Multiple MLB clubs remain in contention for the season’s longest winning streak after the Chicago Cubs twice reached 10 consecutive victories before their latest run ended on May 10. No team has extended beyond that mark through mid-May, leaving the early benchmark modest while several clubs post active streaks of six to eight games. Midseason surges by squads with strong bullpen depth and favorable scheduling often produce 13- to 18-game runs, yet the absence of any clear frontrunner keeps implied probabilities tightly clustered across the 10- through 21-game ranges. Historical patterns show that depth and momentum shifts can still push the final mark higher or leave it near recent levels.