AC Milan will face FC Zurich in the first round of the UEFA Cup, while Belgium's Standard Liege are facing another trip to Liverpool to tackle Everton.
Milan are in the competition after finishing fifth in the Italian league last season and missing out on a place in the more prestigious Champions League, a competition they have won seven times.
Of the 80 teams in Friday's draw, Standard Liege were paired with Everton two days after they lost to the English club's neighbour Liverpool in a Champions League qualifier.
The Belgian side lost 1-0 at Liverpool, after Dirk Kuyt scored with only two minutes left of extra time.
In other key matchups, Sevilla face Austrian club Salzburg and Valencia take on Portugal's Maritimo.
Ajax drew Serbian club Borac, while Sampdoria faces Kaunas of Lithuania.
Tottenham face a tough first match away to Polish side Wisla Krakow, which was eliminated from the Champions League on Tuesday but still managed a 1-0 home win over Spanish powerhouse FC Barcelona.
"The second leg will be away. They beat Barcelona the other night," Tottenham's sporting director Damien Comolli said.
"They are very passionate fans so we will have to do very well at home to start with."
The pressure is on Spurs after a difficult start to the Premier League season coupled with a bitter transfer dispute with star striker Dimitar Berbatov.
"I'm not saying I'm concerned, but we have to be careful. It will be a competitive tie for sure," Comolli said.
"I think the talent is there, the quality is there. It's just a question of confidence, the new players settling in."
