ok so Leia was heading to Obi-wan before the Battle of Scarif, and before she ever knew she or anyone would have the plans. It wasn’t just a last resort, “vader’s bout to get us we gotta go somewhere” decision. the fact that she was going to Obi-wan is probably the reason she was with the rebels and not on Alderaan.
so think in the context that a) Bail was knowingly sending his daughter, who has the genes of one of the most powerful force users ever, to go get a Jedi, b) Bail knew that he was sending the biological child of Anakin to Anakin’s former master and friend, c) Obi-wan definitely would knows who Leia is, d) Bail knows that Obi-wan is keeping an eye on Luke.
I’m not saying Bail Organa knowingly sent his force sensitive daughter to the only fully trained Jedi he knew how to get in touch with and also her force sensitive brother, but Bail Organa knowingly sent his force sensitive daughter to the only fully trained Jedi he knew how to get in touch with and also her force sensitive brother. Because he and Mon Mothma decided things had gotten to this point.
Someone in the tags said “Bail didn’t send the plans to Obi-wan. Bail sent Leia.”
YES. The Death Star plans were a last minute bonus. Bail’s actual plans for dealing with the Empire and the Death Star was LEIA