Driving Jobs in Waukesha, WI — Apply Today

As of October 2026, there are 24+ open driving jobs in Waukesha, WI. Current pay ranges from $34 to $382,200 per year. Top hiring areas include Delivery Driver, Cdl A and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Nightline Freight

Waukesha Part-Time:Overnight Parcel Transfer Driver(Now Hiring)

Waukesha, WI

$3,312 - $4,784

Peak Season Logistics

Part-Time Seasonal Holiday Package Driver – Waukesha,WI | Part

Waukesha, WI

$3,780 - $5,400

Metro Parcel Delivery

Part-Time Urban Step Van Courier – Waukesha(Urgent Hire) | Part

Waukesha, WI

$4,370 - $6,324

Corporate Courier Logistics

Weekend Part-Time B2B Route Logistics Driver – Waukesha | Part

Waukesha, WI

$3,456 - $5,184

Health Transit Logistics

Part-Time Role in Waukesha:Medical & Pharmacy Package Courier

Waukesha, WI

$3,360 - $4,725

Weekend Transit Co.

Immediate Part-Time Weekend Parcel Delivery Driver Job – Waukesha

Waukesha, WI

$1,275 - $2,125

Heavy Haul Last Mile

Part-Time Heavy/bulky Item Delivery Specialist Job – Waukesha

Waukesha, WI

$3,990 - $5,775

Flex Delivery Network

Part-Time Independent Parcel Courier Job – Waukesha Hiring Now

Waukesha, WI

$1,700 - $3,400

E-Comm Transit Solutions

Part-Time Role in Waukesha:E-commerce Delivery Specialist | Part

Waukesha, WI

$3,584 - $5,376

Local Logistics Pros

Waukesha Part-Time Job:Local Package Delivery Driver | Part Time

Waukesha, WI

$3,449 - $5,175

Grubhub

Work in Waukesha:Suburban Delivery Driver | Hiring

Waukesha, WI

$3,000 - $4,900

Instacart

Waukesha Contractor Pet Supply Delivery Driver | Hiring

Waukesha, WI

$2,900 - $4,800

Driving Jobs in Waukesha — FAQ

How many driving jobs are available in Waukesha, WI right now?
There are currently 24+ open driving jobs in Waukesha, WI. 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 Waukesha?
Pay in Waukesha 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 Waukesha with no experience?
Yes. Many employers in Waukesha 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 Waukesha that is home every night?
Local routes in Waukesha 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 Waukesha?
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 Waukesha?
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 Waukesha?
Many carriers, delivery firms and local fleets in Waukesha hire on a rolling basis, with start dates often within one to two weeks of applying. Browse the 24+ open routes above and apply directly.

Last updated: October 05, 2026