Boston Bruins (2006–2020)
On 1 July 2006, the first day of the free agency period, Chára signed a five-year, $37.5 million contract with the Boston Bruins and was named the team's captain, a role left vacant since Joe Thornton's departure to San Jose during the 2005–06 season. Chára became only the third Slovak-born NHL player to become a team captain, after Peter Šťastný of the Quebec Nordiques and Stan Mikita (co-captain) of the Chicago Blackhawks. Chára was named to the 2007 NHL All-Star Game (his second appearance) in Dallas and scored two goals in a 12–9 Eastern Conference loss. Chára also won the hardest shot segment of the preceding Skills Competition, clocking a shot at 100.4 mph. While his season was a personal success for many of these reasons, the Bruins were in a rebuilding mode at the time, and the signing was questioned throughout the NHL, as Chára posted an uncharacteristic −21 plus-minus rating that season due to the Bruins' struggles. However, his 32 assists were a new career high.
In 2007–08, Chára was voted a starter in the 2008 NHL All-Star Game, the first time in his career he received such All-Star Game honours. He repeated as the winner of the hardest shot competition, recording an even-faster 103.1 mph (166 km/h) on the radar gun. On 8 March 2008, during a game against the Washington Capitals, Chára suffered a torn labrum in his left shoulder. However, after missing five games, he played the remainder of the season, including the 2008 playoffs. Upon a first-round elimination at the hands of the Montreal Canadiens, he underwent a shoulder operation on 29 April. At the end of the season, Chára received his second nomination for the Norris Trophy after tallying a career-high 17 goals, 34 assists and 51 points, marking the fifth-straight season he had either matched or bested his previous season's points total. The Bruins improved tremendously this season, and the critics who had questioned the Bruins' signing of Chára the previous season were largely silenced by his, and the team's, improved play.
In 2008–09, Chára was named to his fourth All-Star Game. As back-to-back champion of the hardest shot competition, Chára initiated a charity drive among the participants ($1,000 per player) to go to the charity of choice of the competition's winner. The 2009 installation of the event featured additional intrigue, as three players widely considered to possess the hardest shots in the NHL (Chára, Sheldon Souray and Shea Weber) had all been chosen as All-Stars, and therefore would participate in the event. Having raised $24,000 from the six competitors and their respective teams, the NHL and the National Hockey League Players' Association (NHLPA), Chára set a new Skills Competition record with a 105.4 mph (169.7 km/h) slapshot. He donated the winnings to Right to Play, and due to Chára's leading role in fundraising for charity, the hardest shot competition that year was punningly dubbed a "Chara"ty event. The shot passed Al Iafrate's previous record of 105.2 mph (169.3 km/h) from the 1993 competition. During the season, Chára posted a career best 19 goals and eclipsed his career best points total, reaching the 50-point plateau for the second consecutive year with a goal and an assist in his final game of the season. For his efforts, he won his first Norris Trophy as the NHL's best defenceman, edging Mike Green of the Washington Capitals and Nicklas Lidström of the Detroit Red Wings.
Chára would post another standout season in 2009–10, scoring 44 points. His goal total fell to seven from the year before, but his play was as strong as ever, leading the Bruins to lock him up long-term with a contract extension; on 9 October 2010, he re-signed with the Bruins on a seven-year contract.
In 2010–11, Chára's 14 goals and 44 points were another strong campaign, leading to yet another All-Star selection and new heights as his slapshot continued to break records at the 2011 All-Star Game in Raleigh, North Carolina. He eclipsed his own previous record with a shot clocked at 105.9 mph (170.43 km/h). He also achieved a personal milestone that is exceptionally rare for a defenceman; on 17 January 2011, Chára recorded his first career hat-trick against the Carolina Hurricanes in a 7–0 victory. He celebrated the feat by performing retired Slovak NHL star Peter Bondra's celebration, where he mimed throwing a hat into the air. On 8 March 2011, Chára hit and drove Montreal Canadiens forward Max Pacioretty's head directly into an off-ice stanchion at the end of the bench, knocking him unconscious. Pacioretty was taken off the ice on a stretcher. The extent of the injury was revealed the next day to be a non-displaced fracture to the 4th vertebra and a severe concussion. For delivering the hit, Chára received a five-minute major penalty and a game misconduct, and videotape of the play was sent to NHL vice president of hockey operations Mike Murphy for review. However, Murphy decided no further punishment was warranted, calling it a "hockey play". Although a criminal investigation was announced by the Montreal Police Service immediately after the incident, the Crown Prosecutor Office announced on 17 November 2011, that Chára would not be criminally charged. Pacioretty eventually made a full recovery, returning to Montreal the following season. The following season the NHL tested and later mandated a change to its rinks to have a curved glass at the end of the player benches to deflect similar impact. The 2010–11 season culminated in the ultimate glory for Chára, as he captained the Bruins to win the Stanley Cup against the Vancouver Canucks, the Boston team's first Stanley Cup championship win since 1972. In so doing, Chára became the first Slovak to captain a Stanley Cup champion, and only the second European to do so after Nicklas Lidström of Sweden for the Detroit Red Wings. He also became the first player born in a country behind the Iron Curtain to captain a Stanley Cup winner.
At the 2012 All-Star Game's Hardest Shot skill competition, Chára yet again raised his measured hardest slap shot velocity to another record, attaining 108.8 mph (175.1 km/h). Runner-up Shea Weber surpassed Chara's 2011 event record by recording a 106.0 mph (170.6 km/h) blast in the same contest, but Chára's performance ensured he kept his title.
Chára is widely considered to have the hardest slapshot in the NHL, and quite possibly the world – the Kontinental Hockey League (KHL) claims the world record belongs to Alex Riazantsev at 114.1 mph (183.6 km/h), but due to differences in the mechanics of the KHL competition, the NHL does not recognize this figure. Chára won the hardest shot competition at the All-Star Game Skills Competition five times in a row, in 2007, 2008, 2009, 2011 and 2012 (Note: there was no NHL All-Star Game in 2010, due to NHL player participation in the 2010 Winter Olympics, and also in 2013 as a result of the 2012–13 NHL lockout). Chára played his 1,000th career NHL game on 24 March 2012 against the Los Angeles Kings, and it ended with a 4–2 victory for the Bruins.
During the 2012–13 NHL lockout, Chara agreed to play for Lev Praha of the KHL until NHL play resumed. He returned from the lockout to post another solid season, with 7 goals and 12 assists in the 48-game season. His point totals were down due to some of Boston's struggles down the stretch, particularly on the power play, where Chára only posted one assist all season despite plenty of ice time in man advantage situations. However, he remained solid on defence and a key contributor for the Bruins. In the 2013 playoffs, he was physically dominant and played a key role in leading his team to the Final.
Following the 2013–14 season, Chára was named a finalist for the Norris Trophy. He was nominated along with eventual winner Duncan Keith and Shea Weber. Chára finished runner-up in the voting.
By the time the 2016–17 season had started, Chára was skating as part of the Bruins' top defensive pairing beside 6-foot-5-inch rookie defenceman Brandon Carlo, nearly 20 years younger than him.
A similar "pairing" for Chára occurred as the 2017–18 season got going: the American-born star rookie defenceman Charlie McAvoy had, by mid-November of the new Bruins season, become Chára's latest "regular" defensive partner for the Bruins. By early February 2018, Chára played in his 1,400th NHL game in a 4–1 home ice defeat of the Toronto Maple Leafs, only the 39th player in NHL history to reach the milestone. On 28 March 2018, the Bruins re-signed Chára to a one-year, $5 million contract extension.
On 17 April 2019, in game four of the first round series between the Bruins and Toronto Maple Leafs, Chára became the oldest defenceman in NHL history to score a game-winning goal in the Stanley Cup playoffs. On 9 June 2019, during game six of the 2019 Stanley Cup Final against the St. Louis Blues, Chára scored an empty net goal and as a result became the oldest defenceman in NHL history to score a goal in the Stanley Cup Final.
On 10 July 2019, following the retirement of Matt Cullen, Chára became the oldest active NHL player. On 5 November 2019, during a game at the Bell Centre against the Montreal Canadiens, Chára became the 21st player in NHL history to play 1,500 regular season games.
