City Statistics

Active Trucking Companies
in Annapolis, MD

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

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

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196

Active Trucking Companies

0.91% of all active carriers in Maryland

New FMCSA Registrations (24 Mo.)

Avg 1.2 new companies per month (-38.9% YoY)

Median Fleet Size

Power units at the midpoint of all reporting companies

58.9%

Owner-Operator Rate

vs. 64.4% statewide in Maryland

New FMCSA Registrations

Total

1.3

Avg / month

Best: Sep 2025

Lowest: Apr 2023

Company Size Distribution

163

Reporting
Fleets

1 Power Unit 96 58.9%

2–5 Units 53 32.5%

6–20 Units 8 4.9%

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

9.8

Avg age
(years)

0–2 Years 46 23.6%

3–5 Years 38 19.5%

6–10 Years 42 21.5%

11–20 Years 36 18.5%

20+ Years 33 16.9%

Based on FMCSA registration date. Average age: 9.8 years.

Company Authority Types

Carrier 172 87.8%

Broker 27 13.8%

Freight Forwarder 13 6.6%

Shipper 11 5.6%

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	108	55.1%
2	Building Materials	69	35.2%
3	Construction	69	35.2%
4	Other	45	23.0%
5	Motor Vehicles	43	21.9%
6	Machinery & Large Objects	34	17.3%
7	Logs, Poles & Lumber	33	16.8%
8	Driveaway/Towaway	30	15.3%
9	Metal: Sheets & Coils	28	14.3%
10	Utility	22	11.2%

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	JRQ TRANSPORT SERVICE LLC	12
8	TOWNE TRANSPORT LLC	12
9	SHAMSHER LLC	8
10	MARC BOWEN PAROLE SERVICE INC	7

Data source: U.S. Federal Motor Carrier Safety Administration (FMCSA) — active carrier registrations. Last updated: October 14, 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