Kluivert made his debut as a starter on August 21, 1994, in the Dutch Super Cup match against Feyenoord. He scored immediately during his debut, securing a 3-0 victory for his team. This marked his first career trophy. In the 1994/95 season, he had competition from Kanu and Ronald de Boer for a spot up front and often played just behind the main striker. Kluivert played in 25 league matches and scored 18 goals, becoming Ajax’s top scorer. In the Eredivisie, only Ronaldo outscored him by 12 goals. Ajax won the league title without losing a single game. In the Amstel Cup, Kluivert played and scored only for Ajax 2, and both Ajax teams reached the quarterfinals. The highlight of the season was his role in the Champions League final against defending champions AC Milan. In the final in Vienna, Kluivert came on as a substitute for Litmanen in the 69th minute. Five minutes before the end, Rijkaard played a one-two with Kluivert, who then skillfully maneuvered past his defender, created space, and chipped the ball past goalkeeper Sebastiano Rossi, securing the UEFA Champions League title for Ajax.
In the 95/96 season, Kluivert was named ‘Dutch Talent of the Year’ and ‘European footballer under 21 of the year 1995,’ crowning his debut season. Ajax once again claimed the Dutch Super Cup, defeating cup winner Feyenoord. After 90 minutes, the score was 1-1, and in extra time, Kluivert scored the Golden Goal from the penalty spot. Ajax also won the European Super Cup by defeating European Cup II winner Real Zaragoza. Kluivert scored the equalizer in the away game, and Ajax sealed the victory with a 4-0 win at home. Finally, Ajax won the Intercontinental Cup against the winner of the Copa Libertadores, Brazilian club Gremio, after a penalty shootout, despite a miss by Kluivert. They defended their league title, with Kluivert contributing 15 goals and 7 assists. In the Champions League tournament, he scored five goals. A memorable match was played against Real Madrid, in which Kluivert also found the net. Despite the final score of ‘only’ 0-2, many considered this the pinnacle of that golden generation. The Ajax players received a standing ovation from the Madrid crowd. Ajax eventually reached the final again but lost to Juventus after a penalty shootout.
His third season at Ajax was considerably less successful. A fatal car accident he caused in 1995 and a rape case made the 96/97 season personally challenging for Kluivert. On the sporting front, things didn’t go well either. Kluivert played seventeen league matches. He faced criticism from his older teammates and even jeers from the home crowd. The entire team struggled during this period. Kluivert managed to score six goals in the Eredivisie, sharing the top scorer title for Ajax. In the Champions League, Kluivert made four appearances but played a pivotal role twice. He scored the only goal in the decisive group match against Grasshoppers Zürich, securing Ajax a spot in the quarter-finals. He was crucial again in the semi-final, equalizing against Atlético Madrid in the first leg. This was his last goal for Ajax as he had to undergo a knee operation in April, missing the remainder of the season. The elimination, along with Ajax finishing fourth in the Eredivisie and losing in the national cup and Super Cup, resulted in a season without silverware. Kluivert lost a lot of support in Amsterdam and across the Netherlands. He faced jeers and hurtful chants from rival fans and media exploited the controversies surrounding him. The public sentiment around Kluivert had completely shifted in one year. Kluivert wanted to leave the Netherlands and play abroad. He did receive a farewell tribute from Ajax, where he expressed his desire to return someday.