Driving Jobs in Winter Haven, FL — See Openings - Page 2
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.
Shipt
Winter Haven Job:Dedicated Shopper(No Exp Req*)
Winter Haven, FL
$3,000 - $5,500
Local Merchant Delivery Network
Now Hiring:Independent Contractor Driver-Early Morning Bakery/floral
Winter Haven, FL
$2,400 - $4,200
United States Postal Service
Class A CDL Tractor Trailer Operator - USPS
Winter Haven, FL
$5,775 - $8,400
Local Merchant Delivery Network
Immediate Opening in Winter Haven for a Independent Contractor
Winter Haven, FL
$2,688 - $4,704
Grubhub
Grubhub Large Order Delivery Driver
Winter Haven, FL
$3,500 - $6,000
Uber
Winter Haven Job:Rideshare Driver(Contractor) | Hiring
Winter Haven, FL
$3,000 - $5,000
Regional Expedite Logistics
Independent Contractor Driver-Long Distance / Regional Courier|Winter
Winter Haven, FL
$3,500 - $6,000
Grubhub
Night Shift Grubhub Courier
Winter Haven, FL
$2,800 - $4,800
Elite Hand Courier
White-Glove Specialty Courier
Winter Haven, FL
$4,000 - $6,500
Lyft
Event Rideshare Driver-Winter Haven,FL | Hiring
Winter Haven, FL
$2,800 - $5,000
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Winter Haven, FL
$2,940 - $5,040
Grubhub
Grubhub Shop and Pay Driver
Winter Haven, FL
$2,548 - $4,368
Last updated: May 03, 2026