- May 1 125th Kentucky Derby: Chris Antley wins aboard Charismatic for his second Derby victory (1991 on Strike The Gold)
Sports History
May 2 John Elway announces his retirement from the NFL
- May 3 World Snooker Championship, Crucible Theatre, Sheffield: Stephen Hendry of Scotland defeats Welshman Mark Williams, 18-11 for a record 7th world crown
- May 15 124th Preakness: Chris Antley wins aboard Charismatic for the second leg of an unsuccessful Triple Crown campaign
- May 15 Columbus Crew Stadium (now Historic Crew Stadium), the 1st Major League Soccer stadium constructed in the United States
- May 19 Lazio of Italy win 39th European Cup Winner's Cup against Mallorca of Spain 2-1 in Birmingham
- May 26 7th UEFA Champions League Final: Manchester United beats Bayern Munich 2-1 at Barcelona
- May 30 Indianapolis 500: Kenny Bräck of Sweden wins after race leader Robby Gordon runs out of fuel with just over one lap to go
- May 30 Super Rugby Final, Carisbrook, Dunedin: Canterbury Crusaders retain title with a 24-19 win over Otago Highlanders; flyhalf Andrew Mehrtens kicks 3 penalties, a conversion & dropped goal for the winners
- May 31 NHL Eastern Conference Final: Buffalo Sabres beat Toronto Maple Leafs, 4 games to 1