[5] Having started out playing as a striker, Engelaar eventually settled into a midfield or defensive role where he impressed with his aerial and passing abilities.

"[9] After fifteen years at Feyenoord, Engelaar then joined NAC Breda, which was the club that saw him started his professional football career.

[6][10] Engelaar made his debut for NAC Breda on the left side of midfield, featuring the full 90 minutes in a 1–0 loss to RKC Waalwijk on 19 August 2000.

[19] He played both legs in the first round of UEFA Cup against Premier League side Newcastle United, as the club lost 6–0 on aggregate.

[20] Shortly after NAC Breda's elimination from the tournament, Engelaar scored his first goal of the season, in a 3–0 win against NEC Nijmegen on 19 October 2003.

[27] Prior to his departure from NAC Breda, he made his last appearance for the club against Utrecht in the opening game of the season and scored in a 3–2 win.

[39] Despite being sidelined on three occasions later in the 2004–05 season due to injuries and suspension, Engelaar went on to make thirty–one appearances and scoring eleven times in all competitions.

[44] Following his return from injury, Engelaar continued to regain his first team place, playing in the midfield position, under the management of Hugo Broos despite their differences.

[48] In the summer transfer window of 2006, Genk informed Engelaar that he can leave the club, due to being unhappy with his performance from the previous season.

[55] He made his debut for the club, coming on as a second half substitute for Wout Brama, in a 2–2 draw against Roda JC on 8 September 2006.

[62] Ahead of the 2007–08 season, Engelaar was linked with a move to PSV Eindhoven, Ajax and Feyenoord, but he ended up staying at FC Twente.

[77] Ahead of the UEFA Euro 2008 tournament, Engelaar announced he is intends to join Bundesliga side Schalke 04 and would be reunited with his former manager Fred Rutten.

[78] Even his performance in the tournament led further interests from Premier League club, which newly appointed Steve McClaren wanted to keep the player.

[81] Engelaar made his debut for the club in a friendly match, coming on as a second half substitute, in a 1–0 win over Rangers on 19 July 2008.

[87] In a follow–up match against Energie Cottbus, Engelaar received a straight red card in the 53rd minute for confronting a referee, in a 2–0 win; which his sending off was described as "unnecessary.

[91] After serving a one match suspension and his own injury concern, Engelaar returned to the first team against Werder Bremen on 7 February 2009, coming on as a 60th-minute substitute, in a 1–1 draw.

[98] Upon being presented at the club, he cited returning to Netherlands to keep his international status alive, so his desire to play in the FIFA World Cup the following year.

[100] He made his debut for the club, starting the whole game, in a 1–0 win against Cherno More in the first leg of the UEFA Europa League third round.

[101] In the return leg, Engelaar played 45 minutes before being substituted at half time, as PSV Eindhoven won 1–0 to advance to the next round.

[104] Four days later on 27 August 2009 against Bnei Yehuda Tel Aviv in the second leg of the UEFA Europa League play–off round, he came on as a second half substitute, and helped the club win 1–0 to qualify for the group stage.

[115] After missing one match due to a flu, he returned to the starting line–up against NEC Nijmegen on 11 September 2010 and set up one of the goals for PSV Eindhoven, in a 3–1 win.

[124] However, Engelaar received a straight red card in the 55th minute for a foul on Luc Castaignos, in a 3–1 loss against Feyenoord on 24 April 2011.

[132] Initially, Engelaar was given the captaincy but a change of heart from PSV Eindhoven's management led Ola Toivonen being appointed instead.

[137] It wasn't until on 18 March 2012 when Engelaar returned to the first team from injury, coming on as a 61st-minute substitute and scored his first goal of the season, in a 5–1 win over Heerenveen.

[149] It wasn't until on 17 January 2014 when Engelaar made his long awaited debut for Melbourne Heart, coming on as a 59th-minute substitute, in a 3–1 win against Newcastle Jets.

[151] After serving a one match suspension, Engelaar returned to the starting line–up against Wellington Phoenix on 16 February 2014 and helped the club win 5–0.

[179] His performance prior to the tournament convinced coach Marco van Basten to include the player in the 23 men squad.

"[182] He made another start for Oranje's second group match of the tournament, playing the first half before being substituted, in a 4–1 win over France three days later on 14 June 2008.

[183] Engelaar made his third start for Oranje in the third group stage match and played the full 90 minutes, as Netherlands won 2–0 against Romania.

[184] With Netherland expected to be the favourite to win the UEFA Euro, the Oranje, however, lost 3–1 in quarter-final match against Russia, in which he made his fourth start of the tournament and was substituted for Ibrahim Afellay in the 61st minute.