2014

January

 * January 8: The second issue of Halo: Escalation is released.
 * January 21:
 * Halo: Mortal Dictata, the third and last book of the Kilo-Five Trilogy is released.
 * Halo: Initiation Hardcover edition is released.
 * January 31: Halo: Spartan Assault is released on Xbox 360.

February

 * February 4: 343 Industries closes a multi-book deal with Gallery Books (a division of Simon & Schuster), who will publish all future Halo written fiction, marking the end of 343's contract with Tor Books.
 * February 26: The third issue of Halo: Escalation is released.

March

 * March 26: The fourth issue of Halo: Escalation is released.

April

 * April 4: Halo: Spartan Assault is launched at Steam.
 * April 23: The fifth issue of Halo: Escalation is released.
 * April 28:
 * 343 Industries and Microsoft reveals Halo: Nightfall, a new Halo series directed by Ridley Scott.
 * Red vs. Blue Season 12 begins.
 * April 29: GameRanger acquires Halo PC, Halo Custom Edition and Halo: Combat Evolved Trial hosted servers.

May

 * May 16: Halo Xbox One is officially announced as Halo 5: Guardians.
 * May 28:
 * The sixth issue of Halo: Escalation is released.
 * The Halo Mash-Up Pack for Minecraft: Xbox 360 Edition is released on Xbox Live.
 * May 31: GameSpy shutdown Halo PC, Halo: Combat Evolved Trial, and Halo Custom Edition hosted servers.

June

 * June 9: Halo: The Master Chief Collection and the Halo 5: Guardians Multiplayer Beta are revealed at the E3 2014.
 * June 25: The seventh issue of Halo: Escalation is set to be released.
 * A Master Chief Halo 4-era figure made by NECA is set to be released.

July

 * July 23: The eighth issue of Halo: Escalation is set to be released.

August

 * Three Sprukits figures made by Bandai America are set to be released.
 * August 27: The ninth issue of Halo: Escalation is set to be released.

September

 * September 24: The tenth issue of Halo: Escalation is set to be released.

October

 * The eleventh issue of Halo: Escalation is set to be released.
 * Two Master Chief figures are set to be released by McFarlane Toys, and will be based on his appearance in Halo 5: Guardians and Halo 2.
 * A Master Chief Level-3 Sprutkit figure made by Bandai America is set to be released.
 * October 21: Halo: Escalation Volume 1 is set to be released.

November

 * November 11: Halo: The Master Chief Collection is set to be released.
 * Episode 1 of Halo: Nightfall to be released.
 * The twelfth and final issue of Halo: Escalation is set to be released.
 * A Master Chief Halo 4-era figure made by Kotobukiya is set to be released.

December

 * December 27: The Halo 5: Guardians Multiplayer Beta is set to be released.

Unknown dates

 * 343 Industries will provide an update regarding the future of Halo 2 Vista.
 * An unnamed Halo novel is set to be published as part of 343 Industries' new deal with Gallery Books.