| Badge | How to unlock
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| - Check into the John Hancock Center on the Fourth of July (system date).
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| - Check in at the Chicago Yacht Club.
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| - Check in at the Vault Tower, Willis Tower, Triomphe Tower, Chicago World News Tower, WKZ-TV Tower, Water Tower, and the John Hancock Center.
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| - Check in at the Burned Down Factory.
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| - Check in at the Junkyard ten times.
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| - In a multiplayer session, check into the May Stadium with three players on your friends list.
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| - In a multiplayer session, check into a location that a player on your friend list has already checked into.
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| - Become the mayor of City Hall.
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| - Check in at the Cermak Bridge, the Bridge Construction, and the Vyvyn K. Turner Bridge.
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| - In a multiplayer session, check in at the Abandoned Station with a friend.
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| - Check into The Chicago Yacht Club and the Windy City Shipyards within 90 seconds of each other.
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| - Check into the St. Joseph Cemetery at midnight (game time).
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| - Check in 100 times total.
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| - In a multiplayer session, check into a location where four other players are checked in.
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| - Check in at the Pawnee Trailer Park.
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| - Check into the Palin Correctional Center while actively being chased by the police.
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| - Check in at ten unique locations in the game.
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| - Leave five gifts at check-in locations.
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| - Check into the Botanical Gardens while it is raining.
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| - Check in at the Forever Sculpture (Exclusive Mission: Breakthrough).
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| - Check in at the Abraham Lincoln Statue.
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| - Check in at 35 East Wacker Drive.
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| - Check in at the Harbor Lighthouse.
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| - Check in at the Pawnee Mill.
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| - Check into a City Traveler location with maximum felony active.
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| - Check into every location in-game.
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| - Perform your first check-in at any location in the game (Exclusive Mission: The Palace).
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| - Become the mayor of a City Traveler location.
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| - Check in at Blume during a blackout.
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| - Check in at the Owl Motel and the Crazy Moose Inn within 240 seconds of each other.
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| - Check into the Navy Pier Building.
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| - Become the mayor of three City Traveler locations at the same time.
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| - In a multiplayer session, check in to the same location as a player on your friends list within thirty seconds of each other.
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| - Check in at the same location five times within a 7-day period
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| - In a multiplayer session, check into the Owl Motel with a friend after midnight (game time).
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| - Check in at the Chicago Arts & Sciences Center (Exclusive Mission: Signature Shot).
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| - Check in at five unique locations in game.
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| - Check in at the Ambrose Theatre, the Phoebus Theater, and the Cree Theater.
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| - Check in at the three tallest buildings (the skyscrapers in Mad Mile and the Loop).
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| - Check in a total of 200 times.
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| - Check in at the Cermak Bridge.
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| - Check in at the WKZ-TV Center during a communications disruption.
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