Paire played in his first Grand Slam tournament, at the French Open, receiving a wildcard in the qualifying draw but lost in the first round.

In 2009, Paire began playing more Challenger tournaments, but at Futures level won the Slovenia F3 and lost in three other finals in the space of three months.

For the first time, Paire made it to the second round of a Grand Slam, coming through qualifying and beating Rainer Schüttler before losing to big-serving Feliciano López in five sets at the US Open.

2011 was Paire's most successful year to date, making more ATP main draw appearances than the rest of his career put together.

[4] Paire also appeared in the main draw in three of the four Grand Slams (and for the first time without needing to qualify), his best result at this level coming at the Australian Open, losing in the second round to former world no.

Paire again missed out on making his first appearance in a main draw at a Masters event, losing in qualifying in both Paris (for the second time in two years), as well as in Monte Carlo.

Benoît next played two back-to-back ATP 250 events at the Brasil Open (losing in the first round to David Nalbandian), and a week later the Buenos Aires where he was again beaten by Stan Wawrinka.

At Indian Wells, Paire lost is in the first round to VTR Open runner-up, Carlos Berlocq, this represented Benoît's first main draw participation at this level.

At the French Open, Benoît reached the second round for the first time in his career, losing to eventual semi-finalist David Ferrer in straight sets.

He followed up his impressive grass-court run at Wimbledon with a semi-finalist showing at s-Hertogenbosch, losing to eventual winner David Ferrer in three sets.

[9] Paire entered an ATP Tour event as the number one seed for the first time in his career at the Farmers Classic in July, but lost at the first hurdle to American Michael Russell.

[10] Paire started his 2013 season in promising fashion, reaching the semi-finals in his first tournament of the year in Chennai before making his 2nd ATP World Tour final at Montpellier.

This time he prevailed after a tough 3-set battle with Sergiy Stakhovsky, claiming his third challenger level win and reaching a new career-high ranking of 33 on 1 April 2013.

[12] At the tournament in Stockholm in October, the 6th-seeded Paire beat the 2nd-seeded Milos Raonic of Canada in the quarterfinals to reach the semifinals, where he lost to Grigor Dimitrov in three sets.

He missed every tournament in February and March due to a knee injury, including Masters 1000 events in Indian Wells and Miami.

He made his return during the clay court season, first playing at the Grand Prix Hassan II, making it to the quarterfinals before losing to eventual champion Guillermo García López.

A recurrence of his knee injury forced Paire to retire towards the end of his first match in Barcelona, and subsequently withdraw from the Portugal Open.

He withdrew from the Rome Masters to allow his knee to recover, however did start the French Open, ending a run of four consecutive defeats by beating Alejandro Falla in the first round before losing to Roberto Bautista Agut in his next match.

He qualified for Cincinnati, however, lost his first round match against wildcard Steve Johnson, resulting in Paire dropping out of the top 100 for the first time since April 2012.

Paire (who was unseeded), won his first ATP Tour singles title in July at the Swedish Open, defeating the top three seeds, including second-seeded Tommy Robredo in the final.

At the 2016 Australian Open, although he was seeded 17th, Paire lost in the first round in three tie-breaks to American teen-aged wildcard Noah Rubin, ranked # 328 in the world.

[19][20] Paire entered his first ATP World Tour tournament of 2017 by playing in the Chennai Open, where he lost in the singles semifinals to the eventual champion Roberto Bautista Agut.

[22] Paire, who was attempting to reach his first career Grand Slam singles quarter-final, lost in straight sets in the fourth round of Wimbledon to top-seeded defending champion Andy Murray.

[68] However, in doubles, he and partner, Romain Arneodo, made it to the final where they fell to Brazilian team Rafael Matos and Felipe Meligeni Alves.

[75] At the 2021 Western & Southern Open Paire reached just his second Masters 1000 quarterfinal (first was in Rome 2013) where he was defeated by eventual finalist Andrey Rublev.

[94] Starting his grass-court season at the BOSS Open in Stuttgart, Paire lost in the first round to sixth seed Lorenzo Sonego.

[95] Seeded second at the Aspria Tennis Cup, a clay-court challenger in Milan, he retired during his first-round match against Alexey Vatutin.

[105] Seeded eighth at the Braga Open, he retired during his second-round match against qualifier Javier Barranco Cosano due to respiratory issues.

[107] At the Brest Challenger, he retired during his second-round encounter against fifth seed, Jelle Sels, due to injuring his lower back.

[121] However, these drop shot attempts sometimes give opponents the advantage when they are hit too deep, causing Paire to lose the point.