Just two weeks later, Hickey scored his first playoff goal in Game 3 in overtime against the Florida Panthers on a pass from Brock Nelson, giving the Islanders a 2–1 series lead.

Despite being limited to just 14 games for the Sound Tigers, Hickey was the Islanders nominee for the Bill Masterton Memorial Trophy in the 2019–20 season following the death of his older brother, Dan.

During his final professional season, Hickey was loaned by the Islanders to finish his career with the Ontario Reign of the AHL, the affiliate of his original NHL club, the Los Angeles Kings.

Following a 12 year professional playing career, Hickey effectively announced his retirement in joining the MSG Network's New York Islanders broadcast team on October 27, 2022.

[9][10][11] In April 2024, Canadian NHL broadcast rightsholder Rogers Communications announced that it had struck a deal to shift a portion of its rights – specifically the Monday night games played in Canada – from its own NHL on Sportsnet broadcast to Amazon Prime Video for the 2024–25 and 2025–26 regular seasons.

[12] In September, it was announced that Hickey would provide analysis and interviews during Prime Monday Night Hockey,[13] including reports from between the benches,[14] when it launched with a game in Montreal on October 14, 2024.