I am one who could probably not read St. John Chrysostom's Homilies Against the Jews for the reason you imply, that Christian-majority history and culture have tended to breed antisemitism. (Or they seem to...eventually, more often than not.) Not that reading them would turn me anti-Jewish, but rather have too much difficulties with this particular saint, whose homilies otherwise (on the Gospels and Epistles, the relative few that I've read) I really like and find to be a good bridge of sorts between Protestantism and Orthodoxy/Catholicism. Suppose, you could always remain Protestant, and then remain by apparent default Jewish-friendly, either as an interfaith ('all paths lead to God', 'they have the first and still everlasting covenant' one could say about the Jews) liberal Protestant, or an Israel-loving "they are God's chosen people" Evangelical. Or, if you want to become Orthodox, you could painfully endure and try to cut through the seeming grime of history and suggestive anti-Jewish leanings in some of the prayers and patristic writings, and remember the point underlying it all, which is the sincere hope that the Jews, individually and collectively, will turn to Christ. Stick with the passage in Romans (can't give it, sorry) where Paul expressed his own conviction that 'the Jews will be saved'.
The seeming anti-Jewishness/antisemitism of many Orthodox (I am not saying most, or a plurality as if one of any type exists) does sometimes add to my hesitancy of Orthodoxy's absolutist, "One True Church" claims, and want to believe that Messianic Judaism, in some form yet to be seen and exclusively for ethnic/prior religious Jews, could be a viable option for more Jews to become Christians and not feel they were denying everything Jewish in their culture.