Top similar games like Three Days to Chicago:

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.

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

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.

Adrian Heart is a reclusive composer dragged into the world of the entertainment industry by his famous sister to become the new personal assistant to one of the elite talents who calls the agency home. He is none to happy about it.

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.

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.

Arcade Spirits: The New Challengers is the follow-up to 2019's Arcade Spirits, a visual novel of love and pixels, in which you seek friendship and romance while working in an arcade. Now the tables are turned, as you seek friendship and romance while PLAYING in an arcade!

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.

Court your favorite characters in this enchanting new dating simulator! Pay attention and make good choices, then maybe you can walk away with the man or woman of your dreams. Good luck!

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?

Explore your identity in this cute dating sim! LongStory 2 is a continuation of the charming and LGBTQ+ friendly visual novel where you can be and date who you want. Strap in for a wacky ride as you juggle romance, friendship and life. Throw a big mystery in the mix and you’re in for an adventure!

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~

FutaDomWorld is a dystopian, futanari-femdom dating sim. Let's get weird.

The hapless, love-struck Ichika made a big mistake, and she might have ruined her friendship with Hana forever. With the help of her classmate Ayumi, can she work her own feelings out in time to show Hana how she really feels? A soft, comedic romance with big personalities and a tinge of melodrama.

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).

In the future a biot working as a companion and without free will, encounters a device that makes him feel human. Self-discovery, hardships, and romance may follow. A BL/Yaoi visual novel.

Pat the dogs... and then their owners. Step into the world of Rainbow Bay in Best Friend Forever, a dating sim-meets-dog care sim where you pat, pamper and train your pup while you search for your own forever friend.

Connect to a cozy chat server created by me, Odi! I’ll be your AI assistant as you meet new friends and talk about life, hobbies, and more!

Life;s been tough for you as a half-vampire with your human mother and vampire father being killed when you’re still young. The tragic incident has brought you closer to your sisters, but your lives are uprooted again when vampires and humans start coming up dead. The same way your parents died.

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.

A sequel to the popular Date Ariane Remastered, but also a stand alone remake of Something's In The Air 2013. The "redux" version allows players to play as a male or female for the first time. This is also a satire of the multi-ending "harem game" genre with surprising twists and turns.

Will you be able to find love and create art in Liliana, a colorful land full of marbles?

From the creator of Coffee Talk and What Comes After, comes a slice-of-life adventure set in modern Jakarta about love, loss and finding your own way forward. Step into the shoes of Rama, a young musician struggling to move on with life after the death of their girlfriend, Cinta.

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

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.

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 lonely young man is guided by a silent Muse to solve the mystery behind his two Doppelganger Soulmates.

Finding true love is hard enough when it’s in person! Build a relationship through the screen as a couple copes with lockdown life by staying connected online! Will their love be loud and clear, or will their signals fade away?

GymBeasts is a gay visual novel with a mysterious portal behind your squat rack. Will you fight monsters with the strongest guy in the gym, solve a mystery with the empathetic youngster, or derail EVERYTHING with the unfriendly hottie? But your biggest worry is whether there'll be time for dating!

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.

After the sudden death of your father you come back to your hometown and move to a new home to live with Liza, Bella, Rachel and Susan. Will you discover their personalities and secrets and maybe even develop romantic relationships with several of the girls?

A modern fantasy BL Visual Novel following a young mans journey into a parallel world to recover the past he's lost, and find his missing family. Alongside 3 attractive romance options, Myka Riley delves into the unknown.

A multi-route, solarpunk yuri visual novel about intergalactic sightseeing and reconnecting (plus maybe falling in love with) old friends. Three routes to choose!

"Curtain Call" is a visual novel about (literally) breaking through social masks by forming meaningful connections with incredibly deep personalities. Whether you’re looking to make new friends or something more, there’s a whole cast of characters just dying to meet you!

A political intrigue visual novel with romanceable elements. Player decisions weigh heavy as consequences can easily lead to hurt and trouble.

WARNING TABOO 18+: You were taken and separated from your mother and three sisters to be trained as the successor to your father's lucrative business. After hearing your mom crying during one of your usual phone calls, you decide to find any way back to her and your sisters.