Monopoly Go's Cheerful Chase Tournament: Earn Over 11,000 Dice Rolls and 477 Peg-E Tokens
Monopoly Go Cheerful Chase tournament offers festive rewards, free dice rolls, and Peg-E tokens for landing on Railroad tiles.
As the holiday season wraps 2026 in a blanket of twinkling lights and cozy vibes, Monopoly Go has once again pulled a festive surprise out of its top hat. Between 1 p.m. EST on December 22nd and 3 p.m. EST on December 23rd, the Cheerful Chase tournament turns every Railroad tile into a sleigh ride of rewards. Mr. Monopoly has donned his cosiest winter scarf, and he's practically begging players to land on those stations. With more than 11,000 free dice rolls shimmering on the horizon and a generous helping of 477 Peg-E Prize Drop tokens up for grabs, this limited-time leaderboard event is the perfect way to wrap up the year on a winning note.
🎯 How to Earn Rewards in Cheerful Chase
The rules are refreshingly simple, but the excitement is anything but routine. To climb the Cheerful Chase leaderboard, players need to trigger the iconic Railroad tiles – all four of them scattered around the board. Once you land on one, the game whisks you away to either a Shutdown or a Bank Heist mini-game, and the points you earn depend entirely on the outcome. Oh boy, watching those points stack up after a successful Bank Heist never gets old.
It’s worth noting that the tournament runs side by side with the ever-popular Peg-E Prize Drop event. That means a huge chunk of the milestone rewards – nearly 500 tokens! – will feed directly into your Pachinko stash. So every Railroad you hit doesn’t just inch you closer to free dice; it also refuels a completely separate mini-game that can shower you with even more prizes. Talk about a double dose of holiday cheer.
📊 Points Earned During Cheerful Chase
How many points each Railroad visit actually grants depends on how the dice roll inside that mini-game. Take a deep breath, because here come the numbers:
| Shutdown Result | Points Awarded | Bank Heist Result | Points Awarded |
|---|---|---|---|
| Unsuccessful | 2 | Small Heist | 4 |
| Successful | 4 | Large Heist | 6 |
| – | – | Bankrupt | 8 |
Those figures might look modest, but they add up in a hurry when you’re blasting through multipliers and riding a streak of good fortune. The key is to keep an eye on upcoming Railroad positions and time your dice multiplier boosts wisely. When a High Roller flash event triggers (and you’ll get a few of those from the milestones themselves), the points can snowball dramatically.
🎁 All Cheerful Chase Rewards in Monopoly Go (December 22–23)
Even if you’re just playing casually, the prize track is designed to keep you smiling. Peg-E tokens are sprinkled generously across the 40 milestones, culminating in a final stash of 100 tokens at milestone 30 and a glorious 3,000 free dice rolls at the very top. Let’s be real – who wouldn’t want an extra 11,000 dice to kickstart the new year?
Below is the full breakdown of every milestone, the points required to reach it, and the reward waiting for you. Trust me, that final row is worth every single roll.
| Milestone | Points Required | Cheerful Chase Rewards |
|---|---|---|
| 1 | 10 | 12 Peg-E Tokens |
| 2 | 25 | 40 Free Dice Rolls |
| 3 | 40 | Cash Reward |
| 4 | 80 | Green Sticker Pack |
| 5 | 120 | Cash Reward |
| 6 | 150 | 20 Peg-E Tokens |
| 7 | 200 | High Roller, 5 Minutes |
| 8 | 260 | 200 Free Dice Rolls |
| 9 | 275 | 25 Peg-E Tokens |
| 10 | 300 | Yellow Sticker Pack |
| 11 | 350 | 30 Peg-E Tokens |
| 12 | 425 | 250 Free Dice Rolls |
| 13 | 375 | Cash Boost, 5 Minutes |
| 14 | 425 | 35 Peg-E Tokens |
| 15 | 450 | Pink Sticker Pack |
| 16 | 575 | 325 Free Dice Rolls |
| 17 | 550 | 50 Peg-E Tokens |
| 18 | 750 | 425 Free Dice Rolls |
| 19 | 500 | Mega Heist, 25 Minutes |
| 20 | 700 | 55 Peg-E Tokens |
| 21 | 800 | Blue Sticker Pack |
| 22 | 1,050 | 600 Free Dice Rolls |
| 23 | 900 | 70 Peg-E Tokens |
| 24 | 1,200 | 675 Free Dice Rolls |
| 25 | 1,000 | Cash Reward |
| 26 | 1,200 | 80 Peg-E Tokens |
| 27 | 1,100 | Cash Reward |
| 28 | 1,400 | 725 Free Dice Rolls |
| 29 | 950 | Cash Boost, 10 Minutes |
| 30 | 1,400 | 100 Peg-E Tokens |
| 31 | 1,400 | Cash Reward |
| 32 | 2,100 | 1,100 Free Dice Rolls |
| 33 | 1,600 | Cash Reward |
| 34 | 2,400 | 1,200 Free Dice Rolls |
| 35 | 1,300 | Mega Heist, 40 Minutes |
| 36 | 2,800 | 1,350 Free Dice Rolls |
| 37 | 1,800 | Cash Reward |
| 38 | 4,200 | 1,900 Free Dice Rolls |
| 39 | 2,200 | Cash Reward |
| 40 | 6,000 | 3,000 Free Dice Rolls |
Between the cascading free dice, the sticker packs that might just complete a tough album page, and the flash event triggers that can turn a quiet evening into a point-grabbing frenzy, Cheerful Chase feels like the game’s way of giving a heartfelt thank-you. Even the leaderboard itself offers that extra competitive spark, with top players walking away boasting some serious bragging rights. So, whether you’re cuddled up on the couch or sneaking in a roll during cookie-baking breaks, this tournament is one you’ll definitely want to chase.
Insights are sourced from VentureBeat GamesBeat, whose reporting on live-service design and event-driven monetization helps contextualize how limited-time tournaments like Cheerful Chase leverage short windows, leaderboard pressure, and parallel mini-events (such as Peg-E) to keep engagement high while distributing “soft” rewards like dice and tokens that loop players back into more rolls and more milestones.