The Toronto Raptors are waiting on the 2026-27 schedule, and there are a few matchups that figure to jump out the moment the dates drop.
At the top of that list is the Cleveland game. Toronto pushed the Cavaliers to Game 7 in the playoffs last season, but the run ended with a road loss at Rocket Arena.
The Raptors did win all three regular-season meetings, yet the postseason flipped the script in a hurry, as Cleveland took all four games at home despite Toronto posting a 111.7 offensive rating in the series. When the Raptors head back to Rocket Arena next season, that one should carry extra weight.
It is the kind of night that gives a team a clear target: get back there, settle the score, and leave with a road win.
The other game that should draw immediate attention is the matchup with the Los Angeles Clippers. The two teams are tied together by the projected trade involving Kawhi Leonard, a deal agreed to in principle on June 30 that would send Leonard to Toronto for Brandon Ingram, Grady Dick, and multiple first-round picks.
That trade could not be fully accepted until July 6, but the investigation into whether the Clippers allegedly circumvented the salary cap to pay Leonard has put everything on hold for now. No matter where Leonard is by then - with the Raptors, with the Clippers, or nowhere at all - that game is going to bring more eyes than it would have a year ago.
Then there is New York. The Raptors will see the Knicks twice in preseason, but the regular-season meeting still carries its own pull.
One big reason is that the Knicks won the 2026 NBA Finals after the trade with Toronto that sent OG Anunoby to New York for Immanuel Quickley and RJ Barrett. That move has already shaped both franchises in 2026, and it remains one of the defining deals of the decade.
A matchup with the defending champions always has a little extra bite, and this one could feel like a playoff preview if both teams end up chasing the same kind of finish again.
For Toronto, those are the three dates that should rise to the top when the schedule arrives.
In Other News...
RJ Barrett Just Put The Raptors At A Costly Crossroads
RJ Barrett has pushed Toronto into one of the more delicate roster decisions it will face as the 2026-27 offseason winds down. The Raptors are juggling contract talks for Kawhi Leonard, Jamal Shead and Barrett, but Barrett is the name creating the most debate because of his role, his shooting performance and the question of how much value Toronto should place on him going forward.
There is a real case for patience here, even if that makes the next step uncomfortable. Barrett remains the kind of player a team can talk itself into keeping, but the Raptors also have reason to slow-roll extension discussions and see more of his fit before making a long-term commitment. If the front office believes the trade market can clarify his worth, it may choose to wait rather than risk locking in a number that proves too steep. [Read more 🡒]
RJ Barretts Next Raptors Deal Could Force A Tough Decision
RJ Barrett has one year left on his current Raptors contract, and Toronto may soon have to decide how aggressive it wants to be in keeping him around beyond that. The conversation is already taking shape with the teams salary picture in mind, since the roster includes several players making more than $25 million and leaves little room for easy flexibility if Barretts camp pushes for a raise.
The Raptors are clearly weighing how to fit Barrett into their long-term plans without boxing themselves in, which is why the next deal could require some compromise from both sides. Barrett has already signaled a willingness to make it work if it keeps him in Toronto and gives him a chance to chase a championship, but the real question is how far the front office will go before the financial math starts forcing a tougher call. [Read more 🡒]