The 2025 MLS Cup playoffs kicked off on Wednesday with the Wild Card round, leading to the exit of the ninth seeds from both the Eastern and Western Conferences. This outcome allowed the Chicago Fire and Portland Timbers to advance. Their next challenge is facing two of the top three teams from the regular season, the Philadelphia Union and San Diego FC, in the first round.
In this fast-paced postseason, the excitement from Wednesday’s Wild Card matches will hardly have settled before Inter Miami and Nashville SC kick off Round 1 on Friday night.
What can we expect from this best-of-three series featuring the remaining 16 MLS clubs? Lizzy Becherano and Jon Arnold analyze the matchups and provide insights for Round 1.
Eastern Conference
3. Inter Miami vs. 6. Nashville SC
Game 1: Friday, 8 p.m. ET
Game 2: Saturday, Nov. 1; 8 p.m. ET
Game 3 (if necessary): Saturday, Nov. 8; time TBD
Star attraction: All eyes will be on Lionel Messi in Miami’s opening match against Nashville, particularly after he just announced a three-year contract extension. While it may not be his final run in MLS playoffs—unlike his longtime teammates Sergio Busquets and Jordi Alba, he’ll still bring significant urgency to the field. Coming off a hat trick against Nashville in their last regular season match, Messi propelled Miami to a 5-2 victory, capturing the 2025 Golden Boot.
Even though Messi missed Tuesday’s training leading up to Friday’s game, head coach Javier Mascherano confirmed he is fit and ready to play the full match, should the need arise.
X-factor: Aside from Messi, the integration of new signing Mateo Silvetti will be intriguing. After an impressive performance at the U20 World Cup with Argentina, where he scored three goals, he’s expected back to add depth to Miami’s lineup. With the team’s consistent struggles throughout the season, Silvetti can be a crucial substitute, capable of making a game-changing impact without necessarily starting due to his limited time with the team following international duties.
Tactical wrinkle: Although Inter Miami triumphed 5-2 over Nashville in their last meeting, the Herons had serious defensive challenges early on, as Nashville was able to exploit Miami’s backline frequently, scoring twice through left-wing attacks. It was only after Mascherano made strategic changes, substituting in Yannick Bright and Ian Fray, that Miami stabilized. Miami’s defensive vulnerabilities are well-known; they have conceded 55 goals in the regular season, the second-highest total among playoff teams. If Nashville can find similar avenues to pressure Miami’s defense, they have a strong chance in this series. — Becherano
Predictions
I predict Inter Miami will advance, showcasing their ability to outperform Nashville as demonstrated on Decision Day. Miami’s roster is healthier this year compared to last, with players motivated to excel in honor of departing legends Alba and Busquets. — Becherano
While the win may not be as convincing as on Decision Day, I expect Messi and his teammates to quickly dismantle Nashville, pushing towards a fairytale finish for Busquets and Alba. — Arnold
Last year, Miami’s playoff experience was disastrous and unrealistic, I doubt we see a repeat of that, even with their defensive challenges. Nashville fields a strong combo of Hany Mukhtar and Sam Surridge, but Miami can outscore opponents effectively. This should be no different. — Jeff Carlisle
With Messi playing at an MVP level, predictions skew heavily. His hat trick in Miami’s last 5-2 victory over Nashville has only reaffirmed this. While the underdogs will have opportunities against Miami’s occasionally shaky defense, they simply won’t match the firepower of Messi and his crew. — Cesar Hernandez
Nashville’s defensive record has been respectable (45 goals conceded), but Miami managed to score 16% of those. Following their U.S. Open Cup triumph last month, B.J. Callaghan’s squad entered these playoffs on shaky ground, losing eight of their final 13 matches. As a result, it seems unlikely Messi’s side gets knocked out early this time against a less-than-optimal opponent. — Megan Swanick
My approach to MLS games is simple: never bet against a Messi-led team. Even after last season’s exit in the first round, it seems doubtful history will repeat itself. — Joseph Lowery
1. Philadelphia Union vs. 8. Chicago Fire
Game 1: Sunday, 5:30 p.m. ET
Game 2: Saturday, Nov. 1; 5:30 p.m. ET
Game 3 (if necessary): Saturday, Nov. 8; time TBD
Star attraction: The Union’s success hinges not on individual brilliance but their formidable backline. Philadelphia features two of the three finalists for Defender of the Year, with Jakob Glesnes and Kai Wagner, both crucial to the team’s league-leading record of only 35 goals conceded. Their collective effort has carried Philadelphia to clinch the Supporters’ Shield despite a lack of a major goal-scorer.
X-factor: Just as Philadelphia thrives because of its collective, the Chicago Fire has also built a strong unit under the guidance of Gregg Berhalter, successfully unlocking the potential of his squad. They recently triumphed 3-1 against Orlando City, with Brian Gutiérrez netting their first playoff goal since 2012 before Hugo Cuypers capped an impressive performance with a brace.
Tactical wrinkle: This matchup features the top defense from the East against the second-highest-scoring offense. The Fire scored an impressive 68 goals during the regular season, trailing only Miami, despite lacking high-profile signings like Messi or Luis Suárez. The dueling dynamics between Cuypers for Chicago and Wagner for Philadelphia will undoubtedly be a highlight.
With coaching changes midseason, both clubs managed immediate success. Bradley Carnell’s departure from St. Louis City led him to the Union, where he soared to the Supporters’ Shield title while managing various player injuries. Meanwhile, Berhalter has impressed in transforming the Fire from Wooden Spoon contenders to playoff participants for the first time since 2017. Who will outmaneuver whom? — Becherano
Predictions
Berhalter’s squad could definitely pull off an upset despite Philadelphia’s roster restructuring. The absence of Quinn Sullivan still lingers for the Union, making it a nail-biting contest. If Chicago can penetrate Philadelphia’s defense, they stand a good chance at victory. — Becherano
A robust defensive strategy combined with Andre Blake backing them up has propelled the Union thus far, and that trend should continue. They will limit Chicago’s chances while creating more for themselves against a vulnerable defense. — Arnold
Although the Fire shone in their Wild Card win against Orlando, they will face a much tougher challenge from the Supporters’ Shield victors. Philadelphia’s aggressive pressing will limit Chicago’s scoring opportunities, while their own strong performances at the opposite end of the pitch make victory likely. — Carlisle
While Chicago deserves credit for reaching the playoffs for the first time since 2017, it will likely be short-lived, facing a potent Philadelphia side. The Union’s grit coupled with effective ball recovery techniques should conclude this series decisively by game two. — Hernandez
The Supporters’ Shield winners will encounter challenges in the playoffs but are still predicted to triumph in the first round. They’ve defeated Chicago in both meetings this season—1-0 away and 4-0 at home—despite the Fire’s capability to score. Philadelphia holds the distinction of having the stingiest defense in the league and can capitalise on any mistakes. — Swanick
Concerns around the Union’s central playmaking persist due to Sullivan’s injury. Nevertheless, Wagner’s playmaking on the left and the team’s gritty style should overwhelm Chicago’s defense. — Lowery
Game 1: Monday, 6:45 p.m. ET
Game 2: Sunday, Nov. 2; 6:30 p.m. ET
Game 3 (if necessary): Saturday, Nov. 8; time TBD
Star attraction: With 18 goals and 15 assists in 32 matches, Evander becomes the focal point for this playoff edition of the Hell is Real derby. Joining as a Designated Player ahead of the 2025 season for Cincinnati, he has rapidly become pivotal in their success. He recently showcased his abilities by assisting Nick Hagglund in scoring to finish the regular season with a 3-0 win over CF Montreal.
X-factor: While Evander shines, Brenner should not be overlooked. Returning to the club on loan from Serie A side Udinese, he has scored four goals in six appearances. Prior to his departure, he had netted 27 goals from 2021 to 2023 and established multiple team records.
The dynamic partnership between Evander and Brenner creates a formidable duo that will challenge Cucho Hernández, which could have made the difference earlier this season.
Tactical wrinkle: Columbus will approach this series with a compromised attack; Diego Rossi’s</a injury, along with new DP Wessam Abou Ali’s</a. season-ending injury, places pressure on their defense to perform. Coach Wilfried Nancy’s game plan depends on establishing possession through their back and midfield, requiring substantial contributions from Dániel Gazdag and Darlington Nagbe in reaching the back of the net. — Becherano
Predictions
The Crew, once title challengers, now falter without the attacking capabilities of Cucho Hernández, who departed for Real Betis. Cincinnati has the edge and should exploit their opponents’ downward trend. The magic of Evander is the key to success. — Becherano
Columbus may be a popular upset pick given previous seasons, but without sufficient attacking firepower, they’ll struggle to keep up with Evander and Brenner’s form. I expect Cincinnati to advance. — Arnold
The Hell Is Real derby is heating up ahead of this playoff edition. While Columbus managed a draw and a victory in their regular-season face-offs, Cincinnati’s current form makes them favorites in this matchup. — Carlisle
With Columbus’ defensive struggle evident and the consistent ability of Cincinnati to keep games close, this series could stretch to all three games. — Lowery
Game 1: Sunday, 7:30 p.m. ET
Game 2: Saturday, Nov. 1; 9:30 p.m. ET
Game 3 (if necessary): Friday, Nov. 7; time TBD
Star attraction: Famous for his 18 goals and 15 assists across 32 matches, Evander will serve as the central attention in this intriguing playoff edition of the Hell is Real derby. Obtained as a Designated Player prior to the 2025 MLS season, Evander has showcased his immense talent, helping propel Cincinnati to a second-place finish in the Eastern Conference with 65 points.
X-factor: Despite Evander’s prominence in the attacking narrative, Brenner‘s contributions cannot be understated. Returning on loan from Serie A’s Udinese in August, he has scored four goals in six appearances. Before his international stint, he had netted 27 goals between 2021 and 2023, setting several franchise records.
Together, Brenner and Evander have established a menacing front that requires the utmost attention from the Crew’s coaching staff and players.
Tactical wrinkle: Columbus begins the series with notable attacking limitations; an injury to Diego Rossi and the season-ending injury of new signing Wessam Abou Ali leaves them struggling. Coach Wilfried Nancy’s tactical game plan will now depend heavily on maintaining possession and service delivery from key players such as Dániel Gazdag and Darlington Nagbe to improve the attack. — Becherano
Predictions
The Crew has surprised in the past, particularly in their recent triumph over the Union, but will their current struggles without the efficient scoring presence of Cucho Hernández lead to another upset against Cincinnati? The recent form should certainly push them into the round of 16. — Becherano
There has been much talk about Columbus as a possible underdog in this matchup, but I sense it is just too much ground to cover given the injury circumstances and form issues faced. Cincinnati seems poised for the win. — Arnold
Throughout the regular season, Cincinnati has shown they have pieces to succeed. Evander’s recent contributions indicate that they should be favored here. — Carlisle
It seems improbable that a play from two heavyweights will slip and fall in this series, but Cincinnati’s sustained momentum will keep them powered throughout the playoffs. — Lowery
Game 1: Sunday, 7:30 p.m. ET
Game 2: Saturday, Nov. 1; 9:30 p.m. ET
Game 3 (if necessary): Friday, Nov. 7; time TBD
Star attraction: The star for this matchup is, without a doubt, Thomas Müller, who will make his playoff debut for the Vancouver Whitecaps. Despite being relatively new to MLS, Müller has made a significant impact with seven goals and three assists in just 541 minutes this season. His seamless integration into the squad reflects his quality and ability to connect with teammates. Expect him to be a key player as Vancouver seeks deep playoff success.
X-factor: Petar Musa‘s return is crucial for FC Dallas after he missed the Decision Day victory due to suspension. Musa shined in his debut season with 18 goals after a 16-goal performance in his rookie year. His goal-scoring ability, especially when capitalizing on defensive errors, is something Vancouver must watch closely.
Tactical wrinkle: Facing challenges after the midseason departure of Luciano Acosta, FC Dallas’s recent switch to a back three has proven successful in both stabilizing the defense and attacking threat. By utilizing players like Bernard Kamungo and Shaq Moore, Dallas’s playoff push is in strong form as they face off against a talented Vancouver side.— Arnold
Predictions
The Whitecaps will look beyond the chaos following Mathías Laborda‘s early red card, moving forward with a focus on creating chances and limiting their opponents. FC Dallas will need standout performances from their suspended players to upset Vancouver. — Arnold
The transformation under manager Jesper Sørensen has been impressive, showcasing the Whitecaps’ ability to contend with any adversary. Key players like Sebastian Berhalter could prove essential in securing victory. — Becherano
Although they battled hard against the onslaught of the Whitecaps on Decision Day, FC Dallas must now cope with a much more balanced and complete side. The talent of Vancouver makes it more challenging. — Hernandez
Head coach Quill has guided his team through a myriad of obstacles this season, but facing a full-strength Vancouver team may present insurmountable challenges. — Carlisle
Dallas’ recent victory over Vancouver grants them confidence, yet even a battered Whitecaps squad is likely too talented to falter against FC Dallas. — Lowery
Vancouver’s narrow finish to first in the conference should instill fierceness in their play. They come into playoffs riding momentum following a resurgence this season and are positioned for a deep postseason run. — Swanick
1. San Diego FC vs. 8. Portland Timbers
Game 1: Sunday, 9:30 p.m. ET
Game 2: Saturday, Nov. 1; 9:30 p.m. ET
Game 3 (if necessary): Sunday, Nov. 9; time TBD
Star attraction: All eyes are on Hirving “Chucky” Lozano. However, his status for the opening match remains clouded due to an undisclosed issue that coach Mikey Varas described as “something we’re managing internally.” In his absence, Anders Dreyer has stepped up. With 19 goals and assists, Dreyer has emerged as a frontrunner for MLS accolades in his strong debut season.
X-factor: For the Portland Timbers, Felipe Mora found his stride in the Wild Card round with two crucial goals. Even though his regular season has been underwhelming as he struggled with form, Mora’s playoff performance could be pivotal for Portland as they look to challenge the expansion side San Diego FC.
Tactical wrinkle: San Diego has added depth with the acquisition of summer signing Amahl Pellegrino, who has made a name for himself in recent matches. His impactful play—combined with Lozano’s uncertain availability—creates an intriguing dynamic for head coach Mikey Varas in setting the team’s alignment for the series. — Arnold
Predictions
Though expansion teams often face challenges in postseason scenarios, San Diego is riding high and shouldn’t stall in Round 1. The Timbers managed a remarkable victory this past week; however, a notable decline in form preceded that, leading to greater uncertainty in this matchup against San Diego. — Arnold
This is a monumental playoff debut for San Diego; their performance in the first knockout round should echo their strong season, cementing them as potential contenders. — Becherano
Despite Lozano’s absence, San Diego’s decisive victory against Portland just days prior suggests they can excel in this series. With coach of the year frontrunner Varas at the helm and Dreyer in top form, they have the upper hand against a Timbers team dealing with inconsistencies. — Hernandez
As effective as Portland was securing a Wild Card win, the quick turnaround and their struggles leading up to that game leave them at a disadvantage against a potent expansion side like San Diego that has relentlessly capitalized on its opportunities. — Carlisle
The gap in this first round series appears one-sided. With San Diego’s recent 4-0 victory over Portland and wearing the advantage of home-field, the new franchise is well-poised to continue on in the postseason. — Lowery
San Diego, with their impressive depth and skill, remains in good position despite uncertainty surrounding Lozano. Sharp performances will make quick work of the Timbers, especially after a decisive 4-0 regular season finale over them. — Swanick
Despite their low possession style, Austin is bracing for a competitive series. While they will rely on strong defending, it’s difficult to envision them robustly challenging the depth of San Diego’s forwards, unless they can find moments to exploit. — Lowery