Sids Clothing & Hats

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609 W Roosevelt Rd
Chicago, IL 60607

Sid's Clothing and Hats is a premier destination in Chicago known for its exquisite selection of high-quality dress hats and caps. The store offers a diverse range of styles from renowned brands such as Bailey, Stetson, and Borsalino, catering to fashion enthusiasts seeking both classic and contemporary headwear.

With a focus on customer satisfaction, Sid's provides hats designed uniquely for each individual, ensuring a perfect fit and stylish look. Their spring and summer collections feature an array of straw hats, fedoras, and pork pie hats, allowing customers to refresh their style with elegant choices for any occasion.

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Reviews

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4.524 reviews
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Reginald B.
8/7/2025

Outstanding service, they were very professional I have never bought a hat from a hat store, but I now know my hat size and I ended up buying two hats from them and they shipped them to my house....

Bruce T.
8/3/2025

Amazing selection of quality hats and a very knowledgeable staff. Worth the trip to the south side of town.

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Troy H.
7/21/2024

Good lord, I can't recommend this place enough. I was a patron of Hats Plus on Irving Park Road, before they went of business years ago. Being in my grown-man phase, I'm making the transition...

John P.
6/23/2025

If you want a cool hat, come here! Great selections and helpful, friendly staff. I bought five hats today and thrilled with the looks.

Anthony Z.
4/8/2024

Awesome shop!!! Tons of inventory at reasonable prices and a super friendly staff. If you don't want to spend a mortgage payment on a nice hat then this is the place for you!!!

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