UPS Seasonal & Holiday Jobs in Chicago, IL — Hiring Now

As of October 2026, there are 50 UPS seasonal & holiday openings in Chicago, IL. Local pay ranges from $15 to $48/hr. Listings are updated daily — many roles offer flexible hours and employee discounts.

UPS

Driver Helper—Entry-level,No License Required•Chicago,IL•UPS | Hiring

Chicago, IL

$15 - $18

UPS

Chicago Temporary Opening:Driver Helper—Entry-level,No License

Chicago, IL

$20 - $24

UPS

Chicago Driver Helper—Entry-level,No License Required($15-$17/hr)

Chicago, IL

$15 - $17

UPS

Chicago:Seasonal Driver—No CDL Required,Immediate Start

Chicago, IL

$22 - $29

UPS

Flexible Gig:Package Car Driver—Full-time Driving Career(Chicago)

Chicago, IL

$25 - $38

UPS

Chicago Package Car Driver—Full-time Driving Career(Full-time)-UPS

Chicago, IL

$28 - $42

UPS

UPS(Chicago)Hiring:Seasonal Driver—No CDL Required,Immediate Start

Chicago, IL

$21 - $28

UPS

Flexible Gig:Seasonal Driver—No CDL Required,Immediate Start(Chicago)

Chicago, IL

$17 - $23

UPS

Seasonal Peak Warehouse Sorter—Immediate Hire Position in Chicago

Chicago, IL

$21 - $25

UPS

Hiring in Chicago:Seasonal Driver—No CDL Required,Immediate Start

Chicago, IL

$23 - $31

UPS

Driver Helper—Entry-level,No License Required Needed-Chicago Area

Chicago, IL

$16 - $19

UPS

UPS Seasonal Package Handler

Chicago, IL

$24 - $28

Seasonal & Holiday Jobs in Chicago — FAQ

How many seasonal & holiday jobs are open in Chicago, IL?
There are currently 50+ UPS seasonal & holiday positions in Chicago, IL. New seasonal & holiday roles are added regularly — check this page for the latest openings.
How much do seasonal & holiday jobs pay in Chicago?
UPS seasonal & holiday pay in Chicago varies by employer, role and shift. Many positions offer flexible scheduling and employee discounts, and some include shift differentials for nights and weekends. Browse the listings above to see pay details for each opening.
Do these seasonal & holiday positions require experience in Chicago?
Many seasonal & holiday positions in Chicago require no prior experience, and most employers provide paid on-the-job training. Check individual listings for specific requirements.
How do I apply for seasonal & holiday jobs in Chicago?
Browse the 50+ seasonal & holiday listings above, click on any position for full details including pay and shift times, then follow the application link to the employer. Most UPS applications take about 15–30 minutes online.

Seasonal & Holiday Jobs in Other Cities

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Last updated: October 13, 2026