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

As of October 2026, there are 25 UPS seasonal & holiday openings in Chicago, IL. Local pay ranges from $15 to $42/hr. Listings are updated daily — many roles offer flexible hours and employee discounts.

UPS

Flexible Part-Time Driver Helper—Entry-level,No License Required

Chicago, IL

$19 - $23

UPS

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

Chicago, IL

$22 - $30

UPS

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

Chicago, IL

$17 - $23

UPS

Weekend Part-Time Driver Helper—Entry-level,No License Required –

Chicago, IL

$19 - $22

UPS

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

Chicago, IL

$23 - $30

UPS

Part-Time Role in Chicago:Package Car Driver—Full-time Driving

Chicago, IL

$28 - $42

UPS

Part-Time Role in Chicago:Driver Helper—Entry-level,No License

Chicago, IL

$20 - $24

UPS

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

Chicago, IL

$22 - $30

UPS

Part-Time Job Chicago at UPS | Part Time Job

Chicago, IL

$21 - $28

UPS

Driver Helper—Entry-level,No License Required|Part-Time

Chicago, IL

$19 - $23

UPS

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

Chicago, IL

$23 - $30

UPS

Part-Time Job Chicago at UPS | Part Time Job

Chicago, IL

$16 - $19

Seasonal & Holiday Jobs in Chicago — FAQ

How many seasonal & holiday jobs are open in Chicago, IL?
There are currently 25+ 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 25+ 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

Seasonal & Holiday Jobs in New York

13 open positions

Seasonal & Holiday Jobs in Los Angeles

1 open positions

Seasonal & Holiday Jobs in Houston

10 open positions

Seasonal & Holiday Jobs in Phoenix

16 open positions

Seasonal & Holiday Jobs in Philadelphia

9 open positions

Seasonal & Holiday Jobs in San Antonio

5 open positions

Seasonal & Holiday Jobs in San Diego

6 open positions

Seasonal & Holiday Jobs in Dallas

19 open positions

Seasonal & Holiday Jobs in Fort Worth

6 open positions

Seasonal & Holiday Jobs in Jacksonville

2 open positions

Other UPS Careers in Chicago

Part-Time UPS Careers in Chicago

45 open positions

UPS Delivery Driver Jobs in Chicago

23 open positions

No Experience UPS Jobs in Chicago

23 open positions

CDL & Truck Driver Jobs in Chicago

21 open positions

Full-Time UPS Jobs in Chicago

10 open positions

Weekend UPS Careers in Chicago

8 open positions

Sales Associate & Cashier Jobs in Chicago

5 open positions

Fulfillment & E-Commerce Jobs in Chicago

3 open positions

Last updated: October 25, 2026