Updated May 2026
CDL Driver Salary in Kissimmee, Florida (May 2026)
In Kissimmee, Florida as of May 2026, the average weekly CDL pay is $2,826 with a median of $2,100. Both figures are computed against currently-active job postings, not historical surveys. Based on 1,349 active CDL postings in Lanefinder's index. 30% of postings include a sign-on bonus, averaging $2,103. 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 May 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Kissimmee, Florida vs Florida: the numbers that diverge
| Kissimmee, Florida | Florida | Delta | |
|---|---|---|---|
| Average weekly pay | $2,826 | $2,349 | +20% |
| OTR (long-haul) routes | 88% | 81% | +7 pt |
Source: Lanefinder index, May 2026
Kissimmee, Florida's biggest divergence from Florida is on average weekly pay, 20% above the state baseline.
What CDL drivers are earning across Kissimmee, Florida
Across active CDL postings in Kissimmee, Florida this month, pay varies meaningfully by hiring type. The breakdown below shows the average and median weekly pay for each.
| Hiring type | Avg/wk | Median/wk | Active postings |
|---|---|---|---|
| Independent Contractor (1099) | $2,207 | $2,000 | 640 |
| Company Driver (W2) | $1,628 | $1,600 | 371 |
| Owner Operator | $7,242 | $7,250 | 338 |
Source: Lanefinder index, May 2026
Lane mix and benefits across Kissimmee, Florida
The route mix in Kissimmee, Florida this month tilts OTR: 10% regional, 88% OTR, 1% local, 1% semi-local — drawn from active postings, not historical surveys.
Guaranteed pay is on offer at 1% of Kissimmee, Florida postings; dedicated routes at 28%; take-truck-home at 87%. Pet-friendly policies appear at 69% and riders-allowed at 66%.
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 trucking companies in Kissimmee, Florida
- Best owner-operator companies in Kissimmee, Florida
- CDL driver salary in Florida
How we compile these rankings
Carriers are scored against carriers in their own market. The composite is 30% compensation (pay + bonus + guaranteed pay + settlement cadence), 25% FMCSA safety, 25% benefits (W2 vs owner-op scoring), and 20% operational performance (responsiveness + fleet scale). No paid placement — the weights are the same for every carrier in the index. Updated May 2026.