After the season, on December 8, 1899, Chesbro was traded with George Fox, Art Madison, John O'Brien, and $25,000 ($ in current dollar terms) to the Louisville Colonels for Honus Wagner, Fred Clarke, Bert Cunningham, Mike Kelley, Tacks Latimer, Tommy Leach, Tom Messitt, Deacon Phillippe, Claude Ritchey, Rube Waddell, Jack Wadsworth, and Chief Zimmer.