Just as a heads-up, this will be slightly spoilery.
Asking for this is blatantly ignoring the entire theme of his route. It's about letting the past go. Hence the recurring theme of the anchor as an ominous figure. Both endings indeed leave heavy feelings, but that's the point. If you want an ending where Leo and Chase get back together, you get a train wreck. No matter how cute they can be together, at the end of the day, their relationship is not a healthy one, and because of the nature of the issues, it would be almost impossible for them to work through them while being together.