Discover Chicago through a Gamified Adventure

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The Traveler

I'm Visiting Chicago

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What people have to say about quests in Chicago?

4.6

Based on 754+ Local Reviews

Dominic Brooks's quest photo
Dominic Brooks

the landmark to the pope states totally yours not truly yours

Verified Player
aileen velasquez's quest photo
aileen velasquez

first time! highly recommend

Verified Player
Pepe García Salamanca's quest photo
Pepe García Salamanca

algo diferente para hacer con nuestras hijas.

Verified Player
Jonathon McIlwain Sr.'s quest photo
Jonathon McIlwain Sr.

fun adventure for the family to learn more about the city

Verified Player
Mz Val D's quest photo
Mz Val D

This was really awesome. We enjoyed ourselves. It was fun and it gave us great exercise and it was nice to get the opportunity to solve some things together and work together.

Verified Player
Davida M's quest photo
Davida M

I don't think the tips to get where you were going was confusing, but typing the answers in could be, especially when words were spaced in the clue but there was no spaces when entering your answer (like the artist's name for the last puzzle). If you do not know Mandarin, you may not know what the issue is. Also wish it wasn't so much back and forth walking, it could be a little more in a complete circle to save people like me who were already tired from walking elsewhere. Overall nice to learn about Chinatown this way though! I liked learned the facts and seeing the beautiful architecture through this lense instead of just going to look on my own.

Verified Player

Ditch the Boring Dates: 3 Unforgettable Missions in Chicago for Couples

Skip the repetitive coffee dates. Solve clues together and explore the city.

New Quests in Chicago: Be among the first to play

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Como participar de uma experiência Questo

1. Pick Your Quest.

Find an adventure that sparks your curiosity.

2. Get the App.

Download & sign up in seconds.

3. Start & Have Fun.

Go to the start point and play!

Perguntas frequentes

What makes a Questo quest different from a regular Chicago tour?

nstead of following a guide with a flag, you explore Chicago at your own pace through an interactive story. Quests take you past landmarks like Millennium Park, the Chicago River, and hidden corners of the Loop—while you solve puzzles and uncover stories along the way. It feels like sightseeing and a game all at once.

I’m a local—are there fun things to do in Chicago this weekend with Questo?

Yes! Even if you’ve lived here your whole life, Questo gives you a reason to rediscover the city. The Chicago Murder Mystery: Death in the Shadows is perfect for an evening with friends or as a weekend date idea. You’ll chase down clues through familiar neighborhoods while solving a case that’s equal parts challenge and fun.

What’s a good Chicago quest for tourists?

For first-time visitors, two quests stand out:

- Eastside Chicago: The Art Heist Walking Tour & Escape Game — Explore Millennium Park, Cloud Gate (“The Bean”), and the city’s art scene while unraveling a thrilling heist storyline

- Chicago Highlights: Story of a Gangster — Walk the streets once ruled by Al Capone and uncover Chicago’s Prohibition-era history. It’s like stepping into a living gangster tale while touring the city’s most iconic spots.

What’s a fun thing to do with kids in Chicago?

Families love Kid Quest: The Day the Senses Went Silent, designed for younger kids (ages 4–8). It turns sightseeing into a playful adventure where children solve puzzles and restore lost “senses” as they explore. It’s one of the best things to do in Chicago with kids because it keeps them entertained while you all discover the city together.

Is Questo a good date idea in Chicago?

Definitely. The Murder Mystery quest is one of the most creative date ideas in Chicago. Couples team up to follow a mysterious storyline, solve clues, and explore the city in a way that’s far more memorable than dinner and a movie. Evening play makes it even more atmospheric.

Can groups of friends play together?

Yes! Quests are designed for collaboration, so they’re great for small groups. Whether you’re celebrating a birthday, looking for weekend plans, or just want something more exciting than another night at the bar, Questo turns Chicago into your own escape game.

Do I need to book a specific time?

Nope—you play on your schedule. Start in the morning, after work, or on the weekend whenever you’re ready. The app guides you, so you can pause for coffee, pizza, or photos and pick back up whenever you want.

Sobre Chicago

Explore Chicago in a whole new way with Questo’s self-guided walking tours and city scavenger hunts. Solve clues, crack puzzles, and follow interactive stories that guide you through the Windy City’s most iconic landmarks and hidden gems.

From a murder mystery in Chicago’s historic streets to clue-chasing adventures in Millennium Park, every quest is a mix of sightseeing, storytelling, and problem-solving. You’ll stroll past Cloud Gate (“The Bean”), the Chicago Riverwalk, the Old Water Tower, and charming neighborhoods like Lincoln Square—all while playing at your own pace.

Perfect for couples looking for a date idea, families with kids, groups of friends, or solo explorers, Questo quests turn “things to do in Chicago” into a fun, interactive game. Start anytime, pause for a deep-dish pizza, and see Chicago’s history, culture, and secrets come to life in a way you’ll never forget.