Monopoly Trivia
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98 free Monopoly trivia questions with answers — pop culture quiz, new questions added Oct 2026.
42 free Monopoly trivia questions with answers. Almost everyone has played Monopoly, and almost nobody plays it by the actual rules. This quiz covers both: what the rulebook really says about Free Parking, auctions and getting out of Jail, plus the tokens, the Atlantic City street names (including the one that is spelled wrong), the London edition, and the game's real origin story, in which a Quaker teacher and a Georgist inventor named Lizzie Magie matter far more than Charles Darrow. Easy questions cover things any player knows, like the salary for passing GO. Harder ones get into how many houses come in the box, why the Short Line is called that, how much Parker Brothers paid for the original patent, and how much the McDonald's Monopoly fraud netted. It suits a family game night, a pub quiz round, or anyone who has ever argued over the Free Parking pile. Every answer was checked against Wikipedia's articles on the game, its history and The Landlord's Game, and each question carries its source.
30 of 98 questions with answers and explanations. Play the quiz
Q 01Which railroad comes first after GO in Monopoly?
Reading Railroad
Reading Railroad comes five squares after GO, and a Chance card that orders a trip there helps make it one of the board's most visited properties.
Q 02A classic Monopoly Community Chest card pays $10 for winning second prize in what?
A beauty contest
A beauty contest is the classic answer, though the card vanished in 2021, when a refreshed deck swapped such windfalls for good deeds like rescuing a puppy.
Q 03How much money does each player start with in standard Monopoly?
$1,500
$1,500 is each player's stake, and under the classic rules the bank itself can never go broke: if it runs dry, the Banker may write more money on ordinary paper.
Q 04The streets on the original American board are named after streets in which New Jersey resort?
Atlantic City
Atlantic City's street names were added by local Quakers who played a homemade version of the game before Monopoly was ever sold in a box.
Q 05Which Massachusetts games company bought the rights to Monopoly in 1935?
Parker Brothers
Parker Brothers of Salem first turned the game down, then bought it in 1935 after it sold briskly in a Philadelphia department store.
Q 06Monopoly grew out of The Landlord's Game, patented in 1904 by which inventor?
Lizzie Magie
Lizzie Magie told Washington newspapers in 1936 that Monopoly grew from her game, yet her part stayed largely forgotten until a court case in the 1970s.
Q 07What was The Landlord's Game designed to teach?
How rents enrich property owners
How rents enrich property owners and squeeze tenants was the lesson, and its inventor used the game to promote a cure: a single tax on land.
Q 08Which unemployed Pennsylvanian was long credited as Monopoly's inventor, though he had learned the game from friends?
Charles Darrow
Charles Darrow asked the friend who taught him for a written copy of the rules, sold the game as his own and earned royalties on it for life.
Q 09What was the mascot Mr. Monopoly originally called?
Rich Uncle Pennybags
Rich Uncle Pennybags first appeared on the game's cards in 1936, and although many people picture him with a monocle, the classic mascot was drawn without one.
Q 10Which token replaced the iron in Monopoly after a public vote in 2013?
The cat
The cat took 31 percent of the Facebook vote for a new piece, and the iron went because it drew the fewest votes of the old tokens.
Q 11Which three Monopoly tokens were retired after a fan vote in 2017?
The thimble, wheelbarrow and boot
The thimble, wheelbarrow and boot were voted out, but the thimble did not stay away: it won a 2022 throwback vote and returned to the box in 2023.
Q 12Which property on the American Monopoly board misspells the name of a real place?
Marvin Gardens
Marvin Gardens should read Marven Gardens, a name blended from Margate and Ventnor, and in 1995 the game's makers formally apologised to its residents.
Q 13According to the official rules, what happens when you land on Free Parking?
Nothing
Q 21How much salary does a Monopoly player collect for passing GO?
$200
$200 is paid whether a token passes GO or stops on it, by dice or by card, but one card bars it: 'Go directly to Jail, do not pass Go, do not collect $200.'
Q 22What are the two cheapest properties on the American Monopoly board?
Mediterranean and Baltic Avenues
Mediterranean and Baltic Avenues cost $60 each, and when the city they come from moved to rename the real streets in the 1970s, an outcry from fans kept the names.
Q 23What is the purchase price of Boardwalk?
$400
Its dark-blue partner Park Place costs $350; the London edition's equivalent is Mayfair at £400.
Nothing happens: the official rules call it just a 'free' resting place, and the jackpot of taxes and fines that many families pay out there is a house rule.
Q 14Which Monopoly card appears in both Chance and Community Chest?
Get Out of Jail Free
Get Out of Jail Free is in both decks and may be kept or sold to another player, and its name has become an everyday phrase for any way of escaping trouble.
Q 15A player who reaches Monopoly's Jail square by an ordinary roll is said to be doing what?
Just Visiting
Just Visiting carries no penalty at all, while a player actually sent to Jail may wait up to three turns for doubles before having to pay a $50 fine.
Q 16In Monopoly, what happens if you roll doubles three times in a row?
You go straight to Jail
You go straight to Jail without finishing the third move, and you collect no salary on the way even if the route would have carried you past GO.
Q 17What happens when Monopoly's bank has no houses left to sell?
Players must wait for some to return
Players must wait for some to return: a set holds only 32 houses and 12 hotels, so a player who sits on a pile of houses can lock rivals out of building.
Q 18What must a Monopoly player own before building houses?
The full colour set
The full colour set comes first, and it pays off at once: rent on its streets doubles even before a single house goes up.
Q 19Officially, what happens to a Monopoly property that a player declines to buy?
The bank auctions it to all players
The bank auctions it to all players, including the one who just declined, and the bidding may start at any price, so a street can go for a bargain.
Q 20Which Monopoly property charges rent based on your dice roll?
Water Works
Water Works, like the Electric Company, charges four times the dice roll, or ten times when one player owns both, so a throw of twelve can cost $120.
Q 24Which Leeds firm produced the London edition of Monopoly in the 1930s?
Waddingtons
Waddingtons, a Leeds printer of playing cards, chose the London streets after a flying visit to the capital by its own staff.
Q 25On the London Monopoly board, which property takes Boardwalk's place as the most expensive?
Mayfair
Mayfair is not a street at all but a whole London district, bounded by Park Lane, Piccadilly, Regent Street and Oxford Street.
Q 26It has long been claimed that special wartime Monopoly sets smuggled what to Allied prisoners of war?
Silk maps, compasses and real money
Silk maps, compasses and real money are said to have been hidden in sets by the game's British maker, which printed silk escape maps for MI9, and sent to camps in aid parcels.
Q 27Monopoly's metal tokens are said to have been inspired by what?
A charm bracelet
A charm bracelet: the story goes that a niece of the game's first seller suggested her charms as playing pieces, and early tokens came from a firm that made such charms.
Q 28How much did Monopoly's publisher pay The Landlord's Game's inventor for her patent in 1935?
$500
$500 and no royalties was the deal, and a 1936 newspaper reckoned that lawyers', printers' and patent fees had cost her more than the game ever paid.
Q 29Under the 'Prosperity' rules of The Landlord's Game, what counted as winning?
The poorest player doubling their stake
The poorest player doubling their stake meant everyone had prospered together, the reverse of the bankrupt-your-rivals goal that Monopoly kept.
Q 30Ralph Anspach, who fought a decade-long court battle over his game Anti-Monopoly, had which day job?
An economics professor
An economics professor in San Francisco, he was sued over the name in 1974 and, researching his defence, traced Monopoly back to its folk roots.