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2026 MLB Playoff Pools

Make October more fun.

Run an MLB playoff pool for your friends, your office or your fundraiser. Pick the game you want, share one link, and ChooseASquare handles the postseason from the Wild Card through the World Series.

Start today. The teams don’t even have to be set yet.

Start an MLB playoff poolSee the games ↓
Free to startNo credit cardNo player feesKeep 100% of the pot
2026 MLB PostseasonSchedule loaded ✓
WC
Wild Card
Sep 29 · 8 boxes · ×1
TBDTBD
DS
Division Series
Oct 3 · 8 boxes · ×2
TBDTBD
LCS
Championship Series
Oct 11 · 4 boxes · ×3
TBDTBD
WS
World Series
Oct 23 · 2 boxes · ×4
TBDTBD
✓ Teams fill automaticallyPool opens today

How do you want to play October?

Four ways to turn the MLB postseason into a contest. Pick the one that fits your group — you can be open in a couple of minutes.

ChooseASquare originalBest for the full postseasonFree on every plan

Blind Draw

Pick a box. Get a team.

Everyone picks a numbered box in each round before anyone knows who is in the bracket. When the round starts the teams are dealt into the boxes at random, and you score the runs your team puts up in the games they win.

Best for: Casual groups, offices and fundraisers — nobody needs to know baseball

Pro Commissioner plan

Series & Playoff Squares

Buy one square and keep it for the whole postseason, with the numbers redrawn each game. The traditional squares feel, stretched across October.

Best for: Fundraisers and traditional squares players

Run Playoff SquaresDetails
Free on every plan

Pick’Em Pool

Pick the winners through the playoffs. Most correct picks takes it, with confidence points and tiebreakers if you want them.

Best for: Groups where people actually follow baseball

Start a Pick’EmDetails
Free on every plan

Classic Squares

The classic 10×10 grid for a single game. Random digits down each axis, winners light up by inning bucket and final.

Best for: World Series watch parties and one-game pools

Start SquaresDetails

Not sure which pool to run?

Three questions and we’ll point you at one.

Who is playing?
How long should it last?
What sounds fun?

Set it up once. We run October.

01
Create
Pick your game and your rules. The postseason schedule is already loaded.
02
Share
Send your group one link. No app to download.
03
Play
Everyone joins and makes their picks from their phone.
04
Enjoy
ChooseASquare tracks the schedule, the scores and the standings.

No spreadsheets. No group-text scorekeeping. No chasing everybody for their picks.

What it actually looks like

Before the playoffs

Start before anyone knows the matchups.

This is the part most pools can’t do. Build your contest now, while the races are still going. As the postseason field takes shape, the teams and the schedule fill themselves in.

2026 MLB PostseasonSchedule loaded ✓
WC
Wild Card
Sep 29 · 8 boxes · ×1
TBDTBD
DS
Division Series
Oct 3 · 8 boxes · ×2
TBDTBD
LCS
Championship Series
Oct 11 · 4 boxes · ×3
TBDTBD
WS
World Series
Oct 23 · 2 boxes · ×4
TBDTBD
✓ Teams fill automaticallyPool opens today
Players join

One link. No instructions required.

They open it on their phone, join, and pick. Nobody has to be talked through the rules, and nobody has to install anything.

A Blind Draw pool on a phone: the Wild Card round showing eight numbered boxes, each labelled with how many players are in it, and a note that the teams have not been dealt yet.
October is underway

Scores and standings take care of themselves.

Games are graded from the real schedule as they finish. You find out who is winning the same way everybody else does — by looking.

Standings● Live
1Player 171
2Player 268
3Player 361
4Player 458
Graded automatically as each game finishes

Run the pool. Keep the pot.

100%
of what you collect stays yours
$0
player platform fees
1 link
for everyone in your pool
Every round
Wild Card through the World Series

Enjoy the game. We’ll handle everything else.

Running this as a fundraiser?

Turn October into money for your team.

The postseason lands right in the middle of fall fundraising season. Set an entry price, decide how much of the pot goes back out as prizes, and keep the rest — ChooseASquare takes none of it.

$
%
Your program receives
$1,250
$2,500 collected · $1,250 back out as prizes
ChooseASquare keeps $0 of your pot.

How would you like to run your playoffs?

Spreadsheet / group textChooseASquare
Build the postseason scheduleYouAlready loaded
Tell everyone the matchupsYouAutomatic
Collect everyone’s picksTexts and screenshotsOne link
Track the standingsA spreadsheet you maintainAutomatic
Remind the late onesYou, repeatedlyAutomatic
Update the scoresYou, every nightGraded from the real schedule
Explain who’s winningConstantlyA live leaderboard

Commissioner ≠ full-time job.

MLB playoff pool ideas

Blind Draw MLB playoff pool

Blind Draw is a ChooseASquare original built specifically for the baseball postseason, and it solves the problem every playoff pool runs into: with twelve teams and one obvious favourite, everybody picks the same team and there is no game in it.

Instead of picking teams, everyone picks a numbered box in each of the four rounds — eight boxes in the Wild Card, eight in the Division Series, four in the Championship Series and two in the World Series. The boxes are chosen blind, before anyone knows who is in the bracket. When each round begins, the teams are dealt into the boxes at random and everyone finds out at once which team they own.

You score the runs your team puts up in the games they win, with a bonus per win and a multiplier that grows as the postseason goes on, so the last week matters most. Because the teams are re-dealt every round, a bad first draw is not the end of your October — and because nobody is eliminated, every entry still holds a team in the World Series.

Any number of people can share a box, which means the pool never sells out. A booster club can keep selling entries right up to the deadline without capping the fundraiser.

How Blind Draw works →Start one →

MLB Playoff Squares

Playoff Squares takes the grid everyone already knows and stretches it across the postseason. Each player buys a square and keeps it for the run of the contest, with fresh numbers drawn for each game so a square that was cold in the Wild Card can win in the World Series.

It is the most familiar format on this page, which makes it an easy sell to a group that has run a Super Bowl grid before. It suits fundraisers particularly well: the price per square sets the pot, the payouts come out of it by period, and whatever you keep as a house cut is yours.

Because the squares are bought once and played all month, it also has the lowest ongoing effort of anything here — after the board fills, there is nothing for the commissioner to collect or chase.

How Series & Playoff Squares works →Start one →

MLB playoff Pick’Em

A Pick’Em is the right pool for a group that actually follows baseball. Players pick the winners through the postseason and the most correct picks takes it, with optional confidence points so a strong opinion is worth more than a coin flip.

The postseason schedule is already loaded, so the rounds appear as the field is set and picks lock at first pitch without you doing anything. Scores are graded from the real games as they finish.

It rewards knowing something, which is exactly what you want in an office of fans and exactly what you don’t want in a mixed group where half the room has not watched an inning.

How Pick’Em Pool works →Start one →

World Series Squares

For a single game — Game 7, or a World Series watch party — the classic 10×10 grid is still hard to beat. A hundred squares, a random digit down each axis for each team, and the square where the two last digits meet wins the period.

Numbers stay hidden until the grid locks and then draw at random, so nobody can pick a good number on purpose. Winners highlight themselves as the scores go in.

It is free to run, it takes about two minutes to set up, and everyone at the party already knows the rules.

How Classic Squares works →Start one →

One pool. A month of baseball.

Your contest can be ready before the first pitch.

Sep 29
Wild Card
8 boxes · ×1
Oct 3
Division Series
8 boxes · ×2
Oct 11
Championship Series
4 boxes · ×3
Oct 23
World Series
2 boxes · ×4

MLB playoff pools, answered

What is an MLB playoff pool?

It is any contest that runs off the baseball postseason — you get a group together, everyone pays in or plays for free, and the results of the real games decide who wins. The format varies: some pools are picks, some are squares on a grid, and some deal teams out at random. The point is the same, which is that October is more fun when you have something riding on it.

What are the best MLB playoff pool formats?

It depends on your group. If people follow baseball, a Pick’Em rewards that. If they don’t, a Blind Draw is better, because the teams are dealt at random and a casual fan has exactly the same chance as the person who watches every game. If you want the familiar grid, run Playoff Squares across the postseason or Classic Squares on a single game. There is a three-question chooser further up this page if you would rather be told.

Can I start an MLB playoff pool before the playoff teams are known?

Yes, and this is the thing ChooseASquare does that a spreadsheet cannot. The rounds, the box counts and the schedule come from the real postseason calendar, so you can open your pool and start selling entries while the races are still being decided. As the field is set, the teams and matchups fill themselves in. In a Blind Draw the teams are dealt into the boxes at the start of each round, which means the pool is genuinely designed to be built before the bracket exists.

Can I run a World Series squares pool?

Yes. For a single game, Classic Squares gives you the standard 10×10 grid with random digits on each axis and winners highlighted automatically. For the whole postseason, Playoff Squares keeps each player on one square and redraws the numbers for every game.

How does Blind Draw work?

Everyone picks one numbered box in each of the four rounds — eight, eight, four and two — before the teams are known. At the start of each round the teams are dealt into the boxes at random and you find out which one you own. You score the runs your team puts up in the games they win, plus a bonus per win, and runs count for more as the postseason goes on. Teams are re-dealt every round, so nobody is knocked out of the pool.

Can I use an MLB playoff pool as a fundraiser?

Yes, and the timing is good — the postseason runs right through fall fundraising season. Set an entry price, decide how much of the pot goes back out as prizes, and keep the rest for your program. ChooseASquare never touches the money and takes none of the pot; players pay you directly by Venmo, PayPal, cash or check.

How many players can join?

In a Blind Draw there is no ceiling at all — as many people as want a box can share it, so the pool never sells out and you can keep selling right up to the deadline. Squares pools are limited by the grid, which is a hundred squares for a standard board.

Does ChooseASquare charge players a fee?

No. Players never pay a platform fee. The only money a player pays is the entry price the organizer sets, and it goes straight to the organizer. Commissioners can run a Blind Draw, a Pick’Em or Classic Squares on the free plan; Playoff Squares is on the Pro Commissioner plan.

Can players join from their phone?

Yes — that is how nearly everyone joins. There is no app to download. They open the link, sign in quickly so their picks are saved to them, and play from their phone.

Who tracks the scores?

We do. Games are graded from the real postseason schedule as they finish, and the standings update themselves. You do not enter scores by hand and you do not maintain a spreadsheet.

October starts here.

Pick your game. Invite your group. We’ll take it from there.

Start an MLB playoff pool
Free to startNo credit cardNo player fees
Not sure which format? Help me choose →