UPS Delivery Driver Jobs in Chesapeake, VA — Start This Week

As of September 2026, there are 16 UPS delivery driver openings in Chesapeake, VA. Local pay ranges from $18 to $50/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

$33.00/hr Driver Opportunity-Chesapeake(PT)

Chesapeake, VA

$22 - $44

UPS

Chesapeake Side Hustle:Driver Opportunity

Chesapeake, VA

$21 - $28

UPS

Evening Role:Driver Opportunity(Chesapeake)

Chesapeake, VA

$21 - $25

UPS

Driver/Gig:Driver Opportunity in Chesapeake

Chesapeake, VA

$18 - $21

UPS

Part-Time Role in Chesapeake:Delivery Driver—$42 Per Hour Top

Chesapeake, VA

$21 - $42

UPS

Flexible Hours:Driver Opportunity-Chesapeake

Chesapeake, VA

$21 - $42

UPS

Driver Opportunity(Part-Time)@ UPS-Chesapeake

Chesapeake, VA

$35 - $50

UPS

Part-Time Package Car Driver—Full-time Driving Career –

Chesapeake, VA

$28 - $42

UPS

Part-Time Role in Chesapeake:Part-time Air Driver—Early Morning

Chesapeake, VA

$23 - $28

UPS

Weekend Delivery Driver—Weekdays Always Free|Part-Time

Chesapeake, VA

$23 - $30

UPS

Weekend Shift:Driver Opportunity-Chesapeake

Chesapeake, VA

$23 - $30

UPS

Weekend Shift:Driver Opportunity-Chesapeake

Chesapeake, VA

$23 - $28

UPS Delivery Driver Jobs in Chesapeake — FAQ

How many UPS delivery driver jobs are open in Chesapeake, VA?
There are currently 16+ UPS delivery driver positions in Chesapeake, VA. New delivery driver roles are added regularly — check this page for the latest openings.
How much do UPS delivery driver jobs pay in Chesapeake?
UPS delivery 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 delivery driver positions with no experience in Chesapeake?
Many UPS delivery 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 delivery driver jobs in Chesapeake?
Browse the 16+ delivery 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 Delivery Driver Jobs in Other Cities

UPS Delivery Driver Jobs in Springfield

78 open positions

UPS Delivery Driver Jobs in Middletown

76 open positions

UPS Delivery Driver Jobs in Greenville

74 open positions

UPS Delivery Driver Jobs in Columbus

74 open positions

UPS Delivery Driver Jobs in Auburn

67 open positions

UPS Delivery Driver Jobs in Franklin

66 open positions

UPS Delivery Driver Jobs in Lakewood

65 open positions

UPS Delivery Driver Jobs in Columbia

63 open positions

UPS Delivery Driver Jobs in Hampton

60 open positions

UPS Delivery Driver Jobs in Georgetown

57 open positions

Other UPS Jobs in Chesapeake

UPS Part-Time Jobs in Chesapeake

79 open positions

UPS Fulfillment Center Jobs in Chesapeake

49 open positions

UPS Warehouse Jobs in Chesapeake

27 open positions

UPS Overnight Jobs in Chesapeake

14 open positions

UPS Manager Jobs in Chesapeake

14 open positions

UPS Sortation Center Jobs in Chesapeake

11 open positions

UPS Other UPS Jobs in Chesapeake

10 open positions

UPS Weekend Jobs in Chesapeake

5 open positions

Last updated: September 25, 2026