Here is the full list of all 42 DRAW CHILLY achievements.
Defeat Lootbox
Defeat Elder K
Defeat Gramps
Defeat the Knight
Defeat Victor and Mako
Defeat Sir HellPlay
Defeat Sugar
Defeat Banana Queen
Defeat Jack and Juggernaut
Defeat the Final Boss
Don't let Lootbox devour a minion
Avoid getting hit by Elder K
Avoid taking damage from the laser
Clear the battlefield before defeating the Knight
Avoid getting hit by flowers
Avoid getting hit by soundwaves
Finish Sugar off with a rocket
Keep Vladimir's health above 50%
Defeat Jack first
Don't use the Ghost ability against the Final Boss
Get all the Horsemen's Gifts
Get all of War's upgrades
Get all of Death's upgrades
Get all of Famine's upgrades
Get all of Pestilence's upgrades
Fully upgrade one active ability
Fully upgrade one of Vladimir's strengths
Reach the highest city level
Summon any of the Horsemen
Speed the city up to maximum
Reach stage 200
Charm a big monkey
Have three thugs in your squad at once
Have 15 warriors or more in your squad
Make the Cleaner clean 15 objects off the floor at once
Save up 1000 VladCoins
Throw 10 members of your squad off the platform during one stage
Defeat any boss while you have less than 20 health
Complete 10 stages in one play session without resurrections
Find and defeat the Yeti
Get hit in the head by an anvil
Complete the game and reach the post-credits scene