His most notable achievements include winning the UEFA Champions League with AC Milan and being voted the 2007 Czech Footballer of the Year.

He earned 77 caps for the Czech Republic, and represented them at three UEFA European Championships, the 2000 Summer Olympics and the 2006 FIFA World Cup.

A quick, tenacious, and hardworking player, Jankulovski was well known for his versatility, being able to play anywhere on the left side, and was used as a full-back, as a wing-back, and as a winger throughout his career.

[16][17][18] At the end of the 1999–2000 season, Jankulovski went on to make 27 appearances and scoring eight times in all competitions; his performance at Baník Ostrava attracted interest from foreign clubs.

[38] However, Jankulovski received a straight red card in the 89th minute, having come on as a 70th-minute substitute, in a goalless draw against Perugia on 18 March 2001.

[78] After missing five matches that saw him sidelined for a month, Jankulovski returned to the first team, coming on as a 66th-minute substitute, in a 2–1 win against Empoli on 8 December 2002.

[80] Despite being sidelined towards the end of the 2002–03 season, Jankulovski continued to regain his first-team place, rotating in playing either left-back or in midfield.

[citation needed] Ahead of the 2003–04 season, Jankulovski's performances attracted interests from clubs at Serie A but he ended up staying at Udinese.

[95] Eventually, he ended up staying at Udinese, having rejected a move to CSKA Moscow, preferring to join another Serie A club instead.

[98] However, a week later against Brescia on 26 September 2004, Jankulovski received a straight red card for unsportsmanlike behaviour in the 80th minute, in a 2–1 loss.

[99] Four days later on 30 September 2004, in the return leg against Panionios in the UEFA Cup first round, he received another red card for unsportsmanlike attitude, as the club won 1–0, but was eliminated from the tournament following a 3–2 loss on aggregate.

[100] After serving a one match suspension, Jankulovski returned to the starting line-up against Inter Milan on 17 October 2004, as Udinese lost 3–1.

[citation needed] In June 2005, Jankulovski was unveiled as an AC Milan player after signing for an undisclosed fee from Udinese.

[112][110] However, he could not start playing immediately, due to a broken ankle sustained two months ago and missed the club's pre–season tour.

[113] But Jankulovski recovered and made his Milan debut, coming on as an 87th-minute substitute, in a 1–1 draw against Ascoli in the opening game of the season.

[117] He made his UEFA Champions League debut, coming on as a second-half substitute, in a 1–0 win against PSV Eindhoven on 1 November 2005.

[citation needed] Ahead of the 2006–07 season, Jankulovski's future at Milan was in doubt, due to his lack of first team opportunities.

[141] He made his return to the first team from injury against Siena on 10 February 2008 and started the whole game to help the club a clean sheet, in a 1–0 win.

[155] Due to lack of first team opportunities, Milan were said to have offered Jankulovski to Inter in exchange for Mancini during the winter transfer period.

[156] However, he refused to move to the club's bitter rivals and later said that betraying Milan was not an option, stating, "Truth be told, I didn't give it much thought...

[164] Four days later on 30 January 2011, Jankulovski announced his intention to leave Milan at the end of the 2010–11 season and return to the Czech Republic to close out his career.

On 10 October 2011, Jankulovski returned to play club football in the Czech Republic for the first time since leaving Baník Ostrava for Italy 11 years before.

[171][172][173][174] Jankulovski made his first appearance in eleven years against Hradec Králové on 15 October 2011 but managed to play just eight minutes after coming on as a substitute before suffering a knee injury and leaving the pitch, in what turned out to be his last professional football match.

[187] Following the end of the UEFA Euro 2000, Jankulovski made his first senior international start in a 1–0 loss against Slovenia the same year on 16 August.

[196][197][198] Following the failure to qualify for the 2002 FIFA World Cup, Jankulovski helped Czech Republic keep three consecutive clean sheets between 27 March and 18 May 2002.

[204] Jankulovski became the Czech Republic's first-choice left-back and helped the national team progress through the group stage and the quarter-final.

[210] After the UEFA Euro 2004, Jankulovski helped the national team keep four consecutive clean sheets between 9 October 2004 and 5 February 2005.

[217] Jankulovski then helped the national team keep four consecutive clean sheets between 26 May and 12 June 2006, including scoring once against Saudi Arabia and then in the opening match of the group stage against the United States.

[222][223][224][225][226] Following the end of 2006 World Cup, Jankulovski continued to be the Czech Republic's first-choice left-back throughout UEFA Euro 2008 qualifying.

[255][256] However, the national team failed to qualify for FIFA World Cup and he announced his retirement from international football shortly afterwards.