Driving Jobs in Brookline, MA — Now Hiring
As of March 2026, there are 30+ open driving positions in Brookline, MA. Current pay ranges from $500 to $7,500 per year. Top hiring areas include Delivery Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.
Grubhub
Early Morning Grubhub Driver
Brookline, MA
$2,200 - $3,800
Grubhub
Campus Area Grubhub Driver
Brookline, MA
$2,392 - $4,416
Grubhub
Part-Time Grubhub Driver (Lunch Rush)
Brookline, MA
$800 - $1,800
Grubhub
Suburban Route Grubhub Driver
Brookline, MA
$2,040 - $3,570
Grubhub
Grubhub Bicycle & Scooter Courier
Brookline, MA
$2,875 - $5,175
Grubhub
Night Shift Grubhub Courier
Brookline, MA
$2,576 - $4,416
Grubhub
Grubhub Shop and Pay Driver
Brookline, MA
$2,800 - $4,800
Grubhub
Weekend Grubhub Delivery Professional
Brookline, MA
$2,376 - $4,104
Grubhub
Grubhub Large Order Delivery Driver
Brookline, MA
$3,500 - $6,000
Grubhub
Grubhub Delivery Driver
Brookline, MA
$2,125 - $3,825
Uber
Campus Area Ubereats Driver(Gig)-Brookline
Brookline, MA
$2,600 - $4,800
Uber
Part-time Ubereats Driver(lunch Rush)|Flexible|Brookline
Brookline, MA
$840 - $1,890
Driving Jobs in Brookline — FAQ
How many driving jobs are available in Brookline, MA right now?
There are currently 30+ 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 30+ listings above and apply directly.
Last updated: March 13, 2026