Leo would provide a lot of support and home remedies to help you sleep better. Understanding that this is a serious chronic illness, he knows that you're struggling with it as best as you can, despite waking him up often. It's hard, because he wants to help you get rested, but he also has to stay vigilant and focused, which means he needs his rest. Some days he'll head home to rest up, before coming back later that night to try with you again.
Raph would be annoyed at first. He's irritable enough when he's well rested, but when you keep fidgeting and tossing around in bed, it just boosts his temper in the coming days. He hadn't thought about the real repercussions of having insomnia, so you two would end up getting in fights often enough. It isn't until Donnie has a talk with him about your illness that Raph takes a step back to evaluate everything. He'll show up to your place with a better idea of what you're dealing with, and how, in whatever way, can he help.
Donnie's used to not getting sleep for, so he reassures you that it's no trouble when he offers to help you sleep. He's read up PDFs of medical journals on insomnia, and he knows that you can't help being the way you are with your restlessness. Donnie makes sure you take your medicine and eat well; he's always reassuring you that he loves you, and he's usually a little cool-headed when you manage to get into arguments. His patience and tact are ever present, no matter how tired he may be.
Mikey's a bit of a mess here and there, but he's surprisingly very comforting. He gets the struggle of you not being able to sleep well, and it hurts him to see you walk around like a sleep-deprived zombie. Mikey'll pull out a lot of tricks from the book; warm milk, relaxing sounds, a comfortable bed to come to, plus, his arms to curl up in. He's supportive, remaining ever hopeful with you, and for every few minutes you manage to doze off, he counts as a small victory.

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DT Ninja Turtle Headcanons
Romance(18+) Just a work where I can publish all the ask answers I got on my blog. Chapters will pertain to different asks, and can range from long paragraphs to short answers. Turts are 2014/2016 renditions and are over 18+.