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1999 du Maurier Open – Men's singles
Main article: 1999 du Maurier Open
Thomas Johansson defeated Yevgeny Kafelnikov in the final, 1–6, 6–3, 6–3 to win the men's singles tennis title at the 1999 Canadian Open.
Patrick Rafter was the defending champion, but was defeated in the quarterfinals by Nicolas Kiefer.
Seeds
A champion seed is indicated in bold text while text in italics indicates the round in which that seed was eliminated. The top eight seeds received a bye to the second round.
- AUS Patrick Rafter (quarterfinals)
- USA Andre Agassi (semifinals)
- RUS Yevgeny Kafelnikov (final)
- GBR Tim Henman (second round)
- NED Richard Krajicek (second round)
- USA Todd Martin (quarterfinals)
- n/a
- GER Tommy Haas (third round)
- GER Nicolas Kiefer (semifinals)
- SWE Thomas Enqvist (first round)
- SWE Thomas Johansson (champion)
- USA Vincent Spadea (third round)
- CRO Goran Ivanišević (first round)
- n/a
- FRA Sébastien Grosjean (second round)
- SWE Jonas Björkman (first round)
- RSA Wayne Ferreira (third round)
Draw
Finals
| team-width=175 | RD1-seed1=9 | RD1-team1=GER Nicolas Kiefer | RD1-score1-1=6 | RD1-score1-2=1 | RD1-score1-3=3 | RD1-seed2=11 | RD1-team2=SWE Thomas Johansson | RD1-score2-1=4 | RD1-score2-2=6 | RD1-score2-3=6 | RD1-seed3=3 | RD1-team3=RUS Yevgeny Kafelnikov | RD1-score3-1=6 | RD1-score3-2=6 | RD1-score3-3= | RD1-seed4=2 | RD1-team4=USA Andre Agassi | RD1-score4-1=1 | RD1-score4-2=4 | RD1-score4-3= | RD2-seed1=11 | RD2-team1=SWE Thomas Johansson | RD2-score1-1=1 | RD2-score1-2=6 | RD2-score1-3=6 | RD2-seed2=3 | RD2-team2=RUS Yevgeny Kafelnikov | RD2-score2-1=6 | RD2-score2-2=3 | RD2-score2-3=3
Top half
Section 1
| RD1-seed03= | RD1-team03=ITA G Pozzi | RD1-score03-1=5 | RD1-score03-2=6 | RD1-score03-3=3 | RD1-seed04=Q | RD1-team04=USA A O'Brien | RD1-score04-1=7 | RD1-score04-2=4 | RD1-score04-3=6 | RD1-seed05= | RD1-team05=IND L Paes | RD1-score05-1=4 | RD1-score05-2=2 | RD1-score05-3= | RD1-seed06= | RD1-team06=AUS J Stoltenberg | RD1-score06-1=6 | RD1-score06-2=6 | RD1-score06-3= | RD1-seed07= | RD1-team07=CZE J Novák | RD1-score07-1=6 | RD1-score07-2=6 | RD1-score07-3= | RD1-seed08=16 | RD1-team08=SWE J Björkman | RD1-score08-1=2 | RD1-score08-2=2 | RD1-score08-3= | RD1-seed09=9 | RD1-team09=GER N Kiefer | RD1-score09-1=6 | RD1-score09-2=7 | RD1-score09-3= | RD1-seed10= | RD1-team10=CZE D Vacek | RD1-score10-1=2 | RD1-score10-2=5 | RD1-score10-3= | RD1-seed11= | RD1-team11=SWE M Larsson | RD1-score11-1=4 | RD1-score11-2=6 | RD1-score11-3=61 | RD1-seed12= | RD1-team12=FRA G Raoux | RD1-score12-1=6 | RD1-score12-2=4 | RD1-score12-3=77 | RD1-seed13= | RD1-team13=AUS A Ilie | RD1-score13-1=6 | RD1-score13-2=710 | RD1-score13-3= | RD1-seed14= | RD1-team14=CZE M Damm | RD1-score14-1=4 | RD1-score14-2=68 | RD1-score14-3= | RD2-seed01=1 | RD2-team01=AUS P Rafter | RD2-score01-1=6 | RD2-score01-2=6 | RD2-score01-3= | RD2-seed02=Q | RD2-team02=USA A O'Brien | RD2-score02-1=0 | RD2-score02-2=2 | RD2-score02-3= | RD2-seed03= | RD2-team03=AUS J Stoltenberg | RD2-score03-1=6 | RD2-score03-2=1 | RD2-score03-3=65 | RD2-seed04= | RD2-team04=CZE J Novák | RD2-score04-1=3 | RD2-score04-2=6 | RD2-score04-3=77 | RD2-seed05=9 | RD2-team05=GER N Kiefer | RD2-score05-1=6 | RD2-score05-2=6 | RD2-score05-3= | RD2-seed06= | RD2-team06=FRA G Raoux | RD2-score06-1=4 | RD2-score06-2=0 | RD2-score06-3= | RD2-seed07= | RD2-team07=AUS A Ilie | RD2-score07-1=3 | RD2-score07-2=4 | RD2-score07-3= | RD2-seed08=8 | RD2-team08=GER T Haas | RD2-score08-1=6 | RD2-score08-2=6 | RD2-score08-3= | RD3-seed01=1 | RD3-team01=AUS P Rafter | RD3-score01-1=6 | RD3-score01-2=6 | RD3-score01-3= | RD3-seed02= | RD3-team02=CZE J Novák | RD3-score02-1=3 | RD3-score02-2=4 | RD3-score02-3= | RD3-seed03=9 | RD3-team03=GER N Kiefer | RD3-score03-1=6 | RD3-score03-2=77 | RD3-score03-3= | RD3-seed04=8 | RD3-team04=GER T Haas | RD3-score04-1=3 | RD3-score04-2=64 | RD3-score04-3= | RD4-seed01=1 | RD4-team01=AUS P Rafter | RD4-score01-1=3 | RD4-score01-2=77 | RD4-score01-3=64 | RD4-seed02=9 | RD4-team02=GER N Kiefer | RD4-score02-1=6 | RD4-score02-2=65 | RD4-score02-3=77
Section 2
| RD1-seed03= | RD1-team03=USA J Courier | RD1-score03-1=77 | RD1-score03-2=6 | RD1-score03-3= | RD1-seed04= | RD1-team04=GER R Schüttler | RD1-score04-1=62 | RD1-score04-2=2 | RD1-score04-3= | RD1-seed05= | RD1-team05=USA J-M Gambill | RD1-score05-1=6 | RD1-score05-2=6 | RD1-score05-3= | RD1-seed06=WC | RD1-team06=CAN J Robichaud | RD1-score06-1=0 | RD1-score06-2=0 | RD1-score06-3= | RD1-seed07= | RD1-team07=AUS M Woodforde | RD1-score07-1=3 | RD1-score07-2=7 | RD1-score07-3=66 | RD1-seed08=17 | RD1-team08=RSA W Ferreira | RD1-score08-1=6 | RD1-score08-2=5 | RD1-score08-3=78 | RD1-seed09=11 | RD1-team09=SWE T Johansson | RD1-score09-1=6 | RD1-score09-2=6 | RD1-score09-3= | RD1-seed10=WC | RD1-team10=CAN S Larose | RD1-score10-1=2 | RD1-score10-2=3 | RD1-score10-3= | RD1-seed11= | RD1-team11=ZIM W Black | RD1-score11-1=5 | RD1-score11-2=5 | RD1-score11-3= | RD1-seed12=Q | RD1-team12=BLR M Mirnyi | RD1-score12-1=7 | RD1-score12-2=7 | RD1-score12-3= | RD1-seed13= | RD1-team13=CAN S Lareau | RD1-score13-1=77 | RD1-score13-2=6 | RD1-score13-3= | RD1-seed14= | RD1-team14=USA J Gimelstob | RD1-score14-1=62 | RD1-score14-2=1 | RD1-score14-3= | RD2-seed01=4 | RD2-team01=GBR T Henman | RD2-score01-1=1 | RD2-score01-2=77 | RD2-score01-3=4 | RD2-seed02= | RD2-team02=USA J Courier | RD2-score02-1=6 | RD2-score02-2=63 | RD2-score02-3=6 | RD2-seed03= | RD2-team03=USA J-M Gambill | RD2-score03-1=5 | RD2-score03-2=6 | RD2-score03-3=68 | RD2-seed04=17 | RD2-team04=RSA W Ferreira | RD2-score04-1=7 | RD2-score04-2=3 | RD2-score04-3=710 | RD2-seed05=11 | RD2-team05=SWE T Johansson | RD2-score05-1=7 | RD2-score05-2=78 | RD2-score05-3= | RD2-seed06=Q | RD2-team06=BLR M Mirnyi | RD2-score06-1=5 | RD2-score06-2=66 | RD2-score06-3= | RD2-seed07= | RD2-team07=CAN S Lareau | RD2-score07-1=4 | RD2-score07-2=77 | RD2-score07-3=6 | RD2-seed08=5 | RD2-team08=NED R Krajicek | RD2-score08-1=6 | RD2-score08-2=64 | RD2-score08-3=4 | RD3-seed01= | RD3-team01=USA J Courier | RD3-score01-1=63 | RD3-score01-2=6 | RD3-score01-3=7 | RD3-seed02=17 | RD3-team02=RSA W Ferreira | RD3-score02-1=77 | RD3-score02-2=4 | RD3-score02-3=5 | RD3-seed03=11 | RD3-team03=SWE T Johansson | RD3-score03-1=77 | RD3-score03-2=4 | RD3-score03-3=6 | RD3-seed04= | RD3-team04=CAN S Lareau | RD3-score04-1=64 | RD3-score04-2=6 | RD3-score04-3=4 | RD4-seed01= | RD4-team01=USA J Courier | RD4-score01-1=4 | RD4-score01-2=4 | RD4-score01-3= | RD4-seed02=11 | RD4-team02=SWE T Johansson | RD4-score02-1=6 | RD4-score02-2=6 | RD4-score02-3=
Bottom half
Section 3
| RD1-seed03= | RD1-team03=ITA L Tieleman | RD1-score03-1=6 | RD1-score03-2=6 | RD1-score03-3= | RD1-seed04=Q | RD1-team04=GER J Boruszewski | RD1-score04-1=4 | RD1-score04-2=3 | RD1-score04-3= | RD1-seed05=WC | RD1-team05=CAN B Kokavec | RD1-score05-1=2 | RD1-score05-2=4 | RD1-score05-3= | RD1-seed06= | RD1-team06=NED J Siemerink | RD1-score06-1=6 | RD1-score06-2=6 | RD1-score06-3= | RD1-seed07=WC | RD1-team07=CAN F Niemeyer | RD1-score07-1=63 | RD1-score07-2=4 | RD1-score07-3= | RD1-seed08=12 | RD1-team08=USA V Spadea | RD1-score08-1=77 | RD1-score08-2=6 | RD1-score08-3= | RD1-seed09=13 | RD1-team09=CRO G Ivanišević | RD1-score09-1=4 | RD1-score09-2=4 | RD1-score09-3= | RD1-seed10= | RD1-team10=ZIM B Black | RD1-score10-1=6 | RD1-score10-2=6 | RD1-score10-3= | RD1-seed11= | RD1-team11=USA C Woodruff | RD1-score11-1=4 | RD1-score11-2=6 | RD1-score11-3=3 | RD1-seed12=Q | RD1-team12=ZIM K Ullyett | RD1-score12-1=6 | RD1-score12-2=1 | RD1-score12-3=6 | RD1-seed13= | RD1-team13=ESP A Martín | RD1-score13-1=3 | RD1-score13-2=4 | RD1-score13-3= | RD1-seed14= | RD1-team14=CAN D Nestor | RD1-score14-1=6 | RD1-score14-2=6 | RD1-score14-3= | RD2-seed01=6 | RD2-team01=USA T Martin | RD2-score01-1=5 | RD2-score01-2=6 | RD2-score01-3=6 | RD2-seed02= | RD2-team02=ITA L Tieleman | RD2-score02-1=7 | RD2-score02-2=3 | RD2-score02-3=4 | RD2-seed03= | RD2-team03=NED J Siemerink | RD2-score03-1=2 | RD2-score03-2=2 | RD2-score03-3= | RD2-seed04=12 | RD2-team04=USA V Spadea | RD2-score04-1=6 | RD2-score04-2=6 | RD2-score04-3= | RD2-seed05= | RD2-team05=ZIM B Black | RD2-score05-1=7 | RD2-score05-2=4 | RD2-score05-3=66 | RD2-seed06=Q | RD2-team06=ZIM K Ullyett | RD2-score06-1=5 | RD2-score06-2=6 | RD2-score06-3=78 | RD2-seed07= | RD2-team07=CAN D Nestor | RD2-score07-1=4 | RD2-score07-2=4 | RD2-score07-3= | RD2-seed08=3 | RD2-team08=RUS Y Kafelnikov | RD2-score08-1=6 | RD2-score08-2=6 | RD2-score08-3= | RD3-seed01=6 | RD3-team01=USA T Martin | RD3-score01-1=6 | RD3-score01-2=77 | RD3-score01-3= | RD3-seed02=12 | RD3-team02=USA V Spadea | RD3-score02-1=3 | RD3-score02-2=63 | RD3-score02-3= | RD3-seed03=Q | RD3-team03=ZIM K Ullyett | RD3-score03-1=4 | RD3-score03-2=65 | RD3-score03-3= | RD3-seed04=3 | RD3-team04=RUS Y Kafelnikov | RD3-score04-1=6 | RD3-score04-2=77 | RD3-score04-3= | RD4-seed01=6 | RD4-team01=USA T Martin | RD4-score01-1=68 | RD4-score01-2=77 | RD4-score01-3=4 | RD4-seed02=3 | RD4-team02=RUS Y Kafelnikov | RD4-score02-1=710 | RD4-score02-2=63 | RD4-score02-3=6
Section 4
| RD1-seed03= | RD1-team03=FRA F Santoro | RD1-score03-1=6 | RD1-score03-2=7 | RD1-score03-3= | RD1-seed04= | RD1-team04=GER B Karbacher | RD1-score04-1=2 | RD1-score04-2=5 | RD1-score04-3= | RD1-seed05=WC | RD1-team05=CAN P Gubenco | RD1-score05-1=1 | RD1-score05-2=2 | RD1-score05-3= | RD1-seed06= | RD1-team06=PAR R Delgado | RD1-score06-1=6 | RD1-score06-2=6 | RD1-score06-3= | RD1-seed07= | RD1-team07=FRA A Clément | RD1-score07-1=6 | RD1-score07-2=2 | RD1-score07-3=7 | RD1-seed08=10 | RD1-team08=SWE T Enqvist | RD1-score08-1=4 | RD1-score08-2=6 | RD1-score08-3=5 | RD1-seed09=15 | RD1-team09=FRA S Grosjean | RD1-score09-1=6 | RD1-score09-2=1 | RD1-score09-3=6 | RD1-seed10=Q | RD1-team10=BAH M Knowles | RD1-score10-1=2 | RD1-score10-2=6 | RD1-score10-3=2 | RD1-seed11= | RD1-team11=SVK J Krošlák | RD1-score11-1=7 | RD1-score11-2=5 | RD1-score11-3=1 | RD1-seed12= | RD1-team12=USA M Chang | RD1-score12-1=5 | RD1-score12-2=7 | RD1-score12-3=6 | RD1-seed13=Q | RD1-team13=USA R Reneberg | RD1-score13-1=4 | RD1-score13-2=6 | RD1-score13-3=77 | RD1-seed14=Q | RD1-team14=AUS T Woodbridge | RD1-score14-1=6 | RD1-score14-2=4 | RD1-score14-3=63 | RD2-seed01=LL | RD2-team01=GER A Pretzsch | RD2-score01-1=4 | RD2-score01-2=4 | RD2-score01-3= | RD2-seed02= | RD2-team02=FRA F Santoro | RD2-score02-1=6 | RD2-score02-2=6 | RD2-score02-3= | RD2-seed03= | RD2-team03=PAR R Delgado | RD2-score03-1=6 | RD2-score03-2=77 | RD2-score03-3= | RD2-seed04= | RD2-team04=FRA A Clément | RD2-score04-1=3 | RD2-score04-2=62 | RD2-score04-3= | RD2-seed05=15 | RD2-team05=FRA S Grosjean | RD2-score05-1=4 | RD2-score05-2=3 | RD2-score05-3= | RD2-seed06= | RD2-team06=USA M Chang | RD2-score06-1=6 | RD2-score06-2=6 | RD2-score06-3= | RD2-seed07=Q | RD2-team07=USA R Reneberg | RD2-score07-1=77 | RD2-score07-2=0 | RD2-score07-3=3 | RD2-seed08=2 | RD2-team08=USA A Agassi | RD2-score08-1=65 | RD2-score08-2=6 | RD2-score08-3=6 | RD3-seed01= | RD3-team01=FRA F Santoro | RD3-score01-1=6 | RD3-score01-2=6 | RD3-score01-3= | RD3-seed02= | RD3-team02=PAR R Delgado | RD3-score02-1=4 | RD3-score02-2=2 | RD3-score02-3= | RD3-seed03= | RD3-team03=USA M Chang | RD3-score03-1=2 | RD3-score03-2=5 | RD3-score03-3= | RD3-seed04=2 | RD3-team04=USA A Agassi | RD3-score04-1=6 | RD3-score04-2=7 | RD3-score04-3= | RD4-seed01= | RD4-team01=FRA F Santoro | RD4-score01-1=0 | RD4-score01-2=3 | RD4-score01-3= | RD4-seed02=2 | RD4-team02=USA A Agassi | RD4-score02-1=6 | RD4-score02-2=6 | RD4-score02-3=
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