Updated September 2026
Best Trucking Companies in Kissimmee, Florida (September 2026)
Through September 2026, 249 carriers in Kissimmee, Florida employ W2 company drivers across the lanes Lanefinder tracks. JK MOVING & STORAGE INC leads with an average weekly pay of $2,200. Covenant Transport Inc follows at $1,762/week. 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 September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Kissimmee, Florida's top trucking carriers right now
The top of the list is JK MOVING & STORAGE INC at $2,200/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC tops the Kissimmee, Florida ranking with the strongest composite score across pay, safety, benefits, and operational signals. The carrier ranks in the 95th percentile for weekly pay in Kissimmee, Florida. JK MOVING & STORAGE INC ranks in the 93rd percentile for unsafe-driving avoidance on FMCSA SAFER data.
#2Covenant Transport Inc — $1,762/wk
Covenant Transport Inc's top FMCSA dimension is driver fitness, in the 99th percentile.
#3PRAIRIE FIELD SERVICES LLC — $1,750/wk
PRAIRIE FIELD SERVICES LLC ranks in the 98th percentile for unsafe-driving avoidance on FMCSA SAFER data.
Also in the top 10: #4 South East Carriers INC at $1,600/wk, #5 True Transport Inc. at $2,250/wk, #6 Diaz Stone & Pallet Inc. at $1,750/wk, #7 G-DIAMOND TRANSPORT INC at $2,045/wk, #8 ELBERTA LOGISTICS INTERNATIONAL LLC at $2,000/wk, #9 BRADY TRUCKING INC at $1,750/wk, #10 MC CARRIER LLC at $1,700/wk.
How drivers spend their time on the road in Kissimmee, Florida
17% of Kissimmee, Florida's active CDL postings are regional and 78% are OTR; local plus semi-local accounts for the rest (5%).
Across Kissimmee, Florida CDL postings: 2% with guaranteed pay, 29% dedicated, 80% take-truck-home, 62% pet-friendly, 65% riders-allowed.
How Kissimmee, Florida compares to Florida
Among the figures above, dedicated routes is where Kissimmee, Florida differs most from Florida — 12 points above statewide.
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. The traffic on I-95 and I-4 is consistently in the top tier of US congestion, 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 owner-operator companies in Kissimmee, Florida
- CDL driver salary in Kissimmee, Florida
- Best trucking companies in Florida
Where this data comes from
Compensation is the largest single weight at 30% — pay percentile, sign-on bonus, guaranteed-pay availability, and settlement cadence. FMCSA safety contributes 25%, built from five SAFER dimensions with unsafe-driving and hours-of-service weighted 2× heavier. Benefits contribute 25%, scored separately for W2 versus owner-operator and 1099 carriers. Operational performance — application responsiveness and fleet scale — contributes 20%. Updated September 2026.