In his first tournament since losing the Wimbledon final in July, Federer has a bye in the opening round due to being a top-eight seed.
It means the 38-year-old will begin his campaign against either Matteo Berrettini or Juan Ignacio Londero in the second round.
The Swiss star could then meet big-hitting Georgian Nikoloz Basilashvili before a quarter-final clash against Stefanos Tsitsipas.
Federer then has a quick chance of revenge with Novak Djokovic potentially waiting in the semis then another showdown with great rival Rafael Nadal could be on the cards in the final.
ROGER FEDERER’S PROJECTED CINCINNATI MASTERS DRAW
First Round – Bye
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Second Round – Matteo Berrettini or Juan Ignacio Londero
Third Round – Nikoloz Basilashvili
Quarter-Final – Stefanos Tsitsipas
Semi-Final – Novak Djokovic
Final – Rafael Nadal
How to watch the Cincinnati Masters
Coverage of the Cincinnati Masters will be broadcast on Amazon Prime Video from August 11, Sunday.
This year, Prime Video will broadcast on-site, live studio coverage across tournaments, including at the BNP Paribas Open from Indian Wells, the Fever Tree Championships from The Queens Club, the US Open, and the Nitto ATP Finals from The O2.
On-site field reporters will bring customers the latest action, analysis and commentary right from the court side at many tournaments.
In addition to 37 ATP Tour events and the US Open available exclusively on Prime Video with a Prime membership, Prime members in the UK who subscribe to Eurosport Player through Prime Video Channels for an additional £6.99 per month (following a 7-day free trial) will also benefit from full coverage of the French Open, and daily highlights and live coverage from the men’s and women’s finals of Wimbledon in 2019.