The Champions League and Europa League knockout stage ties have been drawn.
Manchester City face Spanish giants Barcelona whilst Arsenal were drawn against current holders Bayern Munich.
Chelsea will play against Turkish side Galatasaray with Didier Drogba facing his former club and Manchester United face Greek side Olympiakos.
In the Europa League, Spurs, who just sacked manager Andre Villa-Boas, are drawn against Ukrainian side Dnipro. Swansea City play Italian side Napoli.
The two Champions League legs will be played in February and March 2014, and the Europa League ties will be played on February 20 and 27.
Champions League round of 16 draw:
Manchester City v Barcelona (Spain)
Olympiakos (Greece) v Manchester United
AC Milan (Italy) v Atletico Madrid (Spain)
Bayer Leverkusen (Germany) v Paris St-Germain (France)
Galatasaray (Turkey) v Chelsea
Schalke (Germany) v Real Madrid (Spain)
Zenit St Petersburg (Russia) v Borussia Dortmund (Germany)
Arsenal v Bayern Munich (Germany)
Europa League round of 32 draw:
Dnipro Dnipropetrovsk (Ukraine) v Tottenham Hotspur
Real Betis (Spain) v Rubin Kazan (Russia)
Swansea City v Napoli (Italy)
Juventus (Italy) v Trabzonspor (Turkey)
Maribor (Slovenia) v Sevilla (Spain)
Viktoria Plzen (Czech Republic) v Shakhtar Donetsk (Ukraine)
Chornomorets Odessa (Ukraine) v Lyon (France)
Lazio (Italy) v Ludogorets Razgrad (Bulgaria)
Esbjerg (Denmark) v Fiorentina (Italy)
Ajax (Netherlands) v Salzburg (Austria)
Maccabi Tel-Aviv (Israel) v FC Basel (Switzerland)
Porto (Portugal) v Eintracht Frankfurt (Germany)
Anzhi Makhachkala (Russia) v Genk (Belgium)
Dynamo Kiev (Ukraine) v Valencia (Spain)
PAOK (Greece) v Benfica (Portugal)
Slovan Liberec (Czech Republic) v AZ Alkmaar (Netherlands)