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A while back, my friends and I were staying in a cabin with only two (decent) board games: chess and Monopoly. In a fit of genius(?) we decided to combine them, and the results were kinda fun! I present to you this brand new game. Look upon it and weep.
--WHAT YA NEED--
One (1) standard chessboard, with all pieces.
One (1) Monopoly game of any variety.
Sixty-four (64) small pieces of paper. Take six pieces and write the number "1" on them, six with the number "2", and so on up to 10. Four more pieces of paper should be labeled "11."
--PREP--
Shuffle the slips of paper up and place one on each square of a standard chessboard. Put the chess pieces on top. Prepare Monopoly according to game (or house) rules.
--PLAY - 2-PLAYER--
The first player plays a chess move, and the piece lands on a square with one of the numbers (1-11). The player then moves that number of squares on the Monopoly board. Having done so, depending on the square, they can buy property/pay rent/pick a chance or community chest card/go to jail/pay taxes (standard Monopoly stuff). Players can choose to move pieces on a chessboard in ways that are unhelpful in a normal game, but make for a tremendously useful Monopoly move. Chess is played in the standard way, with regular piece movements, captures, and checks.
If a player takes any piece other than pawns, they can choose to double their move. For example, if one player takes the other's knight on a square labeled "5," they can choose to either move five squares or ten.
Any player who repeats a move twice while not in check (e.g. moving the knight to another square and back twice) immediately forfeits the game. This prevents people from finding comfortable patterns that allow them to cruise along in Monopoly without thinking about chess. The threefold repetition rule, however, still applies if one player is checking the other. In the event of a draw, the chessboard is reset and play begins again, with neither player receiving any reward or punishment.
If a player is checkmated, (1) they immediately go to jail and (2) the victor can take up to three of the loser's property cards (they get to choose which one(s) to nab).
Players get out of jail in five turns, after capturing an opponent's major piece (rook/queen), or after somehow checkmating their opponent on the chessboard.
The goal of the game is to cause the other player to go bankrupt in Monopoly. This may take several chess games to occur. Players alternate between playing as white and as black between games.
--PLAY - 4 PLAYER--
Monopoly Chess becomes more strategic (and fun) with a 4-player game. The rules are the same, but the chess game is played in loose teams - two players alternate moves with the white pieces, while the other two play as black. Each player may choose to prioritize moving their own Monopoly token to good properties over making sane chess moves, relying on the other player to clean up their mistakes. However, both members of the losing team must go to jail and forfeit up to three property cards each. Teams are allowed to discuss moves openly, but this may lead to the other team learning of their plans. Between matches, the chess teams switch - if the players were numbered 1-4, during the first game 1 and 2 would play against 3 and 4. 1 and 4 would play against 3 and 2 for the next game, then 1&3 vs 2&4.
When one player is knocked out, the player with the least amount of money becomes an Agent of Chaos. They play moves on both sides of the board as follows: the white team makes a move; the black team makes a move; the Agent makes a move for the white team; the black team moves; the white team moves; and the Agent makes a move for the black team. When another player is eliminated, 2-player rules take over until the winner is crowned.
This game is definitely most fun when played with a time control. The time is for the entire game, not each individual chess match, and the clock is stopped after each Monopoly turn ends. A good time control for quick play is ~1 hour per side.
This version of chess has its (obvious, glaring) flaws, but it can also be a fun party game if your friends are into that sort of thing! Let me know if this ruleset needs adjusting, or if you ever give this a try. Good luck!