Screenshots
Watch trailer on Steam ↗Three Days to Chicago
Chris Schroyer · Published by Austin Ivansmith Games
Content notice: This experience explores adult relationships, features sexually explicit content, references to tobacco/cannabis, and some strong language. It is intended for persons ages 17 and older. No visual/graphical depictions of explicit content are included.
Positive — 100% positive (35 reviews) · 11 achievements
Last updated 27 Sept 2026
One of them is visiting a friend in Chicago. The other wants to shake things up in New York City. It starts in San Francisco, but where this relationship goes is all up to you.
£4.29
Lowest price we've ever recorded
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Price history
Casual · 2023 · More under £5 games
Explore endless possibilities in Three Days to Chicago, where your choices guide a couple from San Francisco through either Chicago’s bustling streets or New York City’s vibrant life.
About this game
Players are asked to make decisions to help Aaron, a video game artist stuck in a rut, find direction in his personal, professional, and romantic lives. Early in a cross-country train trip, Aaron meets Paul, a young-at-heart daddy bear with his own insecurities and challenges. Over the next three days, the pair find themselves drawn closer together and explore the connections between their lives, hopes, and fears.
As the train glides toward its final stop, the two must decide where they go from here. Are they friends? A vacation fling? A missed connection? Or could this lead to something else?
FEATURES:
• Three Days to Chicago is intended to be played in a single session. Depending on player choices, routes can take 1.5-2 hours to complete.
• Tailored narrative experience where your choices define platonic, professional, and romantic relationships
• Expressively animated character portraits bring retro FMV flair to DIY zine styled graphic design.
• Coast-to-coast background photography, shot entirely on location across the United States.
• Original atmospheric synth-pop soundtrack.
• 7 different endings.
Available on Windows and Mac platforms.
System Requirements
Will my PC run this? →Minimum
- OS *: Windows 8 or later
- Memory: 2 GB RAM
- Storage: 400 MB available space
Recommended
- Memory: 2 GB RAM
- Storage: 400 MB available space
Supported Languages
Latest news
Patch NotesOfficial
1.0.4 Update Notes
This update addresses a softlock issue on Day 3 during Aaron’s conversation with his boss.Read full article on Community Announcements (Kossio)Patch NotesOfficial
1.0.3 Update Notes
Added Achievements support and script improvements.Read full article on Community Announcements (Kossio)Patch NotesOfficial
1.0.1 Update Notes
Spelling and grammar corrections.Read full article on Community Announcements (Kossio)AnnouncementsOfficial
New DLC! The full Soundtrack is available now.
Want to listen to an hour of music of atmospheric synth-pop music from Three Days to Chicago? {STEAM_CLAN_IMAGE}/44442845/959f0207aab7fd23d8fe5563f59d57cfa8eb8be1.png Disc 1 features two side-filling continuous mixes perfect for headphone listening. The game's story is retold through interwoven music, sound effects, and ambient soundscapes. Disc 2 includes all 11 tracks heard in the game and three bonus demo tracks. Enjoy!Read full article on Community Announcements (CadeRageous)AnnouncementsOfficial
🐻 It's LAUNCH DAY!!! 🐻
Today is such an exciting day for us, as we finally get to release this sweet game to the world. Three Days to Chicago is a branching narrative visual novel, with stylized photography being the basis of the art and backgrounds. The game is very unique also in that it celebrates gay bears, a super fun and friendly subculture in the gay world that is often overlooked or ignored in mainstream media. Here, you play a role on a cross-country adventure and get to chance encounter a potential romance. If you love gay games, love stories, bears, or unique visual novels -- this game is for you! {STEAM_CLAN_IMAGE}/44442845/946cee700c251dd660361f3f234749a1e5b06eba.png {STEAM_CLAN_IMAGE}/44442845/d57eea1b7fd13f159a3a9722d1e104e930432d78.png {STEAM_CLAN_IMAGE}/44442845/76611173351a579f20f552a096bb2593e4f0ece4.pngRead full article on Community Announcements (CadeRageous)
