Phi Sigma Pi recognizes the top chapter within each region each year during its annual awards banquet held at the National Convention. Chapters are evaluated on the following criteria:
- Scholarship
- Leadership
- Fellowship
- Recruitment/Initiation
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- Alumni Relations
- Fundraising
- Administration
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Phi Sigma Pi currently has its chapters assigned to one of twelve geographic regions.

| Allegheny Region |
| 2004 |
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| 2005 |
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| 2006 |
- Indiana University of Pennsylvania
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| 2007 |
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| Capitol Region |
| 2004 |
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| 2005 |
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| 2006 |
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| 2007 |
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| Central Region |
| 2004 |
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| 2005 |
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| 2006 |
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| 2007 |
- Missouri State University
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| East Region |
| 2004 |
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| 2005 |
- West Chester University of Pennsylvania
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| 2006 |
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| 2007 |
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| Great Lakes Region |
| 2004 |
- Central Michigan University
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| 2005 |
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| 2006 |
- Michigan State University
|
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| 2007 |
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| Keystone Region |
| 2004 |
- Pennsylvania State University
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| 2005 |
- Shippensburg University of Pennsylvania
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| 2006 |
- York College of Pennsylvania
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| 2007 |
- Shippensburg University of Pennsylvania
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| Mid Atlantic Region |
| 2004 |
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| 2005 |
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| 2006 |
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| 2007 |
- North Carolina State University
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| Mid South Region |
| 2004 |
- Morehead State University
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| 2005 |
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| 2006 |
- Morehead State University
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| 2007 |
- Morehead State University
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| Northeast Region |
| 2004 |
- Mansfield University of Pennsylvania
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| 2005 |
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| 2006 |
- Rochester Institute of Technology
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| 2007 |
- Rochester Institute of Technology
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| South Region |
| 2004 |
- Louisiana State University
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| 2005 |
- Louisiana State University
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| 2006 |
- Louisiana State University
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| 2007 |
- Louisiana State University
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| Southeast Region |
| 2004 |
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| 2005 |
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| 2006 |
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| 2007 |
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| Southwest Region |
| 2004 |
- University of California at Berkeley
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| 2005 |
- University of Northern Colorado
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| 2006 |
- University of California at Berkeley
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| 2007 |
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