Chicago Sports
This Bears head coach led the team to its only Super Bowl victory in 1985.
Mike Ditka
This cat-and-mouse duo was a staple of Saturday mornings, known for their slapstick chases and silent comedy.
Tom and Jerry
This country superstar released the 1990 hit “Friends in Low Places.”
Garth Brooks
his Netflix series about a young chess prodigy became a surprise global hit in 2020.
The Queen's Gambit
Sweet dreams are made of this,
who am I to disagree
This pitcher threw a perfect game for the White Sox in 2009, the 18th in MLB history.
Mark Buehrle
This animated series featured Batman, Superman, Wonder Woman, and Aquaman teaming up to fight evil.
Super Friends
This artist’s 1995 hit “Any Man of Mine” helped launch her into crossover stardom.
Shania Twain
This 2021 TikTok viral hit by Olivia Rodrigo debuted at No. 1 on the Billboard Hot 100.
Driver's license
I got friends in low places, where the whiskey…
drowns and the beer chases my blues away
In 1908, the Cubs won the World Series. This Hall of Fame infielder was their player-manager at the time
Frank Chance
This animated show featured three girls—Blossom, Bubbles, and Buttercup—created by Professor Utonium.
Powerpuff Girls
This band had a string of hits in the '90s including “Meet in the Middle” and “One More Day.”
Diamond Rio
This celebrity couple, known as “Bennifer,” rekindled their romance and married in 2022.
Ben Affleck and Jennifer Lopez
When I was a young boy, my father took me into the city…
to see a marching band
This player won the Conn Smythe Trophy in 2010, helping the Blackhawks end a 49-year Stanley Cup drought.
Jonathan Toews
Gotta catch 'em all!” was the tagline and theme song lyric for this anime-inspired Saturday morning hit.
Pokemon
This artist won the CMA Entertainer of the Year award three times in the 1990s.
Garth Brooks
This 2023 film directed by Greta Gerwig became the highest-grossing movie of the year.
Barbie
Cause baby you’re a firework, come on show them…
what you’re worth
Before moving to the United Center, the Bulls and Blackhawks played in this historic Chicago arena.
Chicago Stadium
his prehistoric family lived in Bedrock and had a pet dinosaur named Dino.
This 1996 hit by Deana Carter begins with the line “Little boy, six years old…”
Strawberry Wine
This artist made history at the 2023 Grammys by becoming the most awarded Grammy winner of all time.
Beyonce
You better lose yourself in the music, the moment…
you own it, you better never let it go
This Chicago Bull was the first player in NBA history to record a triple-double in his debut game.
Artis Gilmore
This group of teens and their talking dog solved mysteries involving supposedly supernatural creatures.
Scooby-Doo gang
This country artist starred in the movie Pure Country and released a soundtrack that became one of his biggest albums.
George Strait
This 2022 reboot of a 2000s teen drama brought back characters like Serena and Blair in a new generation.
Gossip Girl
Is this the real life? Is this just…
fantasy
This annual interleague MLB series pits the Cubs against the White Sox.
Crosstown Classic
This 1980s cartoon was a spin-off of “He-Man” and featured his twin sister fighting the evil Horde.
She-Ra
This artist’s 1993 hit “No Time to Kill” was the title track of his follow-up to Killin’ Time.
Clint Black
This 2022 courtroom drama between two Hollywood actors captivated social media and was livestreamed globally.
Johnny Depp vs Amber Heard
Every rose has its thorn, just like…
every night has its dawn
This university’s basketball team made the Final Four in 1963 and won the NCAA Championship, breaking racial barriers in college sports.
Loyola University Chicago
This 1990s cartoon featured anthropomorphic animals who ran a news station in Acme Acres.
Tiny Toon Adventures
Finish the lyric, "Blame it all on my roots...
I showed up in boots, and ruined your black tie affair".
This artist re-recorded her albums starting in 2021 to regain control of her masters.
Taylor Swift
Oh mama, I'm in fear for my life from...
the long arm of the law.
This former U.S. Men's National Team captain played for the Chicago Fire from 2000 to 2009.
Chris Armas
This legendary voice actor voiced both Fred Flintstone and Barney Rubble at different points in the series.
Mel Blanc
This prolific songwriter penned “The Dance” for Garth Brooks and “She’s In Love With the Boy” for Trisha Yearwood.
Tony Arata
This Korean survival drama became Netflix’s most-watched series ever upon its release in 2021.
Squid Game
Who's got their claws in your my friend?
Into your heart I'll beat again.
This short-lived Chicago basketball team played in the ABA from 1967 to 1975 before folding.
Chicago Cougars
This short-lived 1970s cartoon featured a group of teens and a talking shark named?
Jabberjaw
This 1994 album by Alan Jackson featured hits like “Gone Country” and “Livin’ on Love.”
This state has won 4 Stanley Championships since the 2020's. What is the State?
Florida
It's me, hi.
I'm the problem, it's me.