But Benitez faces a tough task following the flamboyant Mourinho at the San Siro.
They then beat Pescara 6-1 before losing 1-0 away at the San Siro two weeks later.
Since then he has managed Parma and Juventus, before taking on the San Siro-based giants AC Milan.
Sulley Muntari put Milan ahead in the San Siro and Robinho sealed a vital victory in injury time.
The third game in group play took Spurs to the San Siro and a date with European Champions Inter.
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One of Bolingbroke's first tasks it to increase Inter's home attendances at the San Siro, a stadium the club shares with AC Milan.
Thousands of fans turned up at the stadium to welcome Ronaldinho to the club, with the San Siro nearly half full.
Meanwhile in Serie A, Giampaolo Pazzini scored twice as AC Milan overran 10-man Lazio 3-0 at the San Siro on Saturday.
The team celebrated wildly with the fans in Trieste, while the Rossoneri wondered what might have been in the San Siro.
Inter Milan currently shares the San Siro stadium with rival team A.C.
Inter were 2-0 up at halftime at the San Siro and held on after Giuseppe Mascara scored a late penalty for Catania.
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Balotelli had three clear chances to add to their lead in the San Siro before Inter midfielder Ezequiel Schelotto leveled in the 71st minute.
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Barca suffered just their second defeat in 22 matches when they went down 2-0 to Milan in the first leg at the San Siro.
Last season Inter had the highest average Serie A crowd -- 46, 246 -- but given the San Siro's 80, 000 capacity that's still a lot of empty seats.
Midfielder Gattuso headbutted Jordan following his side's 1-0 defeat in the first leg of their last-16 encounter at the San Siro and has since apologised.
Meanwhile in Serie A, Juventus remain on course for a second consecutive league title after beating Inter Milan 2-1 at the San Siro on Saturday.
Now, like Catilina, who is with Ajaccio, he has left the San Siro and will sign for Kilmarnock when the paperwork is completed on Thursday.
But with the likes of Ronaldo, Vieri and Alvaro Recoba at the San Siro, Mutu found opportunities hard to come by with the Italian giants.
Stramaccioni was the latest to attempt to turn it around at the San Siro, but despite the poor results club president Massimo Moratti had kind words.
United have started their last couple of games slowly, but I felt they would have been spot on from the first whistle at the San Siro.
But Jose Mourinho's men may yet rue not having added to Diego Milito's well-placed strike from the edge of the CSKA area at the San Siro.
On arriving from England, Bolingbroke was surprised to learn Inter had no football museum of its own at the San Siro, though it does share one with AC Milan.
The absence of the former Italy international did not hinder the Rossoneri, who trounced United 3-0 at the San Siro to line up a showdown with Liverpool.
Nine-times winners Real Madrid will have to face seven-times champions AC Milan in Group C, meaning an early return to the San Siro for Brazilian playmaker Kaka.
Meanwhile, AC Milan relieved some of the pressure on embattled coach Massimiliano Allegri when beating ten-man Cagliari 2-0 at the San Siro to move tenth in the table.
In the other match, AC Milan were held to a 1-1 draw by Marseille at the San Siro and their qualification hopes are still up in the air.
In Italy's Serie A, Claudio Ranieri's position at Inter Milan has been placed into further doubt after they were held 2-2 in the San Siro by lowly Catania.
Milan vice-president Adriano Galliani has expressed his joy at seeing the striker back at the San Siro and insists his return was not solely down to the club's owner Silvio Berlusconi.
Following their 1-0 defeat at the San Siro last week, that meant the Russian champions needed to score three times to advance to the last four stage for the first time in their history.
Earlier this season, it was reported that former Stuttgart midfielder Hleb, 26, held secret talks with Inter while in the city ahead of Arsenal's Champions League game against rivals AC Milan at the San Siro.
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