| Index | Chipley | Florida | National |
| Average Test Scores | 52% | 55% | 48% |
| Student/Teacher ratio | 15:1 | 17:1 | 16:1 |
| Total public schools | 4 | 3,388 | 79,221 |
| Total private schools | 1 | 1,640 | 24,874 |
| Total post-secondary schools | 1 | 466 | 7,963 |
| Index | Chipley | Florida | National |
| Completed 8th grade | 75.5% | 84.0% | 84.3% |
| Completed high school | 72.3% | 83.0% | 83.0% |
| Completed some college | 33.6% | 58.0% | 59.4% |
| Completed associate degree | 19.7% | 37.4% | 38.5% |
| Completed bachelors | 11.5% | 27.9% | 30.3% |
| Completed masters | 2.9% | 10.0% | 11.5% |
| Completed professional degree | 0.3% | 3.1% | 3.3% |
| Completed doctorate | 0.0% | 1.1% | 1.3% |
There are a total of 4 public schools, 1 private schools and 1 post-secondary schools in Chipley. Using the proficiency score averages, the average test scores for Chipley, FL schools is 52%. The average student to teacher ratio is 15:1. In Chipley, FL, an average of 75.5% of students have completed 8th grade and an average of 72.3% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Cottondale, FL | 813 | 59% | 21.9% |
| Graceville, FL | 2,188 | 51% | 6.6% |
| Vernon, FL | 634 | 50% | 3.8% |
| Bonifay, FL | 2,697 | 41% | 14.2% |
| Chipley, FL | 3,590 | 52% | 9.0% |
| City | Population | Avg. Test Scores | National Avg. |
| Evergreen, AL | 3,591 | 30% | 37.5% |
| Colonial Beach, VA | 3,591 | 75% | 56.6% |
| Camden, TN | 3,588 | 37% | 23.3% |
| Combined Locks, WI | 3,588 | 62% | 29.2% |
| Eveleth, MN | 3,592 | 47% | 2.9% |
| Chipley, FL | 3,590 | 52% | 9.0% |
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