Top similar games like Three Days to Chicago:

A Day in the Park is a gay dating sim visual novel with three endings per date and one overall ending for the game (once you've completed dates with all four guys).

Pasajeros is developed through a collection of urban and surreal stories collected in a taxi in Bogotá . It’s a four-night adventure packed with micro-stories of vampires, mariachis, and thugs. In addition to the opportunity to find love or madness in the night magic of a city.

Graveyard Girls is a halloween-themed yuri visual novel about complicated grief and overcoming hardships. Collect Elle’s “scribbles” to learn about her struggles, befriend a mysterious girl, and have a conversation about death.

Plenty of Fish in the Sea is a cozy narrative-driven dating sim where you engage in heartfelt conversations with charming salmon and take them on delightful underwater dates.

A character-driven, story-rich visual novel about rebuilding your life after juvenile detention. Forge friendships, find romance, and confront the scars of your troubled past.

Date wizards, match gems, and level up in this match-3 visual novel with a lot of heart and a little spice. Form deep relationships with faeries, sirens and werewolves, each with their own endearing personalities and challenges. Make choices that affect your relationships, and their destinies.

Fearbonding is a Yandere x Demon BL Horror Visual Novel. Play as Hinata, a demon, and try to tame the deranged Kosuke. Will you get to satisfy your hunger for fear through your new hunting dog or will you be the one to get devoured?

Dark Lovers is a short pixel art teenage romantic mistery visual novel game about a highschool prom night in 1979 which contains multiple endings and secrets.

Experience episodes 4 through 6 of Heroes of Eroticism in this one convenient package, full of excitement, romance and tough choices. After having once been entirely eradicated, superpowers are suddenly returning. Will this generation handle them better than the last one?

Luna has been working too hard, fortunately as she finishes up each night she manages to find her way to a hidden out of the way cafe, one where the gals all dress up like different animals. It could be a place for dreams to come true, or just for Luna to blow off some steam and relax each night.

TOUCHSTARVED is a dark romance visual novel where your choices determine whether the story ends with gothic romance or blood-curdling horror. Explore an enigmatic city and find a cure for your curse by entrusting your fate to 5 love interests, each uniquely monstrous in their own way.

Sent to Klodan as a royal envoy, the youngest prince of Fescilia expects diplomacy—not a land of fear and silence. With a trusted friend at his side, he is drawn into court intrigues and an encounter with a masked stranger. Six paths lie ahead, each leading to a different fate. Which will he choose?

If she leaves now you will never see her again. Would you have enough courage to take a step, or would you stay quiet and regret it? Experience this story about love and loss.

You have a case to solve, your memories reset each day, and two mysterious guides are vying for your attention– who will you decide to remember, and who will you decide to push aside…?

Branching dialogue! Hard choices! A cemetery's worth of phantoms, wraiths, and poltergeists lookin' for love in all the blight places.

This is a fun, tongue in cheek story of lustful urges and workplace romance. As two women go on a night out together to reaffirm their friendship as they start to work together once more.

When The Night Comes is a queer, narrative-driven, supernatural visual novel.

"Lover Interface" is a BL visual novel crafted by a solo developer. Through the eyes of Ethan Syu, players navigate the experience of acquiring the Lover Interface, shaping relationships with main characters. Choices made throughout the story lead to multiple possible endings.

Cryspace is a fresh visual novel with a nostalgic flavor. Talk to your friends online, meet with them in-person, and allow your friend group to grow in numbers, or fall into despair through your own decision-making and discretion. Experience the first few dates with Sam for FREE.

Aeterna: Rubra Plena is a visual novel otome game about happy romance, and dealing with depression, anxiety, and trauma. You play a beautiful young noblewoman dealing with her current and past experiences while finding love.

This interactive choice-based visual novel will make sure you stay on your toes because after a seriously messy break-up, you're on the market again... Things start to get a little dicey when you realize someone is stalking you.

My New Memories: The Beginning tells you the story of My New Memories before you reunited with Anna and started a family. Find out how the MC turned out to be the man you know from the main game - The loving and caring husband and the protective and wonderful father!

Shape queer love and friendship at the end of the world in this choice-driven, emotional narrative game. Will you settle for pessimism, or open yourself to trust?

Upon answering a mysterious phone call, you awaken in an unfamiliar place filled with new faces… Through intricate relationships and thoughtful introspection, will you be able to unravel the reason you are here?

Everyone's heard of Mothman– the moth creature that haunts the outskirts of Point Pleasant, West Virginia– but no one's heard of it like this! In some random idyllic Midwestern town, you meet Artemis (aka Mothman) at your favorite coffee shop and begin an agonizingly slow burn romance with them.

Hinata has only just arrived in New York, but things are already going downhill. Then a handsome stranger offers his help, and suddenly Hinata finds himself in a shared apartment with three hot guys. A rollercoaster of emotions begins.

Play through this loved-filled adventure. Find friends, lovers, or enemies at every turn. Some “friends” are not as they seem. Danger lurks here! Unravel the mystery and find love before time runs out in 8 Days of School.

Flora and Sauna is an 18+ visual novel set at a spa with some unique services. Explore the spa and meet a fun cast of interesting characters! Help them out, and they'll be sure to reward you in their own special ways~

A gripping seaside adventure following the connection of two young souls, each unknowingly helping the other make sense of a world that seems senseless. Complemented by breathtaking artwork and an addictive soundtrack, this charming tale will definitely suck you in and leave a lasting impression!

Memories...One of the most important things in our lives. But what happens if you forget who you are? If you don't remember anything? Then you can only hope that the people that do know who you are help you out...This is your journey...On your way to finding new memories...

A light-hearted lesbian romance between a tired office lady and a gyaru foxgirl. Make choices as Sasami and pursue a relationship with the cheerful Mirai, or risk ruining it.

Starlight Shores is an island-themed romance game where you'll visit the town of Seaside with your friends. Party under the stars, play games together, and remember that your choices matter!

Train to become royalty, or royalty-adjacent, while also just trying to get out of this crazy, weird academy alive. Will you date any cat girls or cat boys along the way? Highly probable.

In this Boys' Love visual novel about dating monsters, you play as Christopher Wells, a young office worker who moves to a town full of supernatural creatures in hopes of getting to make a real difference.

Follow Sophie as she embarks on her latest adventure in making money, working alongside the enigmatic Rias as they put on a special yuri/lesbian camgirl show for their viewers.

Add love to your resume! Date, befriend, or explore deeper moments with a wide variety of characters at once, and explore dozens of narratives in this office-themed comedy dating sim.