Events in Sport
- May 3 123rd Kentucky Derby: Gary Stevens aboard Silver Charm wins in 2:02.3
Event of Interest
May 3 Garry Kasparov begins chess match with IBM supercomputer Deep Blue
Garry Kasparov
- May 6 NHL Hartford Whalers become Carolina Hurricanes
- May 6 Rick Pitino becomes coach of Boston Celtics
- May 9 San Diego Padres retire #35 worn by pitcher Randy Jones
- May 10 Chicago Cubs turn baseballs 68th triple play (vs SF Giants)
- May 11 NY Mets C Everett & Butch Huskey are 9th to hit consecutive pinch HRs
- May 11 Deep Blue defeats Garry Kasparov 3.5-2.5 in chess
- May 12 Angels scores 13 in 7th vs White Sox
Event of Interest
May 13 Eddie Murray is 6th baseball player to play in 3,000 games
Eddie Murray
Event of Interest
May 14 Baseball's Executive Council suspends NY Yank owner George Steinbrenner
George Steinbrenner
- May 14 FC Barcelona of Spain win 37th European Cup Winner's Cup against Paris Saint-Germain of France 1-0 in Rotterdam
- May 16 Atlanta Braves beat St Louis Cardinals, 1-0 in 13 innings
- May 16 Expos trailing SF Giants by 9 runs comeback to win 14-13
- May 17 122nd Preakness: Gary Stevens aboard Silver Charm wins in 1:54
LPGA Championship
May 18 LPGA Championship Women's Golf, DuPont CC: Christa Johnson wins her only major title on the second hole of a sudden-death playoff over Leta Lindley
Christa Johnson
- May 20 White Sox Frank Thomas reaches base safely for 15th straight time
Event of Interest
May 21 Blue Jays pitcher Roger Clemens beats the Yankees for his 200th win
Roger Clemens
Event of Interest
May 25 Minnesota Twins retire Kirby Puckett's uniform #
Kirby Puckett
- May 25 Todd and Mel Stottlemyre become 1st father and son to win 100 games
- May 25 NHL Eastern Conference Final: Philadelphia Flyers beat New York Rangers, 4 games to 1
Baseball Record
May 26 Sammy Sosa (Cubs) & Tony Womack (Pirates) hit inside the park HRs
Sammy Sosa
- May 26 NHL Western Conference Final: Detroit Red Wings beat Colorado Avalanche, 4 games to 2
- May 27 Indianapolis 500: Arie Luyendyk wins his 2nd Indy 500
- May 27 Major league revenue sharing begins, NY Yanks pay out most $28M
- May 28 5th UEFA Champions League Final: Borussia Dortmund beats Juventus 3-1 at Munich
Event of Interest
May 30 Ken Dryden becomes president of NHL's Toronto Maple Leafs
Ken Dryden
- May 31 Super Rugby Final, Eden Park, Auckland: Blues win second straight title with a 23-7 victory over ACT Brumbies; fullback Adrian Cashmore lands 3 penalties & 2 conversions for the winners
Deaths in Sport
- May 3 Sébastien Enjolras, French racing driver, killed in a practice crash at 21
- May 9 Bob Devaney, American College Football Hall of Fame coach (National C'ship, University of Nebraska 1970, 71; University of Wyoming; career record 136–30–7), dies at 82
- May 16 Horace "Bones" McKinney, American basketball forward, coach and broadcaster (Washington Capitols, Wake Forest), dies at 78
- May 25 Jay Hebert, American golfer (PGA Championship 1960), dies at 74