Boompile

{T}: Flip a coin. If you win the flip, destroy all nonland permanents.

Tavern Scoundrel

Whenever you win a coin flip, create two Treasure tokens. (They're artifacts with "{T}, Sacrifice this artifact: Add one mana of any color.")
{1}, {T}, Sacrifice another permanent: Flip a coin.

Vedalken Squirrel-Whacker

As Vedalken Squirrel-Whacker enters the battlefield, roll a six-sided die twice. Its base power becomes the first result and its base toughness becomes the second result.
If you would roll one or more six-sided dice, instead roll them and you may exchange one result with Vedalken Squirrel-Whacker's base power or base toughness.

Okaun, Eye of Chaos

Partner with Zndrsplt, Eye of Wisdom (When this creature enters the battlefield, target player may put Zndrsplt into their hand from their library, then shuffle.)
At the beginning of combat on your turn, flip a coin until you lose a flip.
Whenever a player wins a coin flip, double Okaun's power and toughness until end of turn.

Mana Clash

You and target opponent each flip a coin. Mana Clash deals 1 damage to each player whose coin comes up tails. Repeat this process until both players' coins come up heads on the same flip.

Chaotic Strike

Cast this spell only during combat after blockers are declared.
Flip a coin. If you win the flip, target creature gets +1/+1 until end of turn.
Draw a card.

Zndrsplt, Eye of Wisdom

Partner with Okaun, Eye of Chaos (When this creature enters the battlefield, target player may put Okaun into their hand from their library, then shuffle.)
At the beginning of combat on your turn, flip a coin until you lose a flip.
Whenever a player wins a coin flip, draw a card.

Mana Crypt

At the beginning of your upkeep, flip a coin. If you lose the flip, Mana Crypt deals 3 damage to you.
{T}: Add {C}{C}.

Game of Chaos

Flip a coin. If you win the flip, you gain 1 life and target opponent loses 1 life, and you decide whether to flip again. If you lose the flip, you lose 1 life and that opponent gains 1 life, and that player decides whether to flip again. Double the life stakes with each flip.

Fighting Chance

For each blocking creature, flip a coin. If you win the flip, prevent all combat damage that would be dealt by that creature this turn.

Ral Zarek

+1: Tap target permanent, then untap another target permanent.
−2: Ral Zarek deals 3 damage to any target.
−7: Flip five coins. Take an extra turn after this one for each coin that comes up heads.

Stitch in Time

Flip a coin. If you win the flip, take an extra turn after this one.

Aleatory

Cast this spell only during combat after blockers are declared.
Flip a coin. If you win the flip, target creature gets +1/+1 until end of turn.
Draw a card at the beginning of the next turn's upkeep.

Tide of War

Whenever one or more creatures block, flip a coin. If you win the flip, each blocking creature is sacrificed by its controller. If you lose the flip, each blocked creature is sacrificed by its controller.

Yusri, Fortune's Flame

Flying
Whenever Yusri, Fortune's Flame attacks, choose a number between 1 and 5. Flip that many coins. For each flip you win, draw a card. For each flip you lose, Yusri deals 2 damage to you. If you won five flips this way, you may cast spells from your hand this turn without paying their mana costs.

Scoria Wurm

At the beginning of your upkeep, flip a coin. If you lose the flip, return Scoria Wurm to its owner's hand.

Chance Encounter

Whenever you win a coin flip, put a luck counter on Chance Encounter.
At the beginning of your upkeep, if Chance Encounter has ten or more luck counters on it, you win the game.

Chaotic Goo

Chaotic Goo enters the battlefield with three +1/+1 counters on it.
At the beginning of your upkeep, you may flip a coin. If you win the flip, put a +1/+1 counter on Chaotic Goo. If you lose the flip, remove a +1/+1 counter from Chaotic Goo.