Driving Jobs in Winter Haven, FL — See Openings - Page 4
Driving companies hiring in Winter Haven, FL — 200+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Winter Haven.
Grubhub
Early Morning Grubhub Driver
Winter Haven, FL
$2,420 - $4,180
Grubhub
Suburban Route Grubhub Driver
Winter Haven, FL
$2,400 - $4,200
Uber
Night Shift Rideshare Driver Position in Winter Haven | Hiring
Winter Haven, FL
$3,200 - $5,500
Uber
Now Hiring:Night Shift Driver in Winter Haven,FL | Apply Now
Winter Haven, FL
$3,584 - $6,160
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Winter Haven, FL
$2,975 - $5,100
United States Postal Service
Commercial Box Truck Mail Courier (MVO)
Winter Haven, FL
$3,520 - $5,280
Uber
Part-time Driver(Gig Economy And Transportation)Vacancy in Winter
Winter Haven, FL
$425 - $1,275
Grubhub
Campus Area Grubhub Driver
Winter Haven, FL
$2,288 - $4,224
Urban Pedal Logistics
Independent Contractor Driver-Urban E-bike/scooter Courier|Winter
Winter Haven, FL
$2,500 - $4,500
United Parcel Service (UPS)
Flexible UPS Package Delivery Driver(Winter Haven)
Winter Haven, FL
$4,000 - $8,000
CareDrop Couriers
Pharmacy Delivery Courier (Last-Mile Healthcare)
Winter Haven, FL
$3,000 - $4,500
Corporate Catering Couriers
Independent Contractor Driver-Catering Logistics(Contract)-Winter
Winter Haven, FL
$3,500 - $6,000
Last updated: May 03, 2026