Philadelphia Union

Philadelphia Union to play Chicago Fire in best-of-three first round

Published

2 weeks ago

October 22, 2025

Photo by Jack Verdeur

The Philadelphia Union will take on the Chicago Fire in the best-of-three first round of the MLS Cup Playoffs thanks to a 3-1 win by the Fire over Orlando City in the Wild Card match on Wednesday night in Chicago.

The Union have never played the Fire in the MLS Cup Playoffs but has twice beaten them in U.S. Open Cup semifinals played in Chester: a 1-0 win in 2015 and 3-0 win in 2018.

Due to the best-of-three format MLS has been using in the playoffs since 2024, the Union will have to travel to Chicago for the second game on Nov. 1. Game three if needed would be back at Subaru Park on Nov. 8 and all subsequent post-season matches would also be played in Chester.

The Union beat the Fire in both games played during the regular season, a 1-0 in Chicago in late June and a 4-0 win at home in late August.

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Matthew Ralph

Matthew Ralph is the managing editor of Philadelphia Soccer Now. He's covered soccer at all levels for a decade in the Philadelphia region and has also written for TheCup.us, NPSL, PrepSoccer and other publications. He lives with his wife and two young children in Broomall, Pa., but grew up in South Jersey and is originally from Kansas.