| Rolling Thunder | Ontario |
| Roman Design | Ontario |
| Roman.Agency | |
| RomanLab Software | British Columbia |
| ROMD | Ontario |
| Romi | Quebec |
| Romwell.net | Ontario |
| Ron de Giusti | British Columbia |
| Roneta Professional Search, Inc. | |
| Ronneberger Computing, Inc. | Ontario |
| Rons Place Software | |
| Roof AI, Inc. | |
| ROOM4 | |
| Rootquotient | |
| Rootways | Ontario |
| Roper Digital Designs | Ontario |
| Rosa eSolutions | |
| Rosalind IT Services | |
| Rose Rocket, Inc. | |
| Rosebud Technologies | Ontario |
| Rosedale Computers | Ontario |
| Rosetta Studio | |
| Rosewood, Inc. | |
| Ross Video Ltd | |
| Rossul Design, Inc. | Ontario |
| Rotalec | Quebec |
| Rotessa | |
| Rotorwash Hosting | Newfoundland and Labrador |
| Rough Works Consulting, Inc. | |
| Round 13 Capital, Inc. | Ontario |
| Rounders Consulting, Inc. | |
| RoundTable | |
| Roussel Informatique | Quebec |
| Route 28 | Quebec |
| Route1, Inc. | Ontario |
| Routersale.com | Ontario |
| RouteThis, Inc. | |
| Rova Products Canada, Inc. | Ontario |
| Rovell Enterprises Ltd | Ontario |
| Rovines Web | |
| RoweBots | Ontario |
| Rownmi Marketing | |
| Roxborough Telephone Co. Ltd | Ontario |
| Roxy Software, Inc. | Ontario |
| Roy SEO | |
| Royal Military College of Canada | |
| Royal Military College of Canada - Department of Mathematics and Computer Science | Ontario |
| Royal Roads University | British Columbia |
| Royalmount Pharma | |
| Royama Design | New Brunswick |