HBO NOW October Highlights: Deadpool, Westworld, Divorce, Insecure & More Must-Watch Premieres

As a longtime HBO enthusiast and streaming content analyst, I've curated this complete guide to HBO NOW's October lineup. Drawing from official schedules, expect compelling new series like Divorce starring Sarah Jessica Parker—a spiritual successor to Sex and the City—alongside Insecure from Issa Rae, Tracey Ullman Show, and Magnifica '70 Season 2. Movies include 2016's Ride Along 2, the 1988 classic Cocktail, Jewel of the Nile, and Halloween chills with An American Obsession and Goblin films.

Note: Catch Lucy, Juno, and The Theory of Everything before they leave at month's end.

October 1

• Deadpool
• Police Academy
• 28 Days Later
• An American Haunting (Extended Cut)
• Balls of Fury
• Bride Wars
• Discarnate
• Cocktail
• The Cowboy Way
• Crocodile Dundee in Los Angeles
• Demolition Man
• Drumline
• Eastern Promises
• I Am Legend (Extended Cut)
• Jeepers Creepers
• The Jewel of the Nile
• John Carpenter's Ghosts of Mars
• A Kid in King Arthur's Court
• The Kingdom
• The Place Beyond the Pines
• Poltergeist (1982)
• Repo Man
• Romancing the Stone
• Spider-Man
• Spider-Man 2
• We Were Soldiers
• The Wedding Singer

October 2

• Westworld

October 3

• Class Divide

October 8

• Ride Along 2

October 9

• Divorce (series premiere)
• Insecure (series premiere)

October 10

• VICE News Tonight

October 13

• By the Sea

October 15

• Joy

October 17

• Magnifica '70 (Season 2 Premiere)

October 18

• Mr. Right

October 22

• Gods of Egypt

October 28

• Tracey Ullman Show (Series Premiere)

October 29

• Sesame Street (Halloween episode)
• Poltergeist (Extended Edition)

What are you most excited for on HBO NOW this October? Share in the comments below.