Wear with a blouse and skirt
You can wear a Fedora hat with a simple blouse and a skirt. Simple plain shirts generally go with a fedora and you can wear it with a printed skirt to add variety to your look. Make sure the bag you wear matches the hat and flats sandals will look great with your overall look.
Wear with a Maxi-dress
This combination is probably the most popular and the classiest. Wear a maxi-dress with a black and white fedora. This combination will protect you from the heat in the summer season and you will look great also. Try to wear a simple yet classy necklace to support your look and matching flat sandals would look nice.
Wear with a Trench coat
This is a vintage look which is still very popular. Wear a trench coat with a fedora hat with skinny jeans or tights. You can wear loafers to support your early 1930s look and carry a plain handbag with you to look even more stylish. The look is extremely easy and safe, and you may not find many doubters to criticise your getup.
Wear with formal clothes
This one is a nice modern arrangement and is usually called the ‘Michael Jackson look’. The King of Pop wore the same combination in many of his music videos including The Smooth Criminal. Wear a nicely fitted Blazer and roll the sleeves. Complete the look with a formal shirt and pants with black dress shoes. A bow would only add to the class.