- May 3 140th Kentucky Derby: Victor Espinoza aboad California Chrome wins in 2:03.66
Sports History
May 5 World Snooker Championship, Crucible Theatre, Sheffield: Briton Mark Selby beats countryman Ronnie O'Sullivan 18-14, the first of 3 world titles
- May 8 NFL Draft: South Carolina outside linebacker Jadeveon Clowney first pick by Houston Texans
PGA Players Championship
May 11 PGA Players Championship, TPC at Sawgrass: German Martin Kaymer leads after each round to win by 1 stroke ahead of Jim Furyk; first 8-figure purse in golf with winner's share $1.8 million
Sports History
May 17 Bayern Munich defeats Borussia Dortmund to win the 2013–14 DFB-Pokal
- May 17 English FA Cup Final, Wembley Stadium, London (89,345): Arsenal beats Hull City, 3–2 (a.e.t.); Aaron Ramsey scores 109' winner
- May 18 The Tradition Senior Men's Golf, Shoal Creek G&CC: Kenny Perry wins his third of 4 Champions Tour majors by 1 stroke from Mark Calcavecchia
- May 19 Decorated Dutch coach Louis van Gaal confirmed as manager of Manchester United; Ryan Giggs named assistant, confirms retirement as a player at age 40 after 963 games and English record 22 major trophies
- May 23 Jason Koumas signs a one-year extension with Tranmere Rovers
- May 24 UEFA Champions League Final, Lisbon: Real Madrid beats cross town rivals Atlético Madrid, 4-1 after extra time; scores locked at 1-1 in regulation; Los Blancos record 10th title
- May 25 Indianapolis 500: American driver Ryan Hunter-Reay holds off runner-up Hélio Castroneves of Brazil by a margin of 0.0600 seconds, the second-closest finish in race history
Senior PGA Championship
May 25 Senior PGA Championship, GC at Shore Harbor: Colin Montgomerie of Scotland wins first of 3 Champions Tour majors by 4 strokes from Tom Watson
- May 29 NHL Eastern Conference Final: New York Rangers beat Montreal Canadians, 4 games to 2