Juubito's can win.
-In close combat, Juubito's team would win. Madara himself is far above Obito in this category since he has better stats, is stronger, and pretty much as an identical moveset+Limbo, but Obito has Naruto and Sasuke on his side. They were able to "land" hits on Obito so Madara shouldn't easily weave around their attacks when they have Obito as support. Also doesn't help that he can't destroy the fusion of their Avatars w/o Bijuu Dama.
-Juubi Dama is countered by Onmyodon like Obito blocked his own in canon.
-Gudo Dama explosions are blocked by Obito's own or Naruto and Sasuke tank with PS Kurama.
-Gudo Dama shields are broken by Obito's own Gudo Dama, or preferably Naruto and Sasuke's Senjutsu Enhanced attacks. A small Senjutsu BD made a hole in the Gudo Dama. A larger one plus Sasuke's Kyuubi Cloaked Senjutsu enhanced PS slash should blow right through it and hit Madara.
-If Madara releases the Shinju, Obito can release his own to counter, assuming they both get it.
-Obito can see Limbo, and it can't use any of Madara's techniques so he manhandles it.