Updated November 2026
CDL Driver Salary in Annapolis, Maryland (November 2026)
Annapolis, Maryland, November 2026: CDL drivers average $2,709/week (median $2,100). Based on 1,354 active CDL postings in Lanefinder's index. 30% of postings include a sign-on bonus, averaging $1,905. Maryland freight flows through Port of Baltimore — a major East Coast container and auto-import port (whose channel reopened within months of the 2024 Key Bridge collapse) — and along the I-95 / I-70 / I-695 Beltway corridor connecting mid-Atlantic manufacturing and DC-metro distribution.
What changed in November 2026
- average sign-on bonus rose by 1.6% ($1,875 → $1,905).
Annapolis, Maryland vs Maryland: the numbers that diverge
| Annapolis, Maryland | Maryland | Delta | |
|---|---|---|---|
| Average weekly pay | $2,709 | $2,326 | +16% |
| OTR (long-haul) routes | 85% | 77% | +8 pt |
| Regional routes | 12% | 17% | -5 pt |
Source: Lanefinder index, November 2026
Among the figures above, average weekly pay is where Annapolis, Maryland differs most from Maryland — 16% above statewide.
What CDL drivers are earning across Annapolis, Maryland
Across active CDL postings in Annapolis, Maryland 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) | $2,279 | $2,100 | 633 |
| Company Driver (W2) | $1,590 | $1,550 | 388 |
| Owner Operator | $7,205 | $7,250 | 333 |
Source: Lanefinder index, November 2026
How drivers spend their time on the road in Annapolis, Maryland
Of active CDL postings in Annapolis, Maryland this month, 12% are regional and 85% are OTR (long-haul). Local and semi-local routes account for the remaining 3%.
Across Annapolis, Maryland CDL postings: 2% with guaranteed pay, 29% dedicated, 86% take-truck-home, 68% pet-friendly, 65% riders-allowed.
Driving CDL in Maryland
Maryland freight flows through the Port of Baltimore — a major East Coast container and auto-import port (the 2024 Key Bridge collapse closed the channel for about two months; the replacement bridge is due around 2030) — and along the I-95 / I-70 / I-695 (Baltimore Beltway) corridor connecting mid-Atlantic manufacturing and DC-metro distribution. The Beltway is a recurring truck bottleneck. Cost of living is high and state income tax is moderate-to-high depending on county add-ons. Eastern Shore freight (poultry processing especially) is a distinct regional segment. The Bay Bridge wind restrictions and weight rules complicate Eastern Shore route timing.
Related guides
- Best trucking companies in Annapolis, Maryland
- Best owner-operator companies in Annapolis, Maryland
- CDL driver salary in Maryland
How we compile these rankings
Lanefinder's ranking algorithm weights compensation at 30%, FMCSA SAFER safety at 25%, benefits at 25%, and operational performance at 20%. Compensation reflects pay percentile plus sign-on bonus, guaranteed pay, and settlement-frequency adjustments. Benefits scoring is hiring-type-aware. Operational performance comes mostly from how carriers handle real driver applications. Updated November 2026.