My Tips for Crushing the Chest Quest Challenge in Monopoly Go

I remember the first time the Chest Quest Challenge popped up on my screen — I was sitting with a half-empty mug of coffee, staring at that shiny leaderboard, thinking, “Alright, let’s see what you’ve got.” If you’ve ever dived into one of Monopoly Go’s one-day tournaments, you know exactly that blend of excitement and mild panic. The clock is ticking, other tycoons are racking up points like there’s no tomorrow, and you’ve got just 24 hours to climb through those 30 milestones. Honestly, it’s a rush.

Now, the Chest Quest Challenge isn’t just another leaderboard grind. What makes it special is that each milestone you reach opens a little treasure chest — metaphorically speaking — stuffed with Peg-E Tokens, Dice Rolls, sticker packs, and those sneaky flash event triggers like High Roller and Rent Frenzy. Back when I played it, the Monopoly Origins album was on its last legs, so every green, orange, or pink pack felt like a potential goldmine for finishing those stubborn sets. Even now, in 2026, Scopely keeps the core thrill alive with similar events, tweaking rewards but never losing that dopamine drip of watching the points tick up.

How I Earned Points

The name of the game is Railroads — always has been. To stack points in the Chest Quest Challenge, you need to land on those four little tiles and jump into either a Shutdown or a Bank Heist. It sounds simple, and it is, but man, those Bank Heists really get your heart pumping! One minute you’re picking the right diamond ring, the next you’re walking away with a Bankrupt bonus and a fistful of points. The number of points you get depends on two things: how well you perform in the mini-game and what multiplier you used on that roll.

I learned pretty quickly that baby multipliers were not going to cut it. Rolling at x1 might feel safe, but you’ll barely scratch the first milestone. On the other hand, cranking it up to x50 (or even x100 when I was feeling bold) turned a measly two-point Shutdown into a 100-point jackpot. A bit risky? Sure. But the leaderboard doesn’t reward the cautious. Here’s a quick breakdown of the base points you get for each outcome, before any multiplier:

Bank Heist

• Small: 4 points

• Large: 6 points

• Bankrupt: 8 points

Shutdown

• Blocked: 2 points

• Successful: 4 points

So, if you land a Bankrupt on a x50 roll, you’re looking at 400 points in one go — enough to blast through multiple milestones, leaving your opponents in the dust. Timing is everything too. I always kept an eye on my shield count before going all-in, because nothing stings worse than wasting a high multiplier on a blocked Shutdown when your defenses are down. You know what I mean?

The Rewards and Milestones

This is where the Chest Quest Challenge really shines. With 30 milestones laid out from 50 points all the way to 2,000, the prize track is generous — if you play smart. I remember meticulously tracking my progress, weighing whether to keep rolling for that next 75 Peg-E Tokens or save dice for the next tournament. The total haul at the time was a whopping 3,110 Dice Rolls, 318 Peg-E Tokens, and a colorful assortment of sticker packs: green, orange, pink, blue, and more. Throw in a 25-minute Rent Frenzy, a 5-minute High Roller, and a 15-minute Cash Grab, and you’ve got yourself a recipe for a monstrous session.

Peg-E Tokens were the real star for me, especially since they fed directly into the ongoing Prize Drop Event. Every 10, 18, 25, or 50 tokens felt like fuel for that addictive little plinko machine. And the Dice Rolls — oh boy — seeing 1,300 dice waiting at the finish line gave me the push to spend one more hour tapping away.

Here’s the full milestone table for the Chest Quest Challenge as I experienced it. Keep in mind, the numbers might shift slightly in current events, but the structure remains a brilliant guide:

Milestone	Points Required	Rewards
1	50	35 Dice Rolls
2	40	Sticker Pack (Green)
3	80	5 Peg-E Tokens
4	120	High Roller (5 Minutes)
5	140	10 Peg-E Tokens
6	150	100 Dice Rolls
7	130	15 Peg-E Tokens
8	160	Sticker Pack (Orange)
9	180	150 Dice Rolls
10	200	18 Peg-E Tokens
11	250	Sticker Pack (Pink)
12	225	175 Dice Rolls
13	275	25 Peg-E Tokens
14	300	Sticker Pack (Blue)
15	400	275 Dice Rolls
16	375	Cash
17	425	50 Peg-E Tokens
18	500	Cash
19	600	400 Dice Rolls
20	650	Rent Frenzy (25 Minutes)
21	550	Sticker Pack (Blue)
22	700	75 Peg-E Tokens
23	800	Cash
24	1,000	675 Dice Rolls
25	900	Cash
26	1,300	120 Peg-E Tokens
27	1,500	Cash
28	1,600	Cash Grab (15 Minutes)
29	1,800	Cash
30	2,000	1,300 Dice Rolls

Wrapping Up the Quest

If there’s one thing I’ve taken away from countless tournaments, it’s that patience and a little bit of math go a long way. I wouldn’t jump in without at least a few thousand dice saved up, and I never ignored the high-multiplier sweet spots — those moments when you’re six or seven tiles away from a Railroad and the odds feel like they’re in your favor. The leaderboard can be intimidating, but the milestone track is your true friend. Even if you don’t snag the top spot, clearing those 30 tiers feels like a well-earned victory, especially when you’re rolling in tokens and fresh stickers.

Monopoly Go keeps evolving, and by 2026 those chest-opening moments have only gotten more inventive. But the core loop — land, heist, build — still feels like coming home. So next time you see a Chest Quest Challenge banner flash across your screen, grab your dice, set that multiplier, and trust your gut. It’s going to be a wild 24 hours.