Driving Jobs in Brookline, MA — Now Hiring

As of May 2026, there are 50+ open driving positions in Brookline, MA. Current pay ranges from $575 to $8,925 per year. Top hiring areas include Delivery Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Local Merchant Delivery Network

Local Merchant Delivery Network is hiring a Independent Contractor

Brookline, MA

$2,112 - $3,696

Corporate Transit Solutions

B2B Corporate Route Courier

Brookline, MA

$3,360 - $4,725

Metro Pedal Express

Urban Bicycle Courier (Downtown Dispatch)

Brookline, MA

$2,500 - $4,000

Uber

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

Brookline, MA

$575 - $1,724

Uber

Brookline Uberxl Driver with $4k-$6.5k/Month Pay | Hiring

Brookline, MA

$4,000 - $6,500

Mechanic's Choice Transport

Automotive Parts Courier

Brookline, MA

$2,800 - $4,200

Elite Hand Courier

White-Glove Specialty Courier

Brookline, MA

$4,200 - $6,825

Uber

Immediate Opening in Brookline for a Suburban Route Ubereats Driver

Brookline, MA

$2,400 - $4,200

Uber

Apply Now:Ubereats Large Order Delivery Driver in Brookline | Hiring

Brookline, MA

$3,500 - $6,000

Uber

Apply Now:Black Driver in Brookline | Hiring

Brookline, MA

$4,725 - $7,875

Uber

Flexible Connect Package Delivery Driver in Brookline,MA | Hiring

Brookline, MA

$3,000 - $5,500

Local Merchant Delivery Network

MA Career:Independent Contractor Driver-Early Morning Bakery/floral in

Brookline, MA

$2,400 - $4,200

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: May 03, 2026