I have been trying to break DD of her swaddle and it is going terrible! She barely sleeps for her naps....we have not even tried overnight yet. She sleeps like a dream with the swaddle.  I am starting to wonder lately why I am doing this to her! What is the downside to having a baby swaddled into 5 or 6 months? Is there anything really bad about it? She is not rolling yet. Everyone says do what works .... And this works for us! But I can't help but feel like I am prolonging the inevitable and enabling her to not learn how to self sooth.                
                             
        
Re: Why break the swaddle habit if it is working?
Long time lurker so I hope it's ok if I jump in.
DD is 5 months old, we stopped swaddling a little over a month ago. I think the concern is if your DD is rolling, but you said she so far is not yet so you are ok. I agree with doing whatever works.
We did stop the swaddle cold turkey, but we now have DD sleeping in a halo sleep sack. She was a good sleeper in the swaddle and has continued to be a good sleeper for us in the halo sack. Have you thought about trying one of those?
BFP 1- EDD 2/09/11 Missed MC DX @11 weeks D&C- 7/25/10 BFP 2- EDD 12/22/11 Natural MC @ 5w 2d BFP 3- EDD 1/25/12 DD Josephine born 1/16/12
We just randomly tried last night, and he slept normal=getting up twice a night. I couldn't be happier. No my baby still doesn't STTN, but I'm happy to get rid of the swaddle after all these months... however, if it didn't work, I'd still be doing it... til he was at least 18, lol