Driving Jobs in Brookline, MA — Start This Week

As of April 2026, there are 50+ open driving positions in Brookline, MA. Current pay ranges from $500 to $8,500 per year. Top hiring areas include Delivery Driver, Part Time and General. New roles are posted daily — listings on this page are verified and updated regularly.

Grubhub

Grubhub Large Order Delivery Driver

Brookline, MA

$3,500 - $6,000

Grubhub

Suburban Route Grubhub Driver

Brookline, MA

$2,040 - $3,570

Lyft

Lyft Needs Event Rideshare Driver in Brookline | Hiring

Brookline, MA

$2,800 - $5,000

Shipt

Hiring in Brookline:Early Morning Shopper(Part-Time)

Brookline, MA

$2,200 - $3,800

Uber

Brookline Ubereats Shop And Pay Expert(Gig)

Brookline, MA

$2,940 - $5,040

Shipt

Student Friendly:Campus Area Shopper(Brookline)

Brookline, MA

$2,600 - $4,800

Grubhub

Grubhub Delivery Driver

Brookline, MA

$2,125 - $3,825

Shipt

Student Friendly:Driver Opportunity(Brookline)

Brookline, MA

$2,500 - $4,500

Grubhub

Grubhub Shop and Pay Driver

Brookline, MA

$2,800 - $4,800

Grubhub

Night Shift Grubhub Courier

Brookline, MA

$2,576 - $4,416

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Brookline, MA

$2,500 - $4,500

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Brookline, MA

$3,000 - $5,500

Driving Jobs in Brookline — FAQ

How many driving jobs are available in Brookline, MA right now?
There are currently 50+ open driving positions in Brookline, 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 Brookline?
Driving job pay in Brookline 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 Brookline?
Yes. Many delivery driver, courier, and DSP positions in Brookline 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 Brookline?
Driving jobs in Brookline 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 Brookline?
Benefits vary by employer, but many driving positions in Brookline 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 Brookline?
Your take-home pay as a driver in Brookline 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 Brookline?
Yes, many driving positions in Brookline 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 50+ listings above and apply directly.

Last updated: April 17, 2026