🔥 Hot Deal: 2 hats for $50 + free shipping. Ends Sunday.

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Free giveaway

Win 50-inch TV

Prize value about $400. One winner, drawn live on Instagram @chicagohatclub.

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Drawing Sun, Dec 13, 2026 at 8:00 PM CT, live on Instagram @chicagohatclub

Entries are closed. The winner is drawn Sun, Dec 13, 2026 at 8:00 PM CT, live on Instagram @chicagohatclub.

No giveaway is running right now. The next one starts soon — check back, or sign up for emails at the bottom of this page to hear first.

Enter free — no purchase necessary

25 free entries every day. Come back daily for more.

Used only to contact you if you win.

Or shop to earn entries

$1 = 1 entry

Every whole dollar you spend on hats (before shipping and tax) during the giveaway adds entries automatically. A refunded or canceled order loses its entries.

Sign in to see your entries for this giveaway.

Shop hats

How it works

  1. Enter free every day with the form above (25 entries a day), or earn 1 entry for every $1 you spend.
  2. Every entry is one equal chance. Free entries and purchase entries count exactly the same.
  3. We draw one winner at random live on Instagram @chicagohatclub and contact them by email and phone.

Past winners

Our first winner will be listed here after the drawing.

No purchase necessary. A purchase does not improve your chances beyond the entries described in the rules. Open to legal US residents 18 and older. Void where prohibited. Odds depend on the number of eligible entries. Official rules.