Driving Jobs in Winter Haven, FL — See Openings - Page 13

160+ driving jobs in Winter Haven, FL hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Winter Haven.

Secure Document Couriers

Secure Document Couriers Needs Night Shift Legal/document Courier in

Winter Haven, FL

$2,940 - $5,250

Local Merchant Delivery Network

Flexible Early Morning Bakery/floral in Winter Haven,FL | Hiring

Winter Haven, FL

$2,400 - $4,200

Corporate Catering Couriers

Independent Contractor Driver-Catering Logistics(Gig Economy And Food

Winter Haven, FL

$3,920 - $6,720

Final Mile Delivery Co.

Flexible Gig:Final Mile Parcel(Winter Haven) | Hiring

Winter Haven, FL

$3,449 - $6,324

Auto Logistics Pros

Winter Haven Independent Contractor Driver-Auto Parts Courier with

Winter Haven, FL

$3,136 - $5,376

FedEx

Winter Haven Flexible Job:Delivery Driver | Hiring

Winter Haven, FL

$3,500 - $6,500

FedEx Ground Independent Service Provider

Fedex Ground Route Delivery Driver(Gig)-Winter Haven

Winter Haven, FL

$3,500 - $5,500

United Parcel Service (UPS)

Flexible UPS Package Delivery Driver(Winter Haven)

Winter Haven, FL

$4,000 - $8,000

DHL Express

Flexible Courier Driver(Winter Haven)

Winter Haven, FL

$3,600 - $5,200

Amazon Delivery Service Partners

Amazon DSP Delivery Van Driver(Contract)|Winter Haven

Winter Haven, FL

$3,400 - $4,800

United States Postal Service

USPS City Carrier Assistant(Gig)-Winter Haven

Winter Haven, FL

$3,400 - $4,800

Sysco Corporation

Sysco Local CDL-A Delivery Truck Driver(Contract)|Winter Haven

Winter Haven, FL

$6,000 - $9,000

Last updated: May 13, 2026