Real Madrid had ten attempts on target at the BernabeuChelsea have it all to do if they are to advance to the Champions League semi-finals after losing to holders Real Madrid at the Bernabeu.
Karim Benzema's tap-in - his 90th goal in the competition - gave Real boss Carlo Ancelotti the perfect start against his former club.
Real Madrid struggled to add to their lead before Ben Chilwell was shown a straight red card in the 59th minute for fouling Rodrygo as the Brazil forward threatened to go clean through on goal.
Chelsea produced a battling performance but Real scored what could be a decisive second goal when substitute Marco Asensio finished well after the visitors were caught out following a short corner.
Chelsea carried more of an attacking threat after the tepid performance against Wolves in Frank Lampard's first game back as interim manager, and had chances of their own.
Joao Felix forced Thibaut Courtois into a smart save when the game was goalless before the former Chelsea keeper produced a fine diving stop to deny Raheem Sterling an equaliser.
Tough night for Chelsea
Chelsea must score at least twice in next Tuesday's quarter-final return leg at Stamford Bridge, but they are now without a goal in their past four matches.
They were denied a late goal when former Chelsea defender Antonio Rudiger produced a superb block to deny substitute Mason Mount a goal that would have sent the Blues into the second leg in high spirits.
The Champions League is their last hope of a trophy in this most chaotic of seasons and Felix almost gave the Blues a dream start in the second minute, only to be denied by Courtois.
While Real struggled at times for rhythm in midfield, the return of N'Golo Kante improved Chelsea's engine room, while Felix continued to keep Courtois on his toes before he was replaced after Chilwell was sent off in the 59th minute.
Chelsea owner Todd Boehly said in an interview with Sky Sports before the game that "we're excited about the future" while also predicting his club would win 3-0 against Real Madrid.
It is hard to see where the excitement is coming from after a fifth game without a win and the team drifting in the bottom half of the Premier League table.
This was Chelsea's ninth Champions League game of the season with their third different manager.
Since Ancelotti was sacked by the Blues in May 2011 after finishing second in the table, Chelsea have gone through 10 permanent managers - sacking seven, including Lampard in January 2021.
Lampard had been due to work at this game as a television pundit until he answered Chelsea's call to take charge until the end of the season.
The club legend, however, has now suffered 13 defeats in his past 16 matches in all competitions across spells with Everton and Chelsea this season.
Chelsea's last goal came against Everton on 18 MarchRudiger shows his worth
Ancelotti said on the eve of this tie that he was "sad" about Chelsea's poor form yet his Real Madrid side added to his former club's problems.
Real were far from their fluid best but did enough to establish a healthy advantage as they look to win the competition for a record 15th time.
Vinicius Junior and Rodrygo were a handful as Real registered 18 attempts, while Courtois was a solid last line of defence.
Rudiger's block to deny Mount at the end was crucial. Having helped Chelsea win the Champions League in 2021, the German showed what a shrewd addition he is after moving to Real on a free transfer last June.
Player of the match
Vinícius JúniorVinícius Júnior
Chelsea
Squad number7Player nameKanté
Squad number6Player nameThiago Silva
Squad number26Player nameKoulibaly
Squad number24Player nameJames
Squad number1Player nameArrizabalaga
Squad number19Player nameMount
Squad number5Player nameFernández
Squad number8Player nameKovacic
Squad number33Player nameFofana
Squad number14Player nameChalobah
Squad number11Player nameJoão Félix
Squad number23Player nameGallagher
Squad number29Player nameHavertz
Squad number32Player nameCucurella
Squad number21Player nameChilwell
Squad number17Player nameSterling
Line-ups
Real Madrid
Formation 4-3-3
1Courtois
2Carvajal Ramos3Militão4Alaba12Camavinga
15Valverde8Kroos10Modric
21Rodrygo9Benzema20Vinícius Júnior
1Courtois2Carvajal RamosBooked at 87mins3MilitãoBooked at 83mins4Alaba12CamavingaBooked at 7minsSubstituted forRüdigerat 71'minutes15Valverde8KroosSubstituted forTchouaméniat 84'minutes10ModricSubstituted forCeballosat 81'minutes21RodrygoSubstituted forAsensioat 71'minutes9Benzema20Vinícius JúniorSubstitutes
5Vallejo6Nacho7E Hazard11Asensio13Lunin16Odriozola17Vázquez18Tchouaméni19Ceballos22Rüdiger24Mariano26López AndúgarChelsea
Formation 3-5-2
1Arrizabalaga
33Fofana6Thiago Silva26Koulibaly
24James7Kanté5Fernández8Kovacic21Chilwell
17Sterling11João Félix
1Arrizabalaga33FofanaBooked at 5mins6Thiago SilvaSubstituted forMountat 76'minutes26KoulibalySubstituted forCucurellaat 55'minutes24James7KantéSubstituted forGallagherat 75'minutes5Fernández8KovacicBooked at 87mins21ChilwellBooked at 59mins17SterlingSubstituted forHavertzat 65'minutes11João FélixSubstituted forChalobahat 65'minutesSubstitutes
10Pulisic12Loftus-Cheek14Chalobah15Mudryk16Mendy19Mount20Zakaria22Ziyech23Gallagher28Azpilicueta29Havertz32CucurellaReferee:François LetexierAttendance:63,142Live Text
Match ends, Real Madrid 2, Chelsea 0.
Second Half ends, Real Madrid 2, Chelsea 0.
Attempt missed. Kai Havertz (Chelsea) left footed shot from the left side of the box is close, but misses to the left.
Attempt blocked. Mason Mount (Chelsea) left footed shot from the centre of the box is blocked.
Attempt missed. Karim Benzema (Real Madrid) header from the centre of the box is too high.
Foul by Vinícius Júnior (Real Madrid).
Enzo Fernández (Chelsea) wins a free kick on the right wing.
Mateo Kovacic (Chelsea) is shown the yellow card.
Dani Carvajal (Real Madrid) is shown the yellow card for a bad foul.
Foul by Dani Carvajal (Real Madrid).
Marc Cucurella (Chelsea) wins a free kick in the defensive half.
Attempt blocked. Vinícius Júnior (Real Madrid) right footed shot from outside the box is blocked. Assisted by David Alaba.
Substitution, Real Madrid. Aurélien Tchouaméni replaces Toni Kroos.
Éder Militão (Real Madrid) is shown the yellow card for a bad foul.
Foul by Éder Militão (Real Madrid).
Marc Cucurella (Chelsea) wins a free kick in the attacking half.
Substitution, Real Madrid. Dani Ceballos replaces Luka Modric.
Attempt missed. Marco Asensio (Real Madrid) left footed shot from outside the box is close, but misses to the right. Assisted by Toni Kroos following a set piece situation.
Dani Carvajal (Real Madrid) wins a free kick on the right wing.
Foul by Mason Mount (Chelsea).
