Top Trucking Jobs near Winter Park, FL

Seeking Specialized OTR Hopper Owner Operators!. Seeking Specialized OTR Owner Operators Nationwide! • Gross $9,000+ Per Week! • Pre-Planned Dispatch 2-3 Loads Out for Predictable Home Time! ️️

FREE Auto Liability & Cargo Insurance. Partnering with Owner Operators for Regional Routes! Gross $260,00 Annually! 53’ Dry Van ONLY, NO trailer rental fees! ️️

CDL-A Owner Operators | Earn 74.7% of Linehaul. 🌟 Why Contractors Choose Bennett: Faith-based, family-first culture • Fast Pay – Every day can be payday • Fuel, Tire & Parts Discounts  ️️

Great Miles - 2,500 a week or better!. Sunstate Carriers is hiring CDL A drivers in FL! Earn $1,450-$1,800 Weekly • No Touch Freight • 8-10 Days out ️️

Local, Regional, & OTR Owner Operators. UACL Logistics is seeking Flatbed & Van Owner Operators in your area • Earn $2,500-$5,500 Per Week • 24/7 Support • U-Save Driver Discount Program ️️

CDL-A - Dedicated Team truck driver - Harley-Davidson. Schneider is hiring dedicatedTEAM drivers in your area • 100% no-touch • Haul motorcycle parts and engines in dry van trailers ️️

REAL Security, REAL Stable Freight When You Partner With Freymiller!. FREYMILLER is partnering with Owner Operators in your area • Steady miles • High-paying freight  • Weekly Pay • BIG SIGN-ON COMPENSATION ️️

Bison is Hiring Experienced OTR Drivers. Bison Transport Inc. is Hiring OTR Drivers Near You! • Earn $1,3,50-$1,800 Weekly • Consistent Freight • Various Home Time Options • Mostly No-Touch Freight ️️

Min. 2 years OTR Flatbed experience required -    CALL NOW!. Safeway Logistics is hiring Flatbed Company Drivers! Earn $1,650 minimum weekly GUARANTEE. Hauling medical equipment from the midwest to CA. Give us a CALL to get started!  ️️

Unlock Your Road to Freedom with Artur's Exclusive Lease Program!. Lease – ONLY PAY WHEN YOU DRIVE! No weekly fixed costs. ️️

Hiring regional drivers • Paid Base Plates & Permits. TransAm Trucking is hiring regional Independent Contractors in your area • Average Gross Revenue Per week: $4,000 - $6,000 • 2,000 Sign-On Bonus ️️

Partnering with OTR Owner Operators • Dry Van Freight. Sopel Transportation is Partnering with OTR Owner Operators in your area • Wage Range: $6000 - $14000 per week • Flexible Hometime - Run as Much as You Want!! ️️

Hiring OTR FLATBED Drivers • Multiple Home Time Options. C1 Transportation is hiring OTR flatbed drivers in your area • Earn $2,000-$2,300 per week • 3 months flatbed experience in the last year ️️

Class A CDL Independent Contractors. Efficiency Brand is hiring OTR drivers in Florida • Competitive Pay: Solos Earn $.70CPM • 4,000 Miles Weekly • Modern Equipment • Support Team 24/7 ️️

Keep 90% of your Weekly Gross!. JTS Logistics is partnering with Owner Operators in your area 🚛 Renting Brand New 2026 Dry Van Trailers for $250 ️️

CDL-A - Jet-Set Tanker truck driver. Schneider is hiring OTR drivers in your area • Travel to various locations across the country to haul freight • Mileage pay, plus hourly pay while on duty, not driving ️️

CDL-A - Intermodal truck driver • HOME WEEKLY. Schneider is hiring regional CDL-A drivers • Paid Orientation • Mileage pay & load pay • Sign On Bonus • 99% No Touch Freight, 80% drop & hook️️

$5,000 Sign On Bonus for Experienced Drivers!. Schneider is hiring OTR drivers in your area • Home Time Every 3 Weeks • 95% No-Touch, Mostly Drop-and-Hook Freight • SIGN ON BONUS ️️

CDL-A - Team Van Truckload truck driver. Schneider is hiring TEAM drivers in your area • 100% no-touch freight • Mileage + Hourly Pay • $5K - $10K Sign On Bonus • Paid Orientation  ️️

CDL-A - Jet-Set Dedicated Flatbed truck driver. Schneider is hiring dedicated drivers in your area • Travel to various locations across the country to haul freight • Hourly Pay ️️

Dry Van Owner Operators | CALL NOW. Safeway Logistics is seeking Owner Operators! 🚛  ✅ Earn $5,000-$6,000+ Gross Per Week • On Site Shop & Maintenance Facility • CALL US! ️️

Truck Owners: Pick Your Lanes | No Forced Dispatch | Percent or Pay Per Mile. Owner Operators➡️ We have preloaded trailers ready to go!  Drive for Artur.   ️️