CDL Driver Jobs in Oakland, FL

CDL-A Company Driver - Solos, Teams, and Leaders

Werner Enterprises

Location: Oakland, FL
Pay: $120,000 – $125,000 a year
Posted: April 29, 2023

CDL-A Solo and Team Driver

Kottke Trucking, Inc

Location: Oakland, FL
Pay: $1,200 – $1,700 a week
Posted: April 29, 2023

Dedicated CDL-A Truck Driver - Multiple Options Available

Werner Enterprises

Location: Oakland, FL
Pay: $120,000 – $125,000 a year
Posted: April 29, 2023

CDL-A Company Truck Driver

J&R Schugel

Location: Oakland, FL
Posted: January 8, 2024

CDL-A Driver - Dry Van

Crete Carrier Corporation

Location: Oakland, FL
Posted: February 21, 2024

Dedicated Regional CDL-A Drivers - East

C.R. England

Location: Oakland, FL
Posted: February 21, 2024

Dedicated CDL-A Solo & Team Driver

Werner Enterprises

Location: Oakland, FL
Pay: $120,000 – $125,000 a year
Posted: September 30, 2024

CDL-A Reefer Truck Driver

Marten Transport

Location: Oakland, FL
Pay: $54,600 – $96,000 a year
Posted: December 5, 2024

CDL-A OTR Truck Recovery Drivers - 48 States

C.R. England

Location: Oakland, FL
Posted: February 14, 2025

CDL-A Driver Leader

Werner Enterprises

Location: Oakland, FL
Posted: September 5, 2025

CDL-A Truck Driver - Home Weekly Produce Route

Kottke Trucking, Inc

Location: Oakland, FL
Pay: $1,650 a week
Posted: September 28, 2026

CDL-A Driver Leaders

Werner Enterprises

Location: Oakland, FL
Pay: $1,500 a week
Posted: July 6, 2026

CDL-A Van Solo Elite Drivers

Werner Enterprises

Location: Oakland, FL
Posted: August 13, 2026

CDL-A Independent Contractors

IWX Motor Freight

Location: Oakland, FL
Posted: July 31, 2026

CDL-A Independent Contractor

IWX Motor Freight

Location: Oakland, FL
Posted: July 31, 2026

CDL-A Independent Contractor

IWX Motor Freight

Location: Oakland, FL
Posted: July 31, 2026

CDL-A Company Driver - Multiple Routes

Werner Enterprises

Location: Oakland, FL
Pay: $120,000 – $125,000 a year
Posted: April 29, 2023

CDL-A Company Truck Driver - National

Shaffer Trucking

Location: Oakland, FL
Posted: April 29, 2023

Dedicated Regional CDL-A Driver - Southeast Regional

C.R. England

Location: Oakland, FL
Posted: October 2, 2026

CDL-A Dedicated Truck Driver

Marten Transport

Location: Oakland, FL
Pay: $1,200 – $1,950 a week
Posted: December 5, 2024

CDL-A Company Flatbed Driver

Pioneer

Location: Oakland, FL
Posted: September 3, 2025

CDL-A Team Driver - Driver Match

Werner Enterprises

Location: Oakland, FL
Posted: September 30, 2025

CDL-A Team Truck Driver - Driver Match Program

Werner Enterprises

Location: Oakland, FL
Posted: December 30, 2025

OTR CDL-A Truck Driver - 21-Day

Barr-Nunn Transportation

Location: Oakland, FL
Pay: $85,000 – $95,000 a year
Posted: October 5, 2026

CDL-A OTR Truck Driver - Dry Van

Rock Solid Logistics

Location: Oakland, FL
Posted: October 8, 2026

Regional CDL-A Truck Driver

U.S. Xpress

Location: Oakland, FL
Posted: September 22, 2026

CDL-A Company Driver - National

Shaffer Trucking

Location: Oakland, FL
Posted: April 29, 2023

Lease Purchase

R.E. Garrison Trucking

Location: Oakland, FL
Posted: July 20, 2026

CDL-A OTR Driver

Hunt Transportation

Location: Oakland, FL
Posted: October 2, 2023

Regional CDL-A Driver - Dry Van

Marten Transport

Location: Oakland, FL
Pay: $54,600 – $83,500 a year
Posted: October 2, 2024

Regional CDL-A Truck Drivers - Southeast Regional

Heartland Express

Location: Oakland, FL
Pay: $53,000 – $83,000 a year
Posted: January 2, 2026

Team OTR CDL-A Truck Drivers

Heartland Express

Location: Oakland, FL
Pay: $65,000 – $97,000 a year
Posted: January 2, 2026

OTR CDL-A Truck Drivers

Heartland Express

Location: Oakland, FL
Pay: $60,000 – $95,000 a year
Posted: January 2, 2026

OTR CDL-A Truck Drivers - Eastern Regional

Heartland Express

Location: Oakland, FL
Pay: $60,000 – $99,000 a year
Posted: January 2, 2026

CDL-A OTR Company Driver

Kottke Trucking, Inc

Location: Oakland, FL
Pay: $1,200 – $1,700 a week
Posted: May 29, 2026

Dedicated CDL-A Company Driver

USA Truck

Location: Oakland, FL
Posted: September 16, 2026

CDL-A Team Company Drivers

KLLM Transport Services

Location: Oakland, FL
Posted: September 4, 2026

Owner Operator - Solo & Team

TForce Freight

Location: Oakland, FL
Posted: September 22, 2026

Owner Operator - Solo & Team Drivers

TForce Freight

Location: Oakland, FL
Posted: September 22, 2026

CDL-A OTR Driver - National

Crete Carrier Corporation

Location: Oakland, FL
Posted: April 29, 2023

Dedicated CDL-A Truck Driver

Werner Enterprises

Location: Oakland, FL
Pay: $120,000 – $125,000 a year
Posted: April 29, 2023

Regional CDL-A Truck Driver - Florida

C.R. England

Location: Oakland, FL
Posted: April 2, 2025

CDL-A Flatbed Company Driver

Pioneer

Location: Oakland, FL
Posted: August 28, 2025

CDL-A Solo Company Truck Driver

Barr-Nunn Transportation

Location: Oakland, FL
Pay: $85,000 – $114,000 a year
Posted: June 10, 2026

Dedicated CDL-A Company Drivers

USA Truck

Location: Oakland, FL
Posted: September 16, 2026

CDL-A Team Company Drivers

USA Truck

Location: Oakland, FL
Posted: September 16, 2026

CDL-A Owner Operators & Lease Purchase Drivers

USA Truck

Location: Oakland, FL
Posted: September 16, 2026

OTR & Regional CDL-A Driver

USA Truck

Location: Oakland, FL
Pay: $1,200 – $1,700 a week
Posted: September 16, 2026

OTR & Regional CDL-A Drivers

USA Truck

Location: Oakland, FL
Pay: $1,200 – $1,700 a week
Posted: September 16, 2026

CDL-A Lease Purchase Truck Driver

Harpers Hot Shot Trucking

Location: Oakland, FL
Posted: September 11, 2026

OTR CDL-A Flatbed Drivers

E.W. Wylie

Location: Oakland, FL
Pay: $1,525 – $2,010 a week
Posted: October 6, 2026

Local CDL-B Delivery Driver - Lakeland, FL

Genesis Logistics

Location: Oakland, FL
Posted: October 12, 2026

OTR CDL-A Flatbed Truck Driver

Koch Trucking

Location: Oakland, FL
Posted: October 22, 2026

CDL-A Company Driver - Home Daily

J.B. Hunt

Location: Oakland, FL
Pay: $56,000 – $95,000 a year
Posted: April 29, 2023

CDL-A OTR Company Driver - National

Crete Carrier Corporation

Location: Oakland, FL
Posted: April 29, 2023

Dedicated CDL-A Car Hauler

Hogan Transports

Location: Oakland, FL
Pay: $1,920 – $2,310 a week
Posted: March 1, 2026

Dedicated Regional CDL-A Truck Driver - Florida

C.R. England

Location: Oakland, FL
Posted: September 16, 2025

Flatbed CDL-A Company Driver & Lease Operator

Anderson Trucking Service

Location: Oakland, FL
Pay: $1,700 – $2,400 a week
Posted: July 7, 2026

Experienced CDL-A Truck Driver

C.R. England

Location: Oakland, FL
Posted: October 23, 2026

Dedicated CDL-A Truck Driver

C.R. England

Location: Oakland, FL
Posted: October 27, 2026

Local or Regional CDL-A Owner Operator

Chicago Intermodal Transportation

Location: Oakland, FL
Posted: August 18, 2026

CDL-A Company Driver

Dollar General Fleet

Location: Oakland, FL
Posted: June 26, 2026

Dedicated CDL-A Truck Driver

C.R. England

Location: Oakland, FL
Posted: April 30, 2026

CDL-A Flatbed Driver

Koch Trucking

Location: Oakland, FL
Posted: October 2, 2026

CDL-A Team Driver - Driver Match Program Available

Werner Enterprises

Location: Oakland, FL
Posted: April 29, 2023

CDL-A Driver - Refrigerated

Shaffer Trucking

Location: Oakland, FL
Posted: February 21, 2024

CDL-A Driver - Southeast Region

Crete Carrier Corporation

Location: Oakland, FL
Posted: April 24, 2024

Dedicated CDL-A Driver - Florida

Crete Carrier Corporation

Location: Oakland, FL
Posted: July 15, 2024

Dedicated CDL-A Driver

Shaffer Trucking

Location: Oakland, FL
Posted: May 8, 2026

CDL-A OTR Open Deck Truck Driver - Nationwide

Tucker Freight Lines

Location: Oakland, FL
Posted: September 17, 2026

Dedicated CDL-A Truck Driver - Costco Dedicated Florida

Shaffer Trucking

Location: Oakland, FL
Posted: January 27, 2026

CDL-A Driver - Costco Dedicated Route

Crete Carrier Corporation

Location: Oakland, FL
Posted: March 6, 2026

CDL-A Team Elite Driver

Werner Enterprises

Location: Oakland, FL
Posted: March 26, 2026

Dedicated CDL-A Dry Van Driver - Florida & Georgia

Crete Carrier Corporation

Location: Oakland, FL
Posted: May 11, 2026

CDL driver jobs in Oakland, FL