You will unlock badges when you meet certain criteria and “check in” with Aiden’s phone to the specified locations.
A More Perfect Union – Check into the John Hancock Center on July 4 (according to your console’s date).
Ahoy! – Check into the Chicago Yacht Club.
Architectural Marvels – Check into the Chicago World News Tower, Vault Tower, Willis Tower, Triomphe Tower, WKZ-TV Tower, Water Tower, and John Hancock Center.
Ashes To Ashes – Check into the Burned Down Factory.
Auto Graveyard – Check into the Junkyard 10 times.
Batter Up! – Check into May Stadium in multiplayer with 3 friends.
Best Buds – Check into a location in multiplayer a friend already checked into.
Big Kahuna – Become City Hall’s mayor.
Bridge Builder – Check into Bridge Construction, Cermak Bridge, and Vyvyn K. Turner Bridge.
Broken Rail – Check into the Abandoned Station in multiplayer with a friend.
Call Of The Water – Check into the Chicago Yacht Club and then into the Windy City Shipyards less than 90 seconds later.
Cemetery Waltz – Check into St. Joseph Cemetery at midnight according to your console’s time.
Centurion – Check in 100 times overall.
Crowd Surfer – Check into a location in multiplayer where four players are checked in.
Dam It! – Check into the Dam.
Double Wide – Check into Pawnee Trailer Park.
Fugitive – As the police chase you, check into Palin Correctional Center.
Getting Around – Check into 10 spots.
Got You Something – At check-in spots, leave 5 presents.
Green Thumb – While it rains, check into the Botanical Gardens.
Has Bean – Check into the Forever Sculpture, if you have the “Breakthrough” mission.
Honest Abe – Check into the Abraham Lincoln Statue.
Jewelers’ Delight – Check into 35 East Wacker Drive.
Keeper Of The Lighthouse – Check into Harbor Lighthouse.
Lumberjack – Check into Pawnee Mill.
Man On The Run – While max felony is active, check into a City Traveler spot.
Native Chicagoan – Check into every spot.
Newb – Check into a spot for the first time, if you have “The Palace” mission.
Newly Elected – Become a City Traveler spot’s mayor.
Nightcrawler – During a blackout, check into Blume.
Pack Your Bags – Check into the Owl Motel and then into the Crazy Moose Inn less than 240 seconds later.
Pier Pressure – Check into the Navy Pier Building.
Power Hungry – Be the mayor of 3 City Traveler spots at once.
Power Of Friendship – Check into a spot in multiplayer and have a friend check into the same spot less than 30 seconds later.
Regular – Check into the same spot 5 times within a week.
Romantic Getaway – Check into the Owl Motel with a friend in multiplayer after midnight according to your console’s time.
Sophisticated – Check into the Chicago Arts & Sciences Center, only if you have the “Signature Shot” mission
Take Five – Check into 5 different spots.
Theater Buff – Check into Ambrose Theatre, Cree Theater, and Phoebus Theater.
Top Of The World – Check into the 3 tallest buildings, which are the skyscrapers in the Loop and Mad Mile.
Uber Tourist – Check in 200 times overall.
Water Under The Bridge – Check into Cermak Bridge.
We Are Not Alone – During a communications disruption, check into WKZ-TV Center.
[more cheats for Watch Dogs here]