Clowning Around in Video games

Just in time for Halloween, trilogy concludes with a loud bang.

Mixed content.

Viewer discretion still advised.

Characters

Bonker - ClayFighter

Clown - Fighter's History

Adam MacIntyre - Dead Rising

Mad Clown - Super Punch-Out!! (1994)

Joker - Savage Reign

Clown - Heavy Rain

Ransome - Thimbleweed Park

Evil Clown - Slayaway Camp

Spike - Toonstruck

Sweet Tooth (real name Needles Kane) - Twisted Metal

The Clown - Dead by Daylight

Enemies

Killer Clown - Castlevania: Portrait of Ruin
This and others feature in Nation of Fools.

Kinky Pinky - Narc (1988)

Left 4 Dead 2
Uncommon infected are found in Dark Carnival. 

Parodius Da!

Splatterhouse (2010)
Scream Park is the setting.

The Combatribes
As each Act boasts a specific gang (in this case, The Demon Clowns), I'd strongly suggest Technōs' pseudo scrolling brawler took huge inspiration from The Warriors.

The House of the Dead: Overkill
Originally released for Wii, spin-off and non-canonical prequel went all grindhouse.
G and Isaac investigate Carny, where conjoined twins Nigel & Sebastian await.

Until Dawn: Rush of Blood

Horror-themed FPS Killing Time took the novel approach of FMV occasionally overlapping with real time gameplay.

When attacking with giant hands, thing in 3DO original sound like they repeat 'This is tickles'.

I stand corrected?

After said machine was discontinued, game was remade for PC and Mac in 1996.

Logicware definitely had Pennywise in mind.

Bosses

Now the heat is turned up.

Metal Flotsam - Dark Chronicle aka Dark Cloud 2

Kefka - Final Fantasy XIV
God of Magic debuted in Final Fantasy VI or III.

Little Clown - Mr. Nutz

McGuire - Super Double Dragon

Mr. Bubbles - Aero the Acrobat

Philippe - Final Fight 2

Rudy - Wario Land 3

Electric Clown - Super Bomberman

Krusty Balloon - The Simpsons (1991 arcade)

Twisto - Ninja Clowns

Bruce or Danch - Streets of Rage 3 or Bare Knuckle 3 (JP)

These technically don't count, but can't be ignored.

CarnEvil
Before turning nasty, Umlaut initially serves as an accomplished troubadour.

Super Mario World
Finishing one of the greatest games of all time wasn't much of a Bowser (especially using Star Road), but finding all 96 level exits was the real challenge.

Miscellany

Mortal Kombat (2011)

Shang Tsung's Bang Bang fatality.

A direct reference to Joker's equivalent in Mortal Kombat vs. DC Universe.

Resident Evil VII: Biohazard was far from perfect, but definitely a return to form for series.

During the excellent Saw-esque Happy Birthday sequence, creepy puppet carves 'Loser' into Ethan's arm.

Finally.

Eternal Champions: Challenge from the Dark Side
Mega-CD sequel was significantly gorier than Mega Drive predecessor, as one of the new Vendetta finishing moves aptly demonstrates.

Deliciously gruesome.