To clarify:
Unless a woman is showing a lot of hair while wearing a tichel, a wig is NEVER going to be modest than a tichel, even a big tichel. There is no issue at all in standing out by being more modest, there is an issue with a woman attracting inappropriate attention from men with her head covering (which is what almost all the wigs do today as they beautify women and give an unmarried appearance). A married woman should look like she has a noticeable head covering on her head, that’s the point of the mitzvah! Wearing a cloth head covering accomplishes that perfectly, no matter the size of the scarf. It is a kiddush Hashem to look like a modestly dressed religious woman with an obvious head covering.
Please read:
“A woman may worry needlessly that there could be something immodest in her standing out as the only woman wearing a kerchief in a crowd of others in wigs. This is absolutely not a concern. Such a woman would be no different than someone modestly dressed, in a crowd of people who are not modestly dressed. Certainly both of these women are sanctifying G-d’s name with their appearance, despite their standing out
by being different from the others.” (The Unique Princess by Rabbi Yirmiyohu and Tehilla Abramov, page 105)
Standing out by dressing in a way that is provocative and attracts male attention is forbidden. Standing out by dressing modestly is not an issue at all. We must remember that conducting ourselves in a more proper manner- even though it is different from most people in society – does not attract attention in a forbidden manner and will not cause forbidden thoughts.
Imagine if everyone in the community would be wearing short sleeves. Would it be wrong to wear long sleeves because it would attract attention? Certainly not. Quite the contrary. This is a noble deed, since through this we are preventing men from violating the serious sin of gazing at forbidden sights.
We know that Boaz was impressed with Rus because she conducted herself in a more modest manner than the other women (she bent down in a modest way, didn’t speak to other men, etc.). Would anyone claim that Rus was not behaving properly since she was acting differently than the people around her and attracting attention? Quite the contrary is true. Rus was praised for her exemplary tznius, and in this zchus she merited that Moshiach will descend from her.” (Adorned with Dignity by Mrs. C. T. Friedman, pg. 142)