| Index | Chesapeake City | Maryland | National |
| Average Test Scores | 52% | 40% | 48% |
| Student/Teacher ratio | n/a | 16:1 | 16:1 |
| Total public schools | n/a | 1,163 | 79,221 |
| Total private schools | n/a | 674 | 24,874 |
| Total post-secondary schools | n/a | 112 | 7,963 |
| Index | Chesapeake City | Maryland | National |
| Completed 8th grade | 93.1% | 87.5% | 84.3% |
| Completed high school | 92.7% | 86.5% | 83.0% |
| Completed some college | 63.9% | 64.2% | 59.4% |
| Completed associate degree | 40.7% | 44.8% | 38.5% |
| Completed bachelors | 29.4% | 38.4% | 30.3% |
| Completed masters | 10.0% | 17.7% | 11.5% |
| Completed professional degree | 2.7% | 5.5% | 3.3% |
| Completed doctorate | 1.6% | 2.5% | 1.3% |
There are a total of n/a public schools, n/a private schools and n/a post-secondary schools in Chesapeake City. Using the proficiency score averages, the average test scores for Chesapeake City, MD schools is 52%. The average student to teacher ratio is n/a. In Chesapeake City, MD, an average of 93.1% of students have completed 8th grade and an average of 92.7% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Townsend, DE | 2,546 | 60% | 25.0% |
| Odessa, DE | 352 | 56% | 16.7% |
| Middletown, DE | 22,350 | 55% | 15.1% |
| Charlestown, MD | 1,530 | 55% | 13.5% |
| Rising Sun, MD | 2,790 | 49% | 2.8% |
| Chesapeake City, MD | 725 | 52% | 8.7% |
| City | Population | Avg. Test Scores | National Avg. |
| Blooming Grove, TX | 725 | 41% | 14.6% |
| Middletown, CA | 725 | 42% | 12.1% |
| Pembroke, KY | 725 | 44% | 9.4% |
| Wellsburg, IA | 725 | 70% | 44.8% |
| Blairsville, GA | 725 | 57% | 18.8% |
| Chesapeake City, MD | 725 | 52% | 8.7% |
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