40 Kids Who “Won” Halloween With Their Funny And Awesome Costumes

Every year, Halloween brings out a mix of classic ghouls and innovative characters as kids take to the streets in search of sweet treats.

But among the familiar witches, superheroes, and zombies, there are always those few cool kids’ costumes that stand out, turning heads and eliciting gasps of admiration. This year, creativity hit a new high as parents and kids teamed up to craft outfits that were nothing short of spectacular.

From intricate, hand-sewn masterpieces to tech-infused marvels, these 40 children didn’t just celebrate Halloween — they stole the show with their cool kids’ costumes. Dive in as we spotlight the youngsters who truly “won” the night with their unforgettable ensembles.


1. “Couldn’t Resist Dressing Up Our Two-Year-Old Triplets As Hobbits For Halloween (Girl, Boy, Boy)”

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2. “Me And My Kid Dressed Up For Starfleet Command”

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3. “My Son’s Halloween Costume, He Worked Hard, Show Him Some Love”

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4. “6 Cans Of Spray Paint Later And My Son Looks Just Like A Plastic Green Army Man”

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5. “My Daughter Feeding Mac N’ Cheese To Her Cousin On Halloween”

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6. “My Wife Did An Awesome Job With My Little Dude’s Halloween Costume This Year”

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7. “My Dog, Cousin It, And My Daughter, Wednesday Addams”

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8. “She Wanted To Become Her Meemaw For Halloween”

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9. “For Parents Of Kids Who Want To Be Hobbits For The Halloween. Men’s Socks Over Crocs, Then Paint. If You Want To Get Fancy, You Can Glue A Sole On”

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10. “This Costume”

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11. “Halloween Costume”

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12. “3D Printed For My Daughter”

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13. “My Son Decided To Rick Roll The School For Halloween”

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14. “I Made Both The Cute Little Human And The Sandy Cheeks Costume”

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15. “Everything About This Is Just Awesome. Best Halloween Costumes”

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16. “My Son And I For Halloween. The Banana Gets Revenge”

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17. “My 3-Year-Old Couldn’t Decide On A Costume. She Went With ‘Flying Bunny Bear'”

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18. “My Son’s Doc Ock Costume For Halloween”

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19. “My 8-Year-Old Asked To Be An Anglerfish For Halloween But Only If I Could Make It Light Up”

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20. “My 4-Year-Old Chose Her Costume. I Broke Out The Sewing Machine. That’s My Girl”

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21. “It’s The Hard Knock Life For This Toddler. Happy Halloween From My Daughter”

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22. “Daughter’s Halloween Costume: Plague Doctor”

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23. “My Nephew As Tigger, And His Trusty Sidekick Eeyore For Halloween”

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24. “My Daughter When She Said She Wanted To Be A Transformer For Halloween”

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25. “Incredible Homemade Eagle Costume”

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26. “My Husband Made Our Son His First Halloween Costume”

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27. “Baby Dressed Up As A Sandwich For Halloween”

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28. “I Spotted This Family Today, It’s My Favorite Costume So Far”

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29. “First Halloween. Wife Made The Costumes”

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30. “My Homemade UFO Alien Abduction Costume Tutorial”

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31. “The Doc Is In”

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32. “My Kids Love Pokemon Go, So I Made Them Halloween Costumes”

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33. “My Son’s Halloween Costume. Thought Maybe Some Of You All Would Like It”

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34. “Not Sure If It Was A Wednesday Or A Friday But My Kids Seriously Rocked These Costumes”

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35. “I Made My Daughter’s Halloween Costume”

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36. “My Son Is Ready For Halloween”

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37. “Bob Ross Zombie Hunter”

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38. “My Daughter Said She Wanted To Be A Sandwich For Halloween So My Husband Made This Costume For Her”

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39. “Our Daughter Invented Sweeneywise For Her Halloween Costume This Year”

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40. “My Wife, Son And I Made Homemade “Up” Costumes This Year”

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Nate

Nate Armbruster

When he's not doomscrolling Twitter or writing for Pleated-Jeans, Nate Armbruster writes jokes—and then tells them on stage as a stand-up comedian, where he can watch audiences (hopefully) laugh in real-time.