It has an extent of 14.7 miles (23.7 km)[1] from south to north in Hughes and Okfuskee Counties.

State Highway 27 begins at SH-9, 2.3 miles (3.7 km) west of Wetumka.

It passes approximately one mile (1.6 km) west of Lake Wetumka.

[5] SH-27 first appears on the official state highway map in its 1948 edition, suggesting that it was created at some point in 1947.

The segment of highway extending from approximately the North Canadian River crossing northward to Okemah was paved in 1967.

Instead of ending at US-75 north of Wetumka, the highway's southern terminus was changed to fall at SH-9 west of town.