Is A Date With Chester 2 free?

Yes — A Date With Chester 2 is free to play, so you can install and play it without buying anything.

Can I play A Date With Chester 2 on Mac?

Not natively — Steam lists no macOS version of A Date With Chester 2. Mac players would need a cloud gaming service or a Windows compatibility layer.

Is A Date With Chester 2 multiplayer?

No — Steam lists A Date With Chester 2 as single-player only.

Is A Date With Chester 2 on PC Game Pass?

No — A Date With Chester 2 is not on PC Game Pass right now.

A Date With Chester 2

Name: A Date With Chester 2
Brand: Chester the Otter
Availability: InStock

Chester the Otter · February 2, 2026 · Dating Sim, Adventure, Visual Novel, Romance, Cartoon

A Date With Chester 2 is free to play — no purchase needed. We track it so you know if that ever changes.

Adventure deals Visual Novel deals

Very Positive97% · 119

Best price

Free

Get it free on Steam

This game is free to play. Get it on Steam →

Screenshots

A Date With Chester 2 price

A Date With Chester 2 is free to play — there is no purchase price, on Steam or anywhere else we track. We keep watching it, so if it ever stops being free the price history on this page will show when that happened and what it changed to.

About A Date With Chester 2

Has it been three years already?A Date With Chester 2 is a short, standalone story about remembering the good times. You've been with Chester for a while now. Have things gotten a little too comfortable? It's your anniversary today, and you've got something really special planned. You wonder what he's got in store for you...Hey, snap out of it - you've been planning this for a long time!Features:

A short but thrilling experience - 30 minute to 1 hour expected playtime.
A nostalgic aesthetic that blends 3D with hand-drawn 2D art.
ONE OR MORE otters! (There's one.)
MORE THAN ONE ending! (....... There's two.)
Twists and turns shake up the gameplay, guaranteed to keep your heart racing!
A fresh, unexpected blend of genres, including point-and-click elements and tense first-person sections.
Loads of collectible items scattered throughout - seek them out to unlock Chester's deepest hopes and fears.

Note: Love can be a bit scary sometimes. That's okay, right?

A Date With Chester 2 — game info

Platforms: Windows
Player modes: Single-player
PC Game Pass: Not included

What Steam players say

Recent verbatim reviews from Steam — separate from playze.io community reviews below.

✦ AI summary

A Date With Chester 2 is a cute dating sim that appeals strongly to Chester fans with its charming premise, though players note the core gameplay loop lacks engagement and some content feels less polished than expected. The game generates mixed reactions depending on player preferences—some find it enjoyably fun and funny while others are put off by scuffed mechanics and the inclusion of Slender-like horror elements as a gate to the true ending. Most recommendations seem conditional on already being invested in Chester fandom rather than as a standalone dating sim.

Recommended Sep 13, 2026

Its cute and intetesting, but the main gameplay loop isnt very fun. HIGHLY recommend if you're a fellow Chester fan, but not so much if you're just stumbling on this.

1 found this helpful

Not recommended Oct 9, 2026

It's fairly cute but not as cute as I've come to expect from quality Chester content, and needing to play scuffed Slender for the true ending... ehhhh...

Recommended Sep 30, 2026

Very fun free dating sim :3

Recommended Sep 29, 2026

i was expecting a silly short dating, choice matters game. BUT NO. THIS GAME MADE ME SCREAM SO HARD I GOT A NOISE COMPLIANT 10/10 will keep playing if im not a scaredy cat

Recommended Sep 10, 2026

I spent a better time in this game than in my whole relationship 11/10

Not recommended Sep 8, 2026

It's missing the feature to sing karaoke with Chester.

Community reviews

—

0 reviews

No reviews yet. Be the first to review this game.

More like A Date With Chester 2

Free to play

News

All news →

Games like Undertale that remember what you did

Undertale's own listing calls it the RPG where you don't have to destroy anyone. Games like Undertale that keep that idea: permanent choices, fights you can talk past, worlds that notice.

Nov 14, 2026

Games like Slay the Spire that keep the branching climb

Most games like Slay the Spire copy the cards and lose the map. These keep the risky-or-safe choice, from a three-floor train to a deck made of poker hands.

Nov 14, 2026

Bodycam game price: what the zombie update changes about buying

The Dead & Damned put Bodycam's zombies back on 13 November. What our dated record says about the Bodycam game price, and why the store's end date matters more than the sticker.

Nov 14, 2026

Blog

SilkMU is our new partner: MU Online Season 6 in a browser tab

SilkMU, a MU Online Season 6 server that runs in a browser tab or as an app, opened on 6 November 2026 and is now our partner. What it offers, what is free and what costs WCoin.

Nov 13, 2026

Games like Dying Light, where nightfall changes the rules

Games like Dying Light are easy to find if you only want parkour or only want zombies. These eight keep the part that matters: a city that becomes a different place after dark.

Nov 13, 2026

Games like Portal 2, where one idea carries the whole game

Games like Portal 2 all share one habit: teach a single impossible trick, then spend a campaign breaking it. From rewinding objects through time to Escher geometry that loops back on itself.

Nov 13, 2026

Bundles

Planet Coaster DLC: skip the collection, buy the packs

The Planet Coaster DLC catalogue closed in 2019, so there is no curve left to wait out. Our record shows the collection bundle costs far more than assembling the same packs one by one.

Nov 13, 2026

Xbox

Toxic Commando Game Pass: subscribe, or buy the key?

The Toxic Commando Game Pass add landed on 12 November. Our price record since late September shows the key route barely moved, which changes what a subscription is worth.

Nov 13, 2026