How Philadelphia Union Stack Up vs. Chicago Fire & Orlando City SC Ahead of the 2025 MLS Cup Playoffs

Chester PA: Now that the MLS Regular Season as come to an end, your Philadelphia Union will be entering as the Audi 2025 MLS Cup Playoffs as the Number 1 seed in th East with homefield & will play the winner of the Wildcard Round which will feature Chicago vs Orlando City which takes place on Wedesday in Chicago

Lets take a look at how the Philadelphia Union did this season against Chicago & Orlando City SC

Chicago Fire: 

The Union would play 2 games against the Chicago Fire & the Union would get 2 wins in the regular season & how those games went

June 25 at Chicago, the Union would win the game 1-0 on Penalty Kick goal from Bruno Damiani

Bruno Damiani gives @PhilaUnion the lead from the spot!

📺 #MLSSeasonPass or Apple TV+: https://t.co/VSxle6xSfn pic.twitter.com/Qi8sD7E18t

— Major League Soccer (@MLS) June 26, 2025

Aug 23 at Subaru Park, the Union would shutout the Chcago Fire 4-0 on Goals from Baribo, Wagner, lloski & Jean Jacques

Final at Subaru Park
Union wins 4-0
Goals by Baribo, Wagner, lloski & Jean Jacques#DOOP #MLS #PHIvCHI pic.twitter.com/JwctwmHPv3

— David Malandra Jr (@DaveMReports) August 24, 2025

Orlando City SC: The Union would play 2 games against Orlando City in the regular season & get a  win & Draw, How did those games go

Feb 22 at Orlando City: This was the 1st game of the regular season & the Union would get the 4-2 win behind 2 goals from Tai Baribo & the 1st coaching win for new Head Coach Bradley Carnell

Tai Baribo bags his brace and makes it 4! 🫡@PhilaUnion in cruise control. pic.twitter.com/SY7S5SuBar

— Major League Soccer (@MLS) February 23, 2025

April 5 at Subaru Park, Game would end in scoreless draw, Union had their chances to score & Andre Blake would make a huge save to keep it scoreless in the 2nd half

Andre Blake doing Andre Blake things 🧱

📺 #MLSSeasonPass: https://t.co/euRyLfaNIn pic.twitter.com/CJqCPgF3LQ

— Major League Soccer (@MLS) April 6, 2025

Based off what we saw from the 4 games between the 2 possible playoff opponenets, I would say the better matchup would be Chicago but from a league perspecitve, Orlando City would be the better draw.

Playoff Schedule:

• Game One: Sunday, October 26 – 5:30 p.m. ET (Subaru Park) on Apple TV, &  FS1
• Game Two: Saturday, November 1 – 5:30 p.m. ET (SeatGeek Stadium or Inter & Co) on Apple TV
• Game Three (if necessary): Saturday, November 8 – TBD on Apple TV