsford, MA

$2,600 - $4,800

Grubhub

Weekend Grubhub Delivery Professional

Chelmsford, MA

$2,002 - $3,458

Corporate Catering Couriers

Chelmsford Career:Independent Contractor Driver-Catering Logistics at

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

Local Merchant Delivery Network

Independent Contractor Driver-Early Morning

Chelmsford, MA

$2,400 - $4,200

Driving Jobs in Chelmsford — FAQ

How many driving jobs are available in Chelmsford, MA right now?
There are currently 30+ 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 30+ listings above and apply directly.

Last updated: April 26, 2026