UPS Careers in Winter Haven, FL — Apply Today

As of November 2026, there are 27+ open UPS positions in Winter Haven, FL. Current pay ranges from $18 to $50 per hour. Top hiring areas include Fulfillment Center, Delivery Driver and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.

UPS

Part-time Air Driver—Early Morning Flights,Done By Noon|Winter

Winter Haven, FL

$23 - $28

UPS

FL Career:CDL Apprentice Driver—Earn Your CDL While You Work in Winter

Winter Haven, FL

$24 - $42

UPS

Join UPS in Winter Haven as a Weekend Delivery Driver—Weekdays Always

Winter Haven, FL

$23 - $30

UPS

Seasonal Driver—No CDL Required,Immediate Start•Winter Haven,FL•UPS

Winter Haven, FL

$21 - $28

UPS

Winter Haven:Feeder Driver—CDL Class A Tractor-trailer Career

Winter Haven, FL

$35 - $50

UPS

UPS Needs Personal Vehicle Driver—Use Your Own Car,Flexible Hours in

Winter Haven, FL

$21 - $25

UPS

Driver—No Experience Required,Paid Training Provided Needed-Winter

Winter Haven, FL

$21 - $42

UPS

Driver Helper—Entry-level,No License Required(Package Logistics And

Winter Haven, FL

$18 - $21

UPS

Winter Haven,FL:Delivery Driver—$42 Per Hour Top Rate,Full Benefits at

Winter Haven, FL

$21 - $42

UPS

Dock Worker(Contract)-Winter Haven,FL

Winter Haven, FL

$22 - $26

UPS

Winter Haven Contract:Fulfillment Lead

Winter Haven, FL

$20 - $23

UPS

Winter Haven Material Handler(Gig)

Winter Haven, FL

$22 - $26

UPS Careers in Winter Haven — FAQ

How many UPS jobs are available in Winter Haven, FL right now?
There are currently 27+ open UPS positions in Winter Haven, FL. These include cashiers, sales associates, stock associates, customer service reps, and store management roles across many UPSers. New jobs are added daily.
How much do UPS jobs pay in Winter Haven?
UPS pay in Winter Haven varies by employer and role: cashiers and sales associates typically earn $12–$18/hr, stock and overnight associates $13–$19/hr, and store managers roughly $45K–$75K+/year. Some employers add extra pay for night and weekend shifts.
Are there UPS jobs with no experience in Winter Haven?
Yes. Most cashier, sales associate, and stock positions in Winter Haven require no prior experience, and employers typically provide paid on-the-job training. Some specialized roles such as pharmacy or management may ask for relevant experience — check each listing.
What shifts and hours do UPS jobs offer in Winter Haven?
UPS shifts in Winter Haven are flexible: daytime, evening, overnight stocking, and weekend-only schedules are all common. Part-time shifts of 4–6 hours are widely available alongside full-time roles, so you can find hours that fit around school, family, or another job.
What benefits do UPS jobs offer in Winter Haven?
Benefits for UPS jobs in Winter Haven vary by employer, but many roles include an employee discount, flexible scheduling, and paid training. Full-time positions often add health, dental, and vision insurance, a 401(k), and paid time off. Check each listing for specifics.
How much is UPS take-home pay after taxes in Winter Haven?
Your take-home pay in Winter Haven depends on your hourly rate, hours worked, and state tax rate. For example, an associate earning $15/hr full-time in a no-tax state like Texas takes home roughly $500/week, while in California it's a bit lower after state tax.
Which UPS stores are hiring immediately in Winter Haven?
Many UPSers in Winter Haven are hiring immediately, with start dates often within 1–2 weeks of applying — and faster during seasonal peaks. Browse the 27+ listings above and apply directly to the employer.

Last updated: November 10, 2026