Chicago vs. Montreal Prediction, Picks and Odds

Our prediction and analysis for Chicago vs. Montreal at the MLS on May 16, 2026 includes win probabilities and picks for major markets.
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MLS
Chicago
vs.
May 16, 8:30PM Saputo Stadium
Montreal
May 16, 8:30PM Saputo Stadium
Game PredictionsPre-Game
Dimers Pro Best Bets
Pre-Game Probabilities Last Updated: 2:03AM, May 16
Moneyline
Correct Score
Over / Under
Moneyline
Win %
Chicago CHI
38.5%
BetMGM
Draw
24.3%
bet365
Montreal MTL
37.2%
Caesars

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Chicago vs. Montreal: Detailed breakdown

Dimers' Chicago vs. Montreal prediction is generated using an international soccer rating framework applied consistently across all MLS matches. Each output is built on proprietary features and maintained throughout the tournament to ensure reliable and current projections.

Match overview

  • Teams: Chicago vs. Montreal
  • Date: Saturday, May 16, 2026
  • Time: 4:30 PM ET
  • Venue: Saputo Stadium
  • Tournament: MLS

Current betting odds

  • Moneyline: Chicago +138, Montreal +185, draw +275
  • Total (Over/Under): 2.5 goals (-160/+130)

Dimers' win probabilities

  • Chicago: 38.5%
  • Montreal: 37.2%
  • Draw: 24.3%

These probabilities are generated using a rating system designed specifically for international soccer. The model evaluates past performance, opponent strength, expected player involvement, and other underlying signals to estimate each team's chance of winning, drawing, or losing.

Projected score

The most likely correct score for this matchup is Chicago 1-1 Montreal, with a probability of 11%.

Correct score projections reflect expected scoring distributions. In some cases, a team can carry a higher overall win probability while the most likely specific outcome is a narrow result or a draw.

Our prediction: Who wins?

Chicago is the most likely winner of this matchup with a 38.5% probability, while Montreal sits at 37.2%, with the draw at 24.3%.

For full access to MLS predictions, probabilities, and tools such as MLS best bets across every match, Dimers Pro unlocks the complete experience.

Summary

Dimers' Chicago vs. Montreal prediction is grounded in repeatable logic—not headlines or hunches. This matchup-level analysis also feeds into our broader tournament coverage, including who will win the MLS and the latest MLS news.

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