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

As of September 2026, there are 33 UPS seasonal & holiday openings in Chicago, IL. Local pay ranges from $16 to $42/hr. Listings are updated daily — many roles offer flexible hours and employee discounts.

UPS

Immediate Opening in Chicago for a Driver Helper—Entry-level,No

Chicago, IL

$16 - $19

UPS

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

Chicago, IL

$21 - $28

UPS

Chicago Temporary Driver Helper—Entry-level,No License Required

Chicago, IL

$15 - $18

UPS

Chicago Seasonal Driver—No CDL Required,Immediate Start with

Chicago, IL

$22 - $30

UPS

Chicago Driver Helper—Entry-level,No License Required(Temporary)-UPS

Chicago, IL

$20 - $24

UPS

Seasonal Driver—No CDL Required,Immediate Start•Chicago,IL•UPS

Chicago, IL

$21 - $28

UPS

Apply Now:Driver Helper—Entry-level,No License Required in Chicago

Chicago, IL

$19 - $22

UPS

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

Chicago, IL

$21 - $28

UPS

Chicago Temporary Driver Helper—Entry-level,No License Required

Chicago, IL

$19 - $23

UPS

Chicago:Driver Helper—Entry-level,No License Required

Chicago, IL

$16 - $19

UPS

Seasonal Driver—No CDL Required,Immediate Start-Chicago,IL | Hiring

Chicago, IL

$21 - $28

UPS

UPS seeks Driver Helper—Entry-level,No License Required in Chicago

Chicago, IL

$19 - $23

Seasonal & Holiday Jobs in Chicago — FAQ

How many seasonal & holiday jobs are open in Chicago, IL?
There are currently 33+ 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 33+ 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: September 28, 2026