Driving Jobs in Chelmsford, MA — Start This Week

As of May 2026, there are 20+ open driving positions in Chelmsford, MA. Current pay ranges from $14 to $85,000 per year. Top hiring areas include Delivery Driver and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Instacart

Chelmsford,MA:Pet Supply Delivery Driver at Instacart | Hiring

Chelmsford, MA

$2,552 - $4,224

Wayfair

Chelmsford Career:Delivery Driver-Furniture And Appliance Home

Chelmsford, MA

$21 - $27

DoorDash

Morning Shift Delivery Driver|Chelmsford,MA|Doordash | Hiring

Chelmsford, MA

$2,700 - $4,600

Grubhub

Suburban Delivery Driver(Gig Economy And Food Delivery)Vacancy in

Chelmsford, MA

$2,550 - $4,165

Express Logistics

Delivery Driver-Full Time Local Routes Position in Chelmsford

Chelmsford, MA

$19 - $24

Postmates

Same-day Delivery Driver($3.7k-$6.2k/Month)-Chelmsford,MA | Hiring

Chelmsford, MA

$3,679 - $6,209

GoPuff

Join Gopuff in Chelmsford as a Convenience Store Delivery Driver

Chelmsford, MA

$3,136 - $5,040

DoorDash

Chelmsford-based Flower Delivery Driver Opening | Hiring

Chelmsford, MA

$2,112 - $3,696

Amazon Flex

Immediate Opening in Chelmsford for a Holiday Peak Delivery Driver

Chelmsford, MA

$4,950 - $8,250

Roadie

Roadie(Chelmsford)Hiring:Big & Bulky Delivery Driver | Apply Now

Chelmsford, MA

$4,536 - $7,776

Instacart

Chelmsford Delivery Driver-Grocery Same Day Service with $16-$23/hr

Chelmsford, MA

$16 - $23

Uber Eats

Apply Now:Alcohol Delivery Driver in Chelmsford,MA | Hiring

Chelmsford, MA

$2,640 - $4,400

Driving Jobs in Chelmsford — FAQ

How many driving jobs are available in Chelmsford, MA right now?
There are currently 20+ 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 20+ listings above and apply directly.

Last updated: May 10, 2026