Cowlington's economy was largely based on agricultural services. Area production included wheat, potatoes, cotton, and livestock. The town prospered because of its access to the steamboat trade on the river. Two floods along the Arkansas River, in 1898 and 1904, devastated the local economy, but the town recovered each time. However, railroads built lines through LeFlore County in the late 1800s, and began to supplant the steamboats. Fowler Cowlington tried to convince some of the railroads to build a track through Cowlington, but failed in this effort. More residents began to move away.