Games like Keep On Winning!
Games like Keep On Winning! include Papers, Please, Cookie Clicker, Please, Don’t Touch Anything, There Is No Game: Wrong Dimension, and Click the Button. We matched them by the tags players give Keep On Winning! on Steam (Casual, Point & Click, Incremental, 2D, and Pixel Graphics): closest matches first, and among equally close ones the better-known games.

Papers, Please
Shared: Point & Click · Pixel Graphics · Indie

Cookie Clicker
Shared: Incremental · Casual · Pixel Graphics

Please, Don’t Touch Anything
Shared: Point & Click · Pixel Graphics · Casual

There Is No Game: Wrong Dimension
Shared: Point & Click · Casual · Indie

Click the Button
Shared: Casual · Incremental · Point & Click

Timberman
Shared: Casual · Pixel Graphics · 2D

Vampire Survivors
Shared: Pixel Graphics · 2D · Casual

That's not my Neighbor
Shared: Casual · Point & Click · Multiple Endings

Undertale
Shared: Pixel Graphics · Multiple Endings · 2D

To The Core
Shared: Casual · Incremental · 2D

Five Nights at Freddy's: Into the Pit
Shared: Pixel Graphics · 2D · Singleplayer

OneShot
Shared: Pixel Graphics · Indie · Singleplayer

Unpacking
Shared: Casual · Pixel Graphics · Singleplayer

DAVE THE DIVER
Shared: Casual · Pixel Graphics · Singleplayer

Touhou Mystia's Izakaya
Shared: Casual · Pixel Graphics · 2D

Game Dev Tycoon
Shared: Casual · Indie · 2D

Digseum
Shared: Casual · Incremental · Pixel Graphics

The Henry Stickmin Collection
Shared: Multiple Endings · Point & Click · Singleplayer

Human-powered spacecraft
Shared: Casual · Incremental · Indie

Unfair Flips
Shared: Casual · Incremental · 2D

Keep on Mining!
Shared: Casual · Incremental · Singleplayer

Gorogoa
Shared: Casual · Point & Click · Indie

Marisa!ReturnTheBook!
Shared: Casual · Incremental · 2D

Shelldiver
Shared: Casual · Incremental · 2D