UPS CDL Driver Jobs in Chesapeake, VA — Hiring Now

As of October 2026, there are 15 UPS cdl driver openings in Chesapeake, VA. Local pay ranges from $18 to $54/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

CDL Apprentice Driver—Earn Your CDL While You

Chesapeake, VA

$26 - $47

UPS

UPS Feeder Driver — CDL Class A Tractor-Trailer Career

Chesapeake, VA

$37 - $54

UPS

UPS CDL Apprentice Driver — Earn Your CDL While You Work

Chesapeake, VA

$22 - $38

UPS

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

Chesapeake, VA

$36 - $52

UPS

Chesapeake Seasonal Driver—No CDL Required,Immediate Start(Gig)

Chesapeake, VA

$24 - $32

UPS

UPS Feeder Driver — CDL Class A Tractor-Trailer Career

Chesapeake, VA

$35 - $50

UPS

UPS Seasonal Driver — No CDL Required, Immediate Start

Chesapeake, VA

$18 - $24

UPS

UPS CDL Apprentice Driver — Earn Your CDL While You Work

Chesapeake, VA

$20 - $35

UPS

Chesapeake Full-time CDL Apprentice Driver—Earn Your CDL While You

Chesapeake, VA

$24 - $42

UPS

Part-Time Seasonal Driver—No CDL Required,Immediate Start –

Chesapeake, VA

$21 - $28

UPS

UPS Seasonal Driver — No CDL Required, Immediate Start

Chesapeake, VA

$21 - $28

UPS

Part-Time CDL Apprentice Driver—Earn Your CDL While You Work at

Chesapeake, VA

$24 - $42

UPS CDL Driver Jobs in Chesapeake — FAQ

How many UPS cdl driver jobs are open in Chesapeake, VA?
There are currently 15+ UPS cdl driver positions in Chesapeake, VA. New cdl driver roles are added regularly — check this page for the latest openings.
How much do UPS cdl driver jobs pay in Chesapeake?
UPS cdl driver pay in Chesapeake 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 Chesapeake?
Many UPS cdl driver positions in Chesapeake 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 Chesapeake?
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

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UPS CDL Driver Jobs in Columbia

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UPS CDL Driver Jobs in Franklin

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UPS CDL Driver Jobs in Auburn

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UPS CDL Driver Jobs in Bloomington

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UPS CDL Driver Jobs in Hampton

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Other UPS Jobs in Chesapeake

UPS Part-Time Jobs in Chesapeake

152 open positions

UPS Fulfillment Center Jobs in Chesapeake

93 open positions

UPS Warehouse Jobs in Chesapeake

43 open positions

UPS Delivery Driver Jobs in Chesapeake

42 open positions

UPS Overnight Jobs in Chesapeake

27 open positions

UPS Manager Jobs in Chesapeake

24 open positions

UPS Other UPS Jobs in Chesapeake

21 open positions

UPS Sortation Center Jobs in Chesapeake

21 open positions

Last updated: October 26, 2026