Updated November 2026
Best Owner-Operator Companies in Winter Garden, Florida (November 2026)
Lanefinder tracks 583 owner-operator carriers hiring in Winter Garden, Florida. Rankings below reflect November 2026 data: pay percentiles, FMCSA safety, benefit prevalence, and operational performance. MONDO MOTION LLC leads with an average gross weekly revenue of $9,250. MAYBACH INTERNATIONAL GROUP INC follows at $3,025/week gross. Florida trucking runs on I-95 / I-75 north-south spines and the I-4 Tampa-Orlando-Daytona cross, with Port of Miami and Port of Jacksonville as major gateways alongside heavy citrus and produce agriculture freight.
What changed in November 2026
MONDO MOTION LLC at #1, MAYBACH INTERNATIONAL GROUP INC at #2, and ROLLING ON WHEELS LLC at #3 are new to the top 50 in Winter Garden, Florida. RAY'S TRANSPORT INC (was #1) and EXPRESS FREIGHT SYSTEMS LLC (was #6) left the top 50. Average weekly pay moved most at EXPRESS CR INC (up 18.2% from $2,750 to $3,250). Elsewhere in the top 50, 8 carriers joined, 9 left, and 28 changed rank.
All changes since October 2026
| Carrier | Last month | This month | Change |
|---|---|---|---|
| MONDO MOTION LLC | Not ranked | #1 | New |
| MAYBACH INTERNATIONAL GROUP INC | Not ranked | #2 | New |
| ROLLING ON WHEELS LLC | Not ranked | #3 | New |
| WINNERS TRANSPORTATION LLC | Not ranked | #4 | New |
| WIDER GROUP INC | #2 | #5 | Down 3 places |
| IKKO LOGISTICS LLC | #7 | #6 | Up 1 place |
| BLUE LIGHTNING LOGISTICS | #4 | #7 | Down 3 places |
| Freight X LLC | #3 | #8 | Down 5 places |
| Ali Star Inc | Not ranked | #9 | New |
| C & G TRANSPORTATION INC | #5 | #10 | Down 5 places |
| M&D TRANSPORT | #8 | #11 | Down 3 places |
| JK MOVING & STORAGE INC | #9 | #12 | Down 3 places |
| TITAN FREIGHT LINES INC | #10 | #13 | Down 3 places |
| ITF Group | #13 | #14 | Down 1 place |
| HERMES NVC CORP | Not ranked | #15 | New |
| FIVE STAR TRUCKING INC | #15 | #16 | Down 1 place |
| LUXOR DRIVE INC | #11 | #17 | Down 6 places |
| WLC GROUP INC | Not ranked | #18 | New |
| Blue Diamond Transportation LLC | #14 | #19 | Down 5 places |
| CO Lines Inc | #17 | #20 | Down 3 places |
| SUPERTRANSPORT LLC | #23 | #21 | Up 2 places |
| BIG JOHN EXPEDITED INC | #19 | #22 | Down 3 places |
| LEGACY CARGO LLC | #22 | #23 | Down 1 place |
| STEPANOV TRUCKING LLC | Not ranked | #24 | New |
| COMMONWEALTH TRANSPORTATION LLC | #31 | #25 | Up 6 places |
| J & H TRUCKING INC | #28 | #26 | Up 2 places |
| J & J Oil LLC | #21 | #27 | Down 6 places |
| SUNGOR TRANSPORTATION INC | #27 | #28 | Down 1 place |
| EXPRESS CR INC | #34 | #29 | Up 5 placesweekly pay up 18.2% ($2,750 → $3,250) |
| ALBA TRANS INC | #32 | #31 | Up 1 place |
| OTRL Recruiting | Not ranked | #32 | New |
| AS TRANSPORTATION INC | Not ranked | #33 | New |
| A & H INC | #38 | #34 | Up 4 places |
| MILESTONE TRUCKING LLC | #36 | #35 | Up 1 place |
| D & H CATTLE COMPANY LLC | #37 | #36 | Up 1 place |
| REAL TRUCKING INC | #39 | #37 | Up 2 places |
| STAR PARTNERS LLC | Not ranked | #38 | New |
| LINESTAR EXPRESS LLC | #35 | #39 | Down 4 places |
| SHORESIDE LOGISTICS | #42 | #41 | Up 1 place |
| AN ENTERPRISE INC | #41 | #42 | Down 1 place |
| RAY'S TRANSPORT INC | #1 | Not ranked | Dropped out |
| EXPRESS FREIGHT SYSTEMS LLC | #6 | Not ranked | Dropped out |
| Exxact Transport LLC | #12 | Not ranked | Dropped out |
| TNO TRUCKING INC | #16 | Not ranked | Dropped out |
| AIA TRUCKING INC | #18 | Not ranked | Dropped out |
| A&M CARRIERS INC | #20 | Not ranked | Dropped out |
| KILO METER LOGISTIC INC | #24 | Not ranked | Dropped out |
| BLACK EAGLE EXPRESS LLC | #25 | Not ranked | Dropped out |
| MAX MOVE LLC | #26 | Not ranked | Dropped out |
| DOGE Trucking LLC | #29 | Not ranked | Dropped out |
| WESTERN MOUNTAIN TRANSPORT INC | #33 | Not ranked | Dropped out |
Winter Garden, Florida's top owner-operator carriers right now
The top of the list is MONDO MOTION LLC at $9,250/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1MONDO MOTION LLC — $9,250/wk
MONDO MOTION LLC is number-one in Winter Garden, Florida this month on the composite ranking. MONDO MOTION LLC pays above the 91st percentile on gross weekly revenue for the Winter Garden, Florida market. On hours-of-service compliance, the carrier ranks in the 98th percentile per FMCSA SAFER data. Driver applications get a faster-than-median response in Winter Garden, Florida.
#2MAYBACH INTERNATIONAL GROUP INC — $3,025/wk
MAYBACH INTERNATIONAL GROUP INC is new to the Winter Garden, Florida top 50 this month — first appearance in this ranking. MAYBACH INTERNATIONAL GROUP INC ranks in the 96th percentile for driver fitness on FMCSA SAFER data. MAYBACH INTERNATIONAL GROUP INC tracks as a responsive employer on application-response data.
#3ROLLING ON WHEELS LLC — $6,500/wk
ROLLING ON WHEELS LLC makes its first-time appearance in Winter Garden, Florida's ranking this month. ROLLING ON WHEELS LLC's FMCSA score is strongest on driver fitness — 87th percentile. ROLLING ON WHEELS LLC responds to driver applications more reliably than the Winter Garden, Florida median.
Also in the top 10: #4 WINNERS TRANSPORTATION LLC at $2,657/wk, #5 WIDER GROUP INC at $6,250/wk, #6 IKKO LOGISTICS LLC at $7,500/wk, #7 BLUE LIGHTNING LOGISTICS at $7,000/wk, #8 Freight X LLC at $6,000/wk, #9 Ali Star Inc at $10,000/wk, #10 C & G TRANSPORTATION INC at $7,500/wk.
Lane mix and benefits across Winter Garden, Florida
The route mix in Winter Garden, Florida this month tilts OTR: 9% regional, 91% OTR, 1% local, 0% semi-local — drawn from active postings, not historical surveys.
Guaranteed pay is on offer at 2% of Winter Garden, Florida postings; dedicated routes at 28%; take-truck-home at 91%. Pet-friendly policies appear at 71% and riders-allowed at 67%.
How Winter Garden, Florida compares to Florida
| Winter Garden, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,268 | $5,199 | +21% |
| Riders-allowed policies | 90% | 80% | +10 pt |
| Pet-friendly fleets | 84% | 78% | +6 pt |
Source: Lanefinder index, November 2026
Winter Garden, Florida's biggest divergence from Florida is on average weekly pay, 21% above the state baseline.
Driving CDL in Florida
Florida CDL work splits cleanly between coastal port-and-tourism freight (Miami, Jacksonville, Tampa, Port Everglades) and Central Florida last-mile distribution. The hurricane season — June through November — drives both stress and opportunity: insurance rates climb, freight rates spike around storm-recovery windows, and shutdown days are a real income variable. Florida has no state income tax. Miami-area I-95 is among the more congested US corridors, so HOS planning around peak commute windows matters more here than in most states. Reefer and produce work pays well; OTR pulling out of the state is steady year-round.
Related guides
- Best trucking companies in Winter Garden, Florida
- CDL driver salary in Winter Garden, Florida
- Best owner-operator companies in Florida
The methodology behind the rankings
Compensation (30%): pay percentile + sign-on bonus + guaranteed pay + settlement frequency. FMCSA safety (25%): weighted percentile across vehicle maintenance, unsafe driving, hours-of-service, driver fitness, and controlled substances. Benefits (25%): hiring-type-aware. Operational (20%): driver-application responsiveness, modulated by fleet scale. Updated November 2026.