In a thrilling match that went the distance, Portland Hearts of Pine defeated Hartford Athletic 4-2 on penalties after a 1-1 draw in extra time. The USL League One side overcame adversity, including a red card to Azaad Liadi in the 95th minute, to secure their place in the next round of the U.S. Open Cup. Hearts of Pine's success story is part of a broader trend in the 2025 U.S. Open Cup, where lower-division and amateur clubs are making waves against professional opposition. That includes amateur side El Farolito, Virginia Dream FC, and Little Rock Rangers who’ve beaten professional sides to make it into the third round.