With Ajax Bergkamp won his second European Cup, the UEFA Cup in 1992. He was three times Dutch topscorer (1991, -92, -93) and was voted twice 'Football Player of the Year' by his Dutch collegues (1992 and -93). In Ajax Dennis played right behind the strikers, position what was later taken by another top player, Finnish Jari Litmanen. In the Dutch league Dennis played 185 games and scored 103 goals. Altogether, Bergkamp played 239 games for Ajax and scored 122 goals.
After this great year Bergkamp and his teammate Wim Jonk were sold to Inter of Italy. That was the effect of his excellent performance in Euro 1992. Johan Cruyff disapproved it because he felt that Bergkamp would not play well in the defensive style of Inter. But Bergkamp wanted a challenge and he chose Inter over clubs like AC Milan and Barcelona, where football was played more similar to the attacking Ajax system. Again he played in UEFA Cup final and won it, now with Inter. He stayed in Italy for two seasons, but as Cruyff predicted, Dennis had a difficult time in Milano. The club promised a change of playing style but it didn't happen. Moreover, Bergkamp's releationship with his teammates was not so good. For an example, one of his teammates in Inter, the Uruguayan striker Ruben Sosa treated him more as a rival than a colleague. Dennis also could't go down well with the quite-hungry Italian press; When he wouldn't talk to them, they talked to his gardener who told them that one of Italy's most highly paid footballers liked to stay at home with his wife. Bergkamp received much criticism in Milan. During this unhappy time, he still played well for the Netherlands played an important part in Netherlands' 1994 World Cup campaign, playing every game in the finals. The Dutchmaster scored three goals in five World Cup matches.
After the World Cup, Bergkamp returned to Milan for one more year. At the end of the 1994/95 season, he realized that things will not change at Inter. Having opted to leave, Bergkamp's decision to join Arsenal was made quickly.
On the 20th of June 1995, Dennis became Arsenal's record purchase for £7.5m.

Now he could play matches in foreign countries only if they could be reached by car, train or boat. That's why one of his nicknames is "The Non-Flying Dutchman".
His move to Arsenal was one of the biggest and most talked about transfers to the Premiership. Therefore, when he didn't score at the start of the season, he was higly criticised.

Dennis scored 16 times that season. Others said Bergkamp was not aggressive enough. Those criticism were actually quite unfair. As Ruud Gullit pointed out, Bergkamp is neither a target man or creative midfield. His strength is to be in the right place at the right time. He would create more goals than he would score. Statistic also showed that Bergkamp was involved in 75% of the Arsenal's goals at the beginning of the season. Finally, in his 8th Premier League game, he silenced the critics with two stunning goals, his first two for Arsenal.