City Statistics

Active Trucking Companies
in Annapolis, MD

195 active carriers, brokers & freight companies. Located in Anne Arundel County.

Annapolis, MD FMCSA data • updated weekly 0.91% of Maryland

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195

Active Trucking Companies

0.91% of all active carriers in Maryland

New FMCSA Registrations (24 Mo.)

Avg 1.3 new companies per month (-7.1% YoY)

Median Fleet Size

Power units at the midpoint of all reporting companies

59.9%

Owner-Operator Rate

vs. 65.0% statewide in Maryland

New FMCSA Registrations

Total

1.1

Avg / month

Best: Sep 2025

Lowest: Oct 2024

Company Size Distribution

162

Reporting
Fleets

1 Power Unit 97 59.9%

2–5 Units 50 30.9%

6–20 Units 9 5.6%

21–100 Units 4 2.5%

101+ Units 2 1.2%

Based on total power units reported to FMCSA. Median: 1 unit(s).

Company Age Distribution

9.9

Avg age
(years)

0–2 Years 44 22.7%

3–5 Years 38 19.6%

6–10 Years 43 22.2%

11–20 Years 36 18.6%

20+ Years 33 17.0%

Based on FMCSA registration date. Average age: 9.9 years.

Company Authority Types

Carrier 171 87.7%

Broker 27 13.8%

Freight Forwarder 13 6.7%

Shipper 10 5.1%

Intermodal Equipment Provider 2 1.0%

A company may hold multiple authority types simultaneously.

Top 10 Cargo Types

#	Cargo Type	Companies	% of City
1	General Freight	92	47.2%
2	Construction	52	26.7%
3	Other	37	19.0%
4	Motor Vehicles	33	16.9%
5	Logs, Poles & Lumber	23	11.8%
6	Machinery & Large Objects	21	10.8%
7	Household Goods	18	9.2%
8	Metal: Sheets & Coils	16	8.2%
9	Driveaway/Towaway	13	6.7%
10	Utility	13	6.7%

Largest Fleets in Annapolis

#	Company	Fleet
1	CHESAPEAKE CHARTER INC	121
2	DD&S EXPRESS INC	105
3	DD&S LOGISTICS INC	93
4	RED LOGISTICS LLC	48
5	R E WILSON & SONS INC	41
6	CHESAPEAKE ENERGY SOLUTIONS LLC	22
7	GIBRALTAR CONSTRUCTION CO., INC.	14
8	JRQ TRANSPORT SERVICE LLC	12
9	TOWNE TRANSPORT LLC	12
10	SHAMSHER LLC	9

Data source: U.S. Federal Motor Carrier Safety Administration (FMCSA) — active carrier registrations. Last updated: August 19, 2026. Active status reflects carriers with FMCSA status code "A" at the time of data collection.

Active Trucking Companiesin Annapolis, MD

Browse all active trucking companies in Annapolis

Active Trucking Companies
in Annapolis, MD