Driving Jobs in Windsor, CT — Immediate Openings

As of October 2026, there are 30+ open driving jobs in Windsor, CT. Current pay ranges from $15 to $39 per hour. Top hiring areas include Delivery Driver, General and Cdl B. New roles are posted daily — listings on this page are verified and updated regularly.

Pella Windows and Doors

Pella Windows And Doors Needs Glass And Window Delivery Driver-CDL B

Windsor, CT

$27 - $34

General Beer Northeast

General Beer Northeast seeks Beer Delivery Driver-CDL A Distributor

Windsor, CT

$27 - $35

Levin Furniture and Mattress

Mattress Delivery Driver-2 Person Team Home Setup-Windsor,CT | Hiring

Windsor, CT

$20 - $27

Ferguson HVAC

HVAC Parts Delivery Driver And Warehouse Associate•Windsor,CT•Ferguson

Windsor, CT

$19 - $26

Sherwin-Williams

Windsor Paint Store Delivery Driver-Commercial

Windsor, CT

$19 - $25

Bimbo Bakeries USA

Bakery Product Delivery Driver-Independent

Windsor, CT

$20 - $28

Sherwin-Williams

CT Career:Paint Store Delivery Driver-Commercial Accounts in Windsor

Windsor, CT

$19 - $25

Pella Windows and Doors

Pella Windows And Doors Needs Glass And Window Delivery Driver-CDL B

Windsor, CT

$25 - $31

Bimbo Bakeries USA

Bakery Product Delivery Driver-Independent Contractor-Windsor,CT

Windsor, CT

$20 - $28

General Beer Northeast

Beer Delivery Driver-CDL A Distributor Route-Windsor,CT | Hiring

Windsor, CT

$28 - $35

Levin Furniture and Mattress

Levin Furniture And Mattress seeks Mattress Delivery Driver-2 Person

Windsor, CT

$21 - $28

US Foods

US Foods is hiring a Restaurant Supply Delivery Driver-CDL Class B in

Windsor, CT

$29 - $39

Driving Jobs in Windsor — FAQ

How many driving jobs are available in Windsor, CT right now?
There are currently 30+ open driving jobs in Windsor, CT. They range from CDL-A truck driving and local home-daily routes to delivery, box truck, bus and non-CDL driving work. New routes are added daily.
How much do driving jobs pay in Windsor?
Pay in Windsor depends on the licence and the type of driving: delivery and non-CDL routes usually run $18–$26/hr, local CDL work $22–$32/hr, and CDL-A regional or OTR seats $1,200–$1,900 a week. Night runs and specialised freight such as flatbed or tanker pay more.
Are there driving jobs in Windsor with no experience?
Yes. Many employers in Windsor run paid CDL training or hire recent CDL school graduates, and non-CDL delivery, shuttle and rideshare work needs only a regular licence and a clean record.
Can I get a driving job in Windsor that is home every night?
Local routes in Windsor are home daily, including delivery, box truck, yard, dump truck and local CDL-A work. Regional runs get you home weekly, and OTR means longer stretches away for higher weekly pay.
Do I need a CDL to drive in Windsor?
Not for every job. Cargo van, sprinter, courier, shuttle and most 26' box truck routes need only a regular driver's licence. A CDL-B is needed for heavier straight trucks and buses, and a CDL-A for tractor-trailers.
What do employers check before hiring a driver in Windsor?
Your driving record for the last 3–5 years, a background check, and for commercial roles a DOT physical and drug test. Most insurers require drivers to be at least 21 for interstate work.
Which companies are hiring drivers immediately in Windsor?
Many carriers, delivery firms and local fleets in Windsor hire on a rolling basis, with start dates often within one to two weeks of applying. Browse the 30+ open routes above and apply directly.

Last updated: October 28, 2026