UPS CDL Driver Jobs in Milwaukee, WI — Start This Week

As of October 2026, there are 15 UPS cdl driver openings in Milwaukee, WI. Local pay ranges from $18 to $57/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

UPS Seasonal Driver — No CDL Required, Immediate Start

Milwaukee, WI

$24 - $32

UPS

Apply Today in Milwaukee:CDL Apprentice Driver—Earn Your CDL While You

Milwaukee, WI

$24 - $42

UPS

UPS CDL Apprentice Driver — Earn Your CDL While You Work

Milwaukee, WI

$21 - $38

UPS

CDL Apprentice Driver—Earn Your CDL While You

Milwaukee, WI

$24 - $42

UPS

Feeder Driver—CDL Class A Tractor-trailer Career Position in Milwaukee

Milwaukee, WI

$35 - $50

UPS

Part-Time Job in Milwaukee – Feeder Driver—CDL Class A

Milwaukee, WI

$35 - $50

UPS

UPS Feeder Driver — CDL Class A Tractor-Trailer Career

Milwaukee, WI

$35 - $50

UPS

UPS Feeder Driver — CDL Class A Tractor-Trailer Career

Milwaukee, WI

$40 - $57

UPS

UPS CDL Apprentice Driver — Earn Your CDL While You Work

Milwaukee, WI

$26 - $46

UPS

Milwaukee Feeder Driver—CDL Class A Tractor-trailer Career(Gig)

Milwaukee, WI

$35 - $50

UPS

Seasonal Driver—No CDL Required,Immediate Start|Milwaukee,WI|UPS

Milwaukee, WI

$21 - $28

UPS

Local Part-Time CDL Apprentice Driver—Earn Your CDL While You

Milwaukee, WI

$24 - $42

UPS CDL Driver Jobs in Milwaukee — FAQ

How many UPS cdl driver jobs are open in Milwaukee, WI?
There are currently 15+ UPS cdl driver positions in Milwaukee, WI. New cdl driver roles are added regularly — check this page for the latest openings.
How much do UPS cdl driver jobs pay in Milwaukee?
UPS cdl driver pay in Milwaukee varies by specific role and shift. Most positions include shift differentials for nights and weekends, plus benefits starting Day 1. Browse the listings above to see pay details for each opening.
Does UPS hire for cdl driver positions with no experience in Milwaukee?
Many UPS cdl driver positions in Milwaukee require no prior experience. UPS provides paid training for new hires. Check individual listings for specific requirements.
How do I apply for UPS cdl driver jobs in Milwaukee?
Browse the 15+ cdl driver listings above, click on any position for full details including pay and shift times, then follow the application link. Most UPS positions have a 15–30 minute online application.

UPS CDL Driver Jobs in Other Cities

UPS CDL Driver Jobs in Springfield

75 open positions

UPS CDL Driver Jobs in Columbus

62 open positions

UPS CDL Driver Jobs in Greenville

60 open positions

UPS CDL Driver Jobs in Columbia

57 open positions

UPS CDL Driver Jobs in Middletown

57 open positions

UPS CDL Driver Jobs in Lakewood

56 open positions

UPS CDL Driver Jobs in Franklin

54 open positions

UPS CDL Driver Jobs in Auburn

53 open positions

UPS CDL Driver Jobs in Bloomington

50 open positions

UPS CDL Driver Jobs in Hampton

45 open positions

Other UPS Jobs in Milwaukee

UPS Part-Time Jobs in Milwaukee

127 open positions

UPS Fulfillment Center Jobs in Milwaukee

82 open positions

UPS Delivery Driver Jobs in Milwaukee

42 open positions

UPS Warehouse Jobs in Milwaukee

30 open positions

UPS Overnight Jobs in Milwaukee

23 open positions

UPS Sortation Center Jobs in Milwaukee

17 open positions

UPS Manager Jobs in Milwaukee

17 open positions

UPS Other UPS Jobs in Milwaukee

12 open positions

Last updated: October 16, 2026