UPS Careers in Winter Garden, FL — Now Hiring
As of October 2026, there are 19+ open UPS positions in Winter Garden, 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
Winter Garden Flexible Role:Delivery Driver—$42 Per Hour Top
Winter Garden, FL
$21 - $42
UPS
Winter Garden Contract:Weekend Delivery Driver—Weekdays Always
Winter Garden, FL
$23 - $30
UPS
CDL Apprentice Driver—Earn Your CDL While You
Winter Garden, FL
$24 - $42
UPS
Driver Helper—Entry-level,No License Required(Gig)-Winter Garden
Winter Garden, FL
$18 - $21
UPS
Flexible Part-time Air Driver—Early Morning Flights,Done By Noon
Winter Garden, FL
$23 - $28
UPS
Driver—No Experience Required,Paid Training
Winter Garden, FL
$21 - $42
UPS
Personal Vehicle Driver—Use Your Own Car,Flexible
Winter Garden, FL
$21 - $25
UPS
Winter Garden Flexible Role:Seasonal Driver—No CDL
Winter Garden, FL
$21 - $28
UPS
Winter Garden Contract:Feeder Driver—CDL Class A Tractor-trailer
Winter Garden, FL
$35 - $50
UPS
UPS Fulfillment Center Worker — Full-Time, Weekly Pay & Day 1 Benefits
Winter Garden, FL
$22 - $26
UPS
UPS Fulfillment Worker — No Experience Required, Paid Training
Winter Garden, FL
$21 - $23
UPS
UPS Fulfillment Center Overnight Worker — Night Shift Differential Pay
Winter Garden, FL
$22 - $26
UPS Careers in Winter Garden — FAQ
How many UPS jobs are available in Winter Garden, FL right now?
There are currently 19+ open UPS positions in Winter Garden, 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 Garden?
UPS pay in Winter Garden 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 Garden?
Yes. Most cashier, sales associate, and stock positions in Winter Garden 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 Garden?
UPS shifts in Winter Garden 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 Garden?
Benefits for UPS jobs in Winter Garden 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 Garden?
Your take-home pay in Winter Garden 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 Garden?
Many UPSers in Winter Garden are hiring immediately, with start dates often within 1–2 weeks of applying — and faster during seasonal peaks. Browse the 19+ listings above and apply directly to the employer.
Last updated: October 28, 2026