2014: - National Truckload: Werner Enterprises
- Parcel: FedEx Services (FedEx Express, FedEx Ground)
- Expedited: FedEx Custom Critical
- National LTL: ABF Freight System
- Multi-Regional LTL: FedEx Freight and Old Dominion Freight Line
- Regional-Northeast LTL: New England Motor Freight
- Regional-Southeast LTL: Southeastern Freight Lines
- Regional-Midwest LTL: Dayton Freight Lines
- Regional-West LTL: The Dependable Companies
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2013: - National Truckload: Werner Enterprises
- Parcel: FedEx Services
- Expedited: FedEx Custom Critical
- National LTL: ABF Freight System
- Multi-Regional LTL: Old Dominion Freight Line
- Regional-Northeast LTL: New England Motor Freight
- Regional-Southeast LTL: Southeastern Freight Lines
- Regional-Midwest LTL: Dayton Freight Lines
- Regional-West LTL: The Dependable Companies
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2012:
- National Truckload: U.S. Xpress
- Parcel: FedEx Services
- Expedited - FedEx Custom Critical
- National LTL: YRC Freight
- Multi-Regional LTL: FedEx Freight
- Regional-Northeast LTL: A. Duie Pyle
- Regional-Southeast LTL: Southeastern Freight Lines
- Regional-Midwest LTL: Dayton Freight Lines
- Regional West LTL: Oak Harbor Freight Lines
- Ovation Award: Werner Enterprises
2011:
- National Truckload: Werner Enterprises
- Parcel: FedEx Services
- Expedited - Associated Global Solutions
- National LTL: ABF Freight System
- Multi-Regional LTL: FedEx Freight
- Regional-Northeast LTL: A. Duie Pyle
- Regional-Southeast LTL: AAA Cooper
- Regional-Midwest LTL: Dayton Freight Lines
- Regional West LTL: Dependable Highway Express
- Ovation Award: Old Dominion Freight Line
2010:
- National Truckload: Werner Enterprises
- Parcel: FedEx Services
- Expedited: Express-1
- National LTL: ABF Freight System
- Multi-Regional LTL: FedEx Freight
- Regional-Northeast LTL: A. Duie Pyle
- Regional-Southeast LTL: AAA Cooper
- Regional-Midwest LTL: Dayton Freight Lines
- Regional West LTL: Dependable Highway Express
- Ovation Award: New England Motor Freight
2009:
- National Truckload: Werner Enterprises
- Parcel: FedEx
- Expedited: Express-1
- National LTL: Roadway
- Multi-Regional LTL: FedEx Freight
- Regional-Northeast LTL: A. Duie Pyle
- Regional-Southeast LTL: Southeastern Freight Lines
- Regional-Midwest LTL: Dayton Freight Lines
- Regional West LTL: Oak Harbor Freight Lines
- Chairman's Award: Averitt
2008:
- National Category: Roadway
- Multi-Regional Category: FedEx Freight
- Regional-Northeast Category: New England Motor Freight
- Regional-Southeast Category: Southeastern Freight Lines
- Regional-Midwest Category: Dayton Freight Lines
- Regional West Category: Oak Harbor Freight Lines
- Parcel Category: UPS
- Expedited Category: FedEx Custom Critical
2007:
- National Category: Roadway
- Multi-Regional Category: FedEx Freight
- Regional-Northeast Category: New England Motor Freight
- Regional-Southeast Category: AAA Cooper
- Regional-Midwest Category: USF Holland
- Regional West Category: Oak Harbor Freight Lines
- Parcel Category: UPS
- Expedited Category: FedEx Custom Critical
2005:
- National Category: Roadway Express
- Multi-Regional Category: Jevic Transportation
- Regional-East Category: New England Motor Freight
- Regional-West Category: Oak Harbor Freight Lines, Inc.
- Parcel Category: UPS
2004:
- National Category: Roadway Express
- Multi-Regional Category: FedEx Freight
- Regional-East Category: Southeastern Freight Lines
- Regional-West Category: Oak Harbor Freight Lines, Inc.
2003:
- National Category: Roadway Express
- Multi-Regional Category: FedEx Freight
- Regional-East Category: Southeastern Freight Lines
- Regional-West Category: Oak Harbor Freight Lines, Inc.
Note: In 2006, NASSTRAC changed the venue for the awards program ceremony to be held at the Annual Logistics Conference in the spring rather than the Fall Conference; therefore it did not sponsor an awards program in 2006 in order to accommodate this change.