Timeless Toys Chicago

Where Fall Comes to Play

Handpicked wooden toys, puzzles, and games that keep little hands busy long after the sun sets early.

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From The Blog

Gifts That Outlast The Season - 2026

Our 2026 holiday catalog is here, filled with toys we think kids will keep playing with long after the holidays are over. We're also running a few promotions this season to help your budget go a little further.

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Halloween Costumes

Adventure Dragon Cape & Sword Set (3-8 yrs)

Adventure Dragon Cape & Sword Set (3-8 yrs)

Regular price $24.99 USD

Regular price~~~~Sale price $24.99 USD

Adventure Knight Cape & Sword Set (3-8 Yrs)

Adventure Knight Cape & Sword Set (3-8 Yrs)

Regular price $24.99 USD

Regular price~~~~Sale price $24.99 USD

All Day Everday Dragon Vest (Size 5-6 yrs)

All Day Everday Dragon Vest (Size 5-6 yrs)

Regular price $39.99 USD

Regular price~~~~Sale price $39.99 USD

All Day Everyday Dino Vest - Green (Size 5-6)

All Day Everyday Dino Vest - Green (Size 5-6)

Regular price $39.99 USD

Regular price~~~~Sale price $39.99 USD

All Day Everyday Unicorn Vest (Size 3-4 yrs)

All Day Everyday Unicorn Vest (Size 3-4 yrs)

Regular price $39.99 USD

Regular price~~~~Sale price $39.99 USD

Amber Dragon Knight Sword

Amber Dragon Knight Sword

Regular price $19.99 USD

Regular price~~~~Sale price $19.99 USD

Bejewelled Tiara - Gold with Multi Gems

Bejewelled Tiara - Gold with Multi Gems

Regular price $12.99 USD

Regular price~~~~Sale price $12.99 USD

Bejewelled Tiara Lilac

Bejewelled Tiara Lilac

Regular price $12.99 USD

Regular price~~~~Sale price $12.99 USD

Blue Duo Bead Tiara

Blue Duo Bead Tiara

Regular price $22.99 USD

Regular price~~~~Sale price $22.99 USD

Boutique Butterfly Jewel Tiara

Boutique Butterfly Jewel Tiara

Regular price $12.99 USD

Regular price~~~~Sale price $12.99 USD

Boutique Regal Tiara

Boutique Regal Tiara

Regular price $12.99 USD

Regular price~~~~Sale price $12.99 USD

Boutique Snowflake Tiara

Boutique Snowflake Tiara

Regular price $12.99 USD

Regular price~~~~Sale price $12.99 USD

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Fall Favorites: Must-Read Books

A Not-So-Scary Story

A Not-So-Scary Story

Regular price $18.99 USD

Regular price~~~~Sale price $18.99 USD

Beep, Beep, Beep, Trunk-or-Treat! (A Lift-the-Flap Book)

Beep, Beep, Beep, Trunk-or-Treat! (A Lift-the-Flap Book)

Regular price $9.99 USD

Regular price~~~~Sale price $9.99 USD

Duck & Goose, Honk! Quack! Boo!

Duck & Goose, Honk! Quack! Boo!

Regular price $12.99 USD

Regular price~~~~Sale price $12.99 USD

Hello Fall: A Sticker Activity Nature Guide

Hello Fall: A Sticker Activity Nature Guide

Regular price $12.99 USD

Regular price~~~~Sale price $12.99 USD

I Think We're Upside Down!

I Think We're Upside Down!

Regular price $18.99 USD

Regular price~~~~Sale price $18.99 USD

It's my Bird-day!

It's my Bird-day!

Regular price $18.99 USD

Regular price~~~~Sale price $18.99 USD

Now I See Fall

Now I See Fall

Regular price $9.99 USD

Regular price~~~~Sale price $9.99 USD

The Lady with the Two Different Socks

The Lady with the Two Different Socks

Regular price $17.99 USD

Regular price~~~~Sale price $17.99 USD

The Scariest Story You've Ever Heard!

The Scariest Story You've Ever Heard!

Regular price $18.99 USD

Regular price~~~~Sale price $18.99 USD

Vampire Girl Conquers the Night

Vampire Girl Conquers the Night

Regular price $18.99 USD

Regular price~~~~Sale price $18.99 USD

When Bumblebees Go to Sleep

When Bumblebees Go to Sleep

Regular price $8.99 USD

Regular price~~~~Sale price $8.99 USD

NaN / of-Infinity

Halloween & Fall Inspired Toys

101 Things to Spot on Halloween 100 Piece Puzzle

101 Things to Spot on Halloween 100 Piece Puzzle

Regular price $14.99 USD

Regular price~~~~Sale price $14.99 USD

71652 Dia de los Muertos

71652 Dia de los Muertos

Regular price $9.99 USD

Regular price~~~~Sale price $9.99 USD

A Not-So-Scary Story

A Not-So-Scary Story

Regular price $18.99 USD

Regular price~~~~Sale price $18.99 USD

Amuseables Flickerty Candle

Amuseables Flickerty Candle

Regular price $29.99 USD

Regular price~~~~Sale price $29.99 USD

Amuseables Garlic

Amuseables Garlic

Regular price $29.99 USD

Regular price~~~~Sale price $29.99 USD

Amuseables Vampop Drink

Amuseables Vampop Drink

Regular price $44.99 USD

Regular price~~~~Sale price $44.99 USD

Beep, Beep, Beep, Trunk-or-Treat! (A Lift-the-Flap Book)

Beep, Beep, Beep, Trunk-or-Treat! (A Lift-the-Flap Book)

Regular price $9.99 USD

Regular price~~~~Sale price $9.99 USD

Bones is Back!

Bones is Back!

Regular price $44.99 USD

Regular price~~~~Sale price $44.99 USD

Boo Chalks (Assorted Colors)

Boo Chalks (Assorted Colors)

Regular price $2.99 USD

Regular price~~~~Sale price $2.99 USD

Calico Critters: Cozy Friends Coloring Book

Regular price $7.99 USD

Regular price~~~~Sale price $7.99 USD

Cottage Cats 1000 Piece Foil Puzzle

Cottage Cats 1000 Piece Foil Puzzle

Regular price $22.99 USD

Regular price~~~~Sale price $22.99 USD

Creepy Cozy Gargoyles: A Coloring Book

Creepy Cozy Gargoyles: A Coloring Book

Regular price $9.99 USD

Regular price~~~~Sale price $9.99 USD

NaN / of-Infinity

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30 Years of Timeless Toys

We're Experts in Play

Every toy at Timeless Toys is hand picked by our team of Certified Play Experts. From the trending to the timeless, from the tots to teens we have something for everyone.

LEARN MORE

Shop Our Staff Favorite Picks

Timeless Toys Chicago Gift Card

Timeless Toys Chicago Gift Card

Regular price From $10.00 USD

Regular price~~~~Sale price From $10.00 USD

PlayTab Board

PlayTab Board

Regular price $14.99 USD

Regular price~~~~Sale price $14.99 USD

$60 Mystery Box

$60 Mystery Box

Regular price $60.00 USD

Regular price~~~~Sale price $60.00 USD

PlayTab Go

PlayTab Go

Regular price $14.99 USD

Regular price~~~~Sale price $14.99 USD

Herschel Solar Print

Herschel Solar Print

Regular price $7.99 USD

Regular price~~~~Sale price $7.99 USD

$100 Mystery Box

$100 Mystery Box

Regular price $100.00 USD

Regular price~~~~Sale price $100.00 USD

SpinAgain

SpinAgain

Regular price $39.99 USD

Regular price~~~~Sale price $39.99 USD

PlayTab Tiles: Gears, Picture Change, Squeaker (Set 4)

PlayTab Tiles: Gears, Picture Change, Squeaker (Set 4)

Regular price $19.99 USD

Regular price~~~~Sale price $19.99 USD

Rainbow Alligator Pull Toy

Rainbow Alligator Pull Toy

Regular price $32.99 USD

Regular price~~~~Sale price $32.99 USD

$200 Mystery Box

$200 Mystery Box

Regular price $200.00 USD

Regular price~~~~Sale price $200.00 USD

Air Toobz

Air Toobz

Regular price $179.99 USD

Regular price~~~~Sale price $179.99 USD

Taco Cat Goat Cheese Pizza

Taco Cat Goat Cheese Pizza

Regular price $12.99 USD

Regular price~~~~Sale price $12.99 USD

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Teen - Adult

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