Anchorman Movies: Release Order
The Anchorman films are satirical comedies that skewer broadcast journalism through the lens of the magnificently clueless news anchor Ron Burgundy, played by Will Ferrell. The first film takes place in 1970s San Diego, where Ron's male-dominated news team faces upheaval when an ambitious female reporter joins the station.
This watch order includes the two main theatrical films, which follow Ron's career from local news in San Diego to the birth of 24-hour cable news in New York. Note that Wake Up, Ron Burgundy: The Lost Movie (2004) was released straight-to-DVD alongside the first film, but it's assembled from outtakes and an abandoned subplot rather than being a coherent standalone film, so it's excluded from this list.
Linear Timeline: Release Order = Story Order

Anchorman: The Legend of Ron Burgundy
It's the 1970s and San Diego anchorman Ron Burgundy is the top dog in local TV, but that's all about to change when ambitious reporter Veronica Corningstone arrives as a new employee at his station.

Anchorman 2: The Legend Continues
With the 70s behind him, San Diego's top rated newsman, Ron Burgundy, returns to take New York's first 24-hour news channel by storm.
Other Film Series
Bill & Ted
A time-traveling comedy trilogy following two slackers whose band is destined to unite the world.
Critters
Horror-comedy franchise about small, ravenous alien creatures called Crites terrorizing Earth, featuring a complete four-film story arc and a later soft reboot.
Home Alone
A series of holiday comedy films about kids left to defend their homes against bumbling criminals, beginning with Kevin McCallister's iconic adventures.
Johnny English
A comedy spy trilogy starring Rowan Atkinson as the bumbling MI7 agent Johnny English, parodying the James Bond franchise with slapstick humor and satirical espionage adventures.
Madea
Tyler Perry's comedy-drama series featuring the outspoken and larger-than-life Mabel 'Madea' Simmons as she intervenes in various family situations.
Pixar
Pioneering animation studio behind groundbreaking computer-animated films from Toy Story to modern masterpieces.