| Index | Winner | South Dakota | National |
| Average Test Scores | 41% | 48% | 48% |
| Student/Teacher ratio | 10:1 | 14:1 | 16:1 |
| Total public schools | 6 | 340 | 79,221 |
| Total private schools | 1 | 76 | 24,874 |
| Total post-secondary schools | n/a | 25 | 7,963 |
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| Index | Winner | South Dakota | National |
| Completed 8th grade | 86.1% | 89.1% | 84.3% |
| Completed high school | 82.3% | 86.8% | 83.0% |
| Completed some college | 52.8% | 60.4% | 59.4% |
| Completed associate degree | 33.2% | 38.5% | 38.5% |
| Completed bachelors | 24.1% | 27.5% | 30.3% |
| Completed masters | 7.6% | 8.1% | 11.5% |
| Completed professional degree | 4.0% | 2.5% | 3.3% |
| Completed doctorate | 2.5% | 1.2% | 1.3% |
There are a total of 6 public schools, 1 private schools and n/a post-secondary schools in Winner. Using the proficiency score averages, the average test scores for Winner, SD schools is 41%. The average student to teacher ratio is 10:1. In Winner, SD, an average of 86.1% of students have completed 8th grade and an average of 82.3% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Colome, SD | 387 | 47% | 2.8% |
| Winner, SD | 2,821 | 41% | 15.6% |
| City | Population | Avg. Test Scores | National Avg. |
| Amery, WI | 2,819 | 50% | 3.5% |
| New Haven, MO | 2,819 | 56% | 16.9% |
| David City, NE | 2,824 | 63% | 31.8% |
| Kings Beach, CA | 2,826 | 47% | 2.1% |
| Jarrettsville, MD | 2,827 | 63% | 30.7% |
| Winner, SD | 2,821 | 41% | 15.6% |
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