| Index | Chester | Illinois | National |
| Average Test Scores | 27% | 33% | 48% |
| Student/Teacher ratio | 14:1 | 18:1 | 16:1 |
| Total public schools | 2 | 3,938 | 79,221 |
| Total private schools | 2 | 1,438 | 24,874 |
| Total post-secondary schools | n/a | 306 | 7,963 |
| Index | Chester | Illinois | National |
| Completed 8th grade | 60.9% | 86.2% | 84.3% |
| Completed high school | 57.2% | 84.7% | 83.0% |
| Completed some college | 32.0% | 61.8% | 59.4% |
| Completed associate degree | 12.8% | 40.7% | 38.5% |
| Completed bachelors | 7.8% | 32.9% | 30.3% |
| Completed masters | 1.8% | 12.7% | 11.5% |
| Completed professional degree | 0.5% | 3.4% | 3.3% |
| Completed doctorate | 0.4% | 1.2% | 1.3% |
There are a total of 2 public schools, 2 private schools and n/a post-secondary schools in Chester. Using the proficiency score averages, the average test scores for Chester, IL schools is 27%. The average student to teacher ratio is 14:1. In Chester, IL, an average of 60.9% of students have completed 8th grade and an average of 57.2% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Ste. Genevieve, MO | 4,396 | 59% | 22.2% |
| Perryville, MO | 8,500 | 41% | 14.2% |
| Evansville, IL | 760 | 40% | 17.7% |
| Steeleville, IL | 1,870 | 32% | 32.8% |
| Sparta, IL | 4,302 | 22% | 54.2% |
| Chester, IL | 8,264 | 27% | 43.2% |
| City | Population | Avg. Test Scores | National Avg. |
| Mammoth Lakes, CA | 8,263 | 43% | 10.4% |
| Orting, WA | 8,267 | 49% | 2.3% |
| Spotswood, NJ | 8,255 | 57% | 18.8% |
| Hornell, NY | 8,274 | 38% | 20.1% |
| Oberlin, OH | 8,252 | 68% | 42.3% |
| Chester, IL | 8,264 | 27% | 43.2% |
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