Games like Round 99
Games like Round 99 include Cuphead, Enter the Gungeon, Bit Blaster XL, Spelunky 2, and Rise & Shine. We matched them by the tags players give Round 99 on Steam (2D Platformer, Shoot 'Em Up, Bullet Hell, Difficult, and Twin Stick Shooter): closest matches first, and among equally close ones the better-known games.

Cuphead
Shared: Difficult · Platformer · Local Co-Op

Enter the Gungeon
Shared: Bullet Hell · Difficult · Twin Stick Shooter

Bit Blaster XL
Shared: Shoot 'Em Up · Bullet Hell · Difficult

Spelunky 2
Shared: 2D Platformer · Difficult · Platformer

Rise & Shine
Shared: 2D Platformer · Bullet Hell · Shoot 'Em Up

Pizza Tower
Shared: 2D Platformer · Platformer · Cartoony

Celeste
Shared: Difficult · 2D Platformer · Platformer

Super Meat Boy
Shared: 2D Platformer · Difficult · Platformer

Voidigo
Shared: Twin Stick Shooter · Bullet Hell · Shoot 'Em Up

Geometry Dash
Shared: Difficult · 2D · Platformer

Nex Machina
Shared: Bullet Hell · Twin Stick Shooter · Shoot 'Em Up

Beat Hazard
Shared: Bullet Hell · Shoot 'Em Up · Twin Stick Shooter

Chippy
Shared: Bullet Hell · Shoot 'Em Up · Twin Stick Shooter

Ikaruga
Shared: Shoot 'Em Up · Bullet Hell · Difficult

Super Time Force Ultra
Shared: 2D Platformer · Bullet Hell · Shoot 'Em Up

Touhou Tenkuushou ~ Hidden Star in Four Seasons.
Shared: Bullet Hell · Shoot 'Em Up · Difficult

Geometry Wars™ 3: Dimensions Evolved
Shared: Shoot 'Em Up · Twin Stick Shooter · Bullet Hell

Touhou Koumakyou: New Classic - the Embodiment of Scarlet Devil
Shared: Shoot 'Em Up · Bullet Hell · Difficult

Assault Android Cactus+
Shared: Bullet Hell · Shoot 'Em Up · Twin Stick Shooter

Hollow Knight
Shared: Difficult · Platformer · 2D

Warhammer 40,000: Shootas, Blood & Teef
Shared: 2D Platformer · Shoot 'Em Up · Bullet Hell

Katana ZERO
Shared: 2D Platformer · Platformer · Action

Bread & Fred
Shared: 2D Platformer · Difficult · Local Co-Op

SANABI
Shared: 2D Platformer · Difficult · Action