Goodness I wouldn't (couldn't in fact, I have 3 other children who need me too) waste so much time getting baby into bed.
Firstly is she getting enough daytime sleep and is she well fed and drinks plenty? No point tackling anything else until these are all ok.
Daytime sleep at this age - around 4 hours usually over 2 naps. Id aim for 9am-10.30/11am then 1.30pm-3/3.30pm
Next thing to look at is what is baby's comforting mechanism and how does baby go to sleep.
Baby will need a way to get comfort in order to go to sleep tight right through until school age. Some comforting methods are independant (dummy, thumb suck, toy, blanket, rhythmic movement) and others require a parent (rocking, cuddling, feeding).
If you want independent sleeping then you need to establish and independant comforting methods.
Then how does baby go to sleep. For independant sleeping this will need to be in the cot. Not in your arms and then stealth lowering into the cot. That won't cut the mustard with an older baby.
It's going to create distress if baby isn't used to going to sleep in the cot, but you could stay with baby to reassure rather than leaving them distressed alone. Baby will need access to comfort to sleep - so be it a dummy or whatever you use, it needs to be established for cot settling.
Or...
Another way to think about this is to just say "you know what, this cot settling isn't working" and scrap the idea. Reset to more realistic expectations and just decide to cosleep or room share.