Matches will be played over two legs on 13 and 27 September.

Bulgarian Teams:
Inter Bratislava (Slovakia) v Litex Lovech (Bulgaria); Chelsea (England) v Levski Sofia (Bulgaria); CSKA Sofia (Bulgaria) v Shakhtar Donetsk (Ukraine)

Others:
Inter Milan (Italy) v FC Brasov (Romania); Servette (Switzerland) v Slavia Prague (Czech Republic); Roda Kerkrade (Netherlands) v Fylkir (Iceland); CSKA Kiev (Ukraine) v Red Star Belgrade (Yugoslavia); Genclerbirligi (Turkey) v Halmstad (Sweden); AEK Athens (Greece) v Hibernian (Scotland); Olympija Ljubljana (Slovenia) v Brondby (Denmark); Utrecht (Netherlands) v Graz AK (Austria); Slovan Bratislava (Slovakia) v Slovan Libreac (Czech Republic); FC Copenhagen (Denmark) v Obilic Belgrade (Yugoslavia); Standard Liege (Belgium) v Racing Strasbourg (France); AC Milan (Italy) v BATE Borissov (Belarus); Chernomorets Novorossyisk (Russia) v Valencia (Spain); Aston Villa (England) v Varteks (Croatia); Parma (Italy) v HJK Helsinki (Finland); NK Gorica (Slovenia) v Osijek (Croatia); Ipswich Town (England) v Torpedo Moscow (Russia); Kilmarnock (Scotland) v Viking (Norway); Ajax Amsterdam (Netherlands) v Apollon Limassol (Cyprus); Real Zaragoza (Spain) v Silkeborg (Denmark); Dinamo Bucharest (Romania) v Grasshoppers (Switzerland); Pribram (Czech Republic) v Sedan (France); Troyes (France) v MSK Ruzomberok (Slovakia); Legia Warsaw (Poland) v Elfsborg (Sweden); Westerlo (Belgium) v Hertha Berlin (Germany); PAOK Salonika (Greece) v Karnten (Austria); Dynamo Moscow (Russia) v Birkirkara (Malta); Dnipro Dnipropetrovsk (Ukraine) v Fiorentina (Italy); St Gallen (Switzerland) v Steaua Bucharest (Romania); Girondins Bordeaux (France) v Debrecen (Hungary); Gaziantepspor (Turkey) v Hapoel Tel Aviv (Israel); FC Haka (Finland) v Union Berlin (Germany); Partizan Belgrade (Yugoslavia) v Rapid Vienna (Austria); Celta Vigo (Spain) v Sigma Olomouc (Czech Republic); Sporting Lisbon (Portugal) v FC Midtjylland (Denmark); FC Makhachkala (Russia) v Rangers (Scotland); Hajduk Split (Croatia) v Wisla Krakow (Poland); Paris St Germain (France) v Rapid Bucharest (Romania); Maritimo (Portugal) v Leeds United (England); Olympiakos Nicosia (Cyprus) v Club Bruges (Belgium); Odds (Norway) v Helsingborg (Sweden); *Tirol Innsbruck (Austria) v Viktoria Zizkov (Czech Republic); Dinamo Zagreb (Croatia) v Maccabi Tel Aviv (Israel); Polonia Warsaw (Poland) v Twente Enschede (Netherlands); Matador Puchov (Slovakia) v Freiburg (Germany).

*Tirol Innsbruck have appealed to UEFA about their defeat by Lokomotiv Moscow in a Champions League third round qualifying match. They were included in the UEFA Cup draw pending the appeal.

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