The 2019 Gagarin Cup playoffs of the Kontinental Hockey League (KHL) began on 25 February 2019, with the top eight teams from each of the conferences, following the conclusion of the 2018–19 KHL regular season. The playoffs ended on 19 April 2019, when Continental Cup winners CSKA Moscow became the first team to win the Gagarin Cup finals in a series sweep, defeating Avangard Omsk in four games to win their first Gagarin Cup, after two previous Finals defeats.

Playoff seeds

After the regular season, the standard 16 teams qualified for the playoffs.

2019 Gagarin Cup playoffs

Western Conference

The regular season winners and Continental Cup winners were CSKA Moscow with 106 points.

2019 Gagarin Cup playoffs

Eastern Conference

Avtomobilist Yekaterinburg were the Eastern Conference regular season winners with 95 points.

2019 Gagarin Cup playoffs

Playoff bracket

In each round, the highest remaining seed in each conference is matched against the lowest remaining seed. The higher-seeded team is awarded home ice advantage. In the Gagarin Cup Finals, home ice is determined based on regular season points. Each best-of-seven series follows a 2–2–1–1–1 format: the higher-seeded team plays at home for games one and two (and games five and seven, if necessary), and the lower-seeded team is at home for games three and four (and game six, if necessary).

The 2019 Gagarin Cup playoffs started on 25 February 2019, with the top eight teams from each of the conferences, and finished on 19 April 2019.

First round

Eastern Conference first round

(1) Avtomobilist Yekaterinburg vs. (8) Traktor Chelyabinsk

Avtomobilist Yekaterinburg finished first in the Eastern Conference earning 95 points. Traktor Chelyabinsk finished as the Eastern Conference's eighth seed, earning 58 points, and averaging 1.64 goals per game, the lowest recorded tally for any playoff-qualifying team. This was the first playoff meeting between the two teams; Avtomobilist Yekaterinburg won all four games in this year's regular season series.

(2) Barys Astana vs. (7) Torpedo Nizhny Novgorod

Barys Astana finished second in the Eastern Conference earning 86 points. Torpedo Nizhny Novgorod finished as the Eastern Conference's seventh seed, earning 64 points. This was the first playoff meeting between the two teams, and they split their two-game regular season series.

(3) Metallurg Magnitogorsk vs. (6) Salavat Yulaev Ufa

Metallurg Magnitogorsk finished third in the Eastern Conference earning 84 points. Salavat Yulaev Ufa finished as the Eastern Conference's sixth seed, earning 72 points. This was the fifth playoff meeting between the two teams, with the previous four series having been shared; Metallurg Magnitogorsk won the most recent series during the 2016 Gagarin Cup playoffs. This year's two-game regular season series was also shared.

(4) Avangard Omsk vs. (5) Ak Bars Kazan

Avangard Omsk finished fourth in the Eastern Conference earning 83 points. Ak Bars Kazan, the reigning Gagarin Cup champions, finished as the Eastern Conference's fifth seed, one point behind Avangard Omsk. This was the fourth playoff meeting between the two teams with Ak Bars Kazan winning all three previous series, the most recent of which was during the 2017 Gagarin Cup playoffs. This year's two-game regular season series was shared, with both games going to overtime.

In the opening game, a two-goal performance by Sergei Shumakov and a 21-save shutout at home by goaltender Igor Bobkov led Avangard Omsk to a 6–0 win. In the second game, another strong offensive performance coupled with the play of Bobkov gained them a two-game lead, with a 6–3 victory. Despite an early showing by Ak Bars Kazan, Avangard Omsk took a stranglehold in game three on the road on Denis Zernov's second period game-winner, ultimately winning 4–1. Finally, in game four, Shumakov scored all three goals – his first playoffs hat-trick – on the night, as Avangard Omsk swept Ak Bars Kazan in four successive games, marking the first time that the defending champions were beaten in such a manner in the first round of the playoffs.

Western Conference first round

(1) CSKA Moscow vs. (8) Vityaz Podolsk

CSKA Moscow finished first in the Western Conference earning 106 points. Vityaz Podolsk finished as the Western Conference's eighth seed, earning 63 points. This was the first playoff meeting between the two teams; CSKA Moscow won three of the four games in this year's regular season series.