Driving Jobs in Brookline, MA — Open Positions

As of May 2026, there are 60+ open driving positions in Brookline, MA. Current pay ranges from $575 to $8,925 per year. Top hiring areas include Delivery Driver, General and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Uber

Brookline Part-time Driver(Contractor)-Uber | Hiring

Brookline, MA

$575 - $1,724

Uber

Immediate Opening in Brookline for a Suburban Route Ubereats Driver

Brookline, MA

$2,400 - $4,200

Night Owl Expedite

Overnight Regional Expedite Courier (Hot Shot)

Brookline, MA

$3,800 - $5,800

Corporate Transit Solutions

B2B Corporate Route Courier

Brookline, MA

$3,360 - $4,725

Uber

Brookline-based Part-time Ubereats Driver(lunch Rush)Opening | Hiring

Brookline, MA

$800 - $1,800

Uber

Night Shift Driver-Brookline,MA | Hiring

Brookline, MA

$3,520 - $6,050

Metro Pedal Express

Urban Bicycle Courier (Downtown Dispatch)

Brookline, MA

$2,500 - $4,000

Task & Dash Couriers

On-Demand Local Courier (Gig Economy)

Brookline, MA

$2,000 - $4,000

Uber

Uber is hiring a Night Shift Ubereats Courier in Brookline | Apply Now

Brookline, MA

$2,800 - $4,800

Uber

Join Uber in Brookline as a Weekend Ubereats Delivery Professional

Brookline, MA

$2,200 - $3,800

Secure Document Couriers

Brookline Independent Contractor Driver-Night Shift Legal/document

Brookline, MA

$2,800 - $5,000

United Parcel Service (UPS)

Brookline-based UPS Package Delivery Driver Opening | Hiring

Brookline, MA

$4,000 - $7,500

Driving Jobs in Brookline — FAQ

How many driving jobs are available in Brookline, MA right now?
There are currently 60+ 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 60+ listings above and apply directly.

Last updated: May 08, 2026