Behold, your ultimate guide to Orlando City SC’s transfer activity during the 2025/26 MLS off-season.
This live tracker covers everything from winter signings and rumours to player departures and contract updates, all the way through to the close of the MLS Primary Transfer Window on Thursday, March 26, 2026.
Right here, you can stay fully up-to-date on every move and development involving the Lions. Continue reading
⚠️ Warning: this blog comes with a disclaimer. ⚠️ Before you read any further, be warned – there’s a high probability you might upset yourself again as we delve into Orlando City SC’s 3-1 defeat at Chicago Fire in the 2025 MLS Wild Card match. Maybe, like me, you were already resigned to defeat – a feeling so alien in the Oscar Pareja era. How quickly times have changed! But it’s time for a final word on 2025 – a strange season that promised so much but ultimately delivered so little. When you rely on the same tactics, you often get the same results, and many supporters are now ready to call time on Pareja’s six years in purple.
I didn’t watch the game live – which is unlike me for such a pivotal game – but when I caught the eight-minute MLS highlights this morning, all I saw was wave after wave of Chicago Fire attacks. With last night’s win, Fire sealed their FIRST MLS Cup Playoffs appearance since 2017 – EIGHT years ago! While Alex Freeman, Martín Ojeda, and Marco Pašalić can hold their heads high this year, their individual contributions have sadly counted for nothing.
When the Wilf family completed their takeover in 2021, the aim was trophies. We got one in 2022, of course, but since then, MLS Cup has remained elusive. Moving away from signing international superstars like Kaká and Nani, the club has leaned on a low-risk, high-ceiling transfer strategy – a hallmark of Ricardo Moreira’s approach. Yet with the recent news that Orlando are attempting to lure Richarlison to Central Florida, perhaps it’s time to rethink everything.
Bouncing back will be hard though. When you perform below expectations, your best players become targets. Alex Freeman is almost certain to move on this winter and Borussia Mönchengladbach are “interested” in Marco Pašalić who “would like to return to Europe”. You have to imagine that suitors will come circling for our MVP Martín Ojeda too – heaven forbid!
This blog is our full autopsy of 2025 – so buckle up for a bumpy ride as we put in the final word on a season that quickly swung from hope to heartbreak. Continue reading
Despite unveiling an ambitious “career project” to sign him in summer 2026, Orlando City SC have been rebuffed in their pursuit of Tottenham Hotspur striker Richarlison. Yesterday, Bruno Andrade of ESPN Brasil revealed that City wanted to sign the Brazilian to a long-term deal, making him a central figure in our pre-2026 FIFA World Cup plans. Today, transfer expert Fabrizio Romano corroborated the story, confirming that “Ricardo Moreira spoke to Richarlison’s camp” in London to outline the project. However, talks stalled, with the forward still considered “a key player for Spurs”.
Some claim that Orlando tried to sign Richarlison this past summer, but the biggest obstacle is Tottenham’s asking price – reportedly around €40 million ($46.4 million). This was a figure that Orlando City SC were simply unwilling to consider. Richarlison (28) holds a contract with Spurs until December 2027 and has played in England since 2017. This season, the Brazilian international has contributed three goals and one assist in seven Premier League appearances for Thomas Frank’s side. Continue reading
