Fall Family Friendly Fun

Fall in the Midwest, especially Chicago, is purely spectacular.  The humidity is gone, the frigid temperatures haven’t arrived yet and just about everyone in Chicagoland gets behind the Monsters of the Midway. Even better? There are so many fun and budget friendly ways for your family to celebrate the season, from going on a nature scavenger hunt to creating a caramel apple bar together–even following a trail of over 1,000 jack-o-lanterns. Be sure to bookmark this list of Fall Family Friendly Fun, as well as our Fall in Chicago Bucket List, so you and your family can make the  most of the season.


Fall Bucket List for Chicagoans

Apple Picking Spots for Chicagoans

Tips for Taking Kids to a Bears Game

Unique Pumpkin Experiences

Jack’s Pumpkin Pop Up

Apple Picking at Jonamac Orchard

Where to See Fall Colors

Spending the Day at All Seasons Orchard

Oktoberfest at Hofbräuhaus Chicago

No Frills Farms

Tips for Taking Kids to a College Football Game


Where to Take Fall Photos

Our Favorite Chicago Family Photographers

What to Wear in Family Photos

What to Wear in HOLIDAY Family Photos


How to Style Fall Florals

What to Wear in Family Photos

The Most Stylish Bears Gear

Matching Halloween Pajamas for the Whole Family


How to Host a Chili Cookoff

Spiked Apple Cider Recipe

Oktoberfest at Home

How to Create an Epic Halloween Charcuterie Tray

How to Host an NFL Kickoff Party

How to Throw a Baseball Playoffs Party

How to Throw a Pumpkin Carving Party

How to Make a Caramel Apple Bar

DIY Hot Cocoa Bar


Cozy Fall Decor

How to Create a Succulent Pumpkin

How to Style a Fall Themed Porch

My Favorite Halloween Decorations

How to Create a Colorful Fall Garden

Our Favorite Fire Pits


Breakfast Apple Nachos

Caramel Apple Bar

Spiked Apple Cider

Halloween Charcuterie Tray


Spooky Houses in Chicagoland

How to Keep Squirrels Away From Pumpkins 

Chicago Botanic Garden Night of 1,000 Jack-o’-Lanterns

Highwood Skeleton Display

How to Simplify Halloween

6 Ways to Have a Not So Spooky Halloween

31 Halloween Books for the Whole Family

Tips for Trick or Treating in Cold and Rainy Chicagoland 

How to Make a Trick-Or-Treat Spider Web


New Thanksgiving Traditions to Try

Thoughtful Hostess Gifts

What to Do Over Thanksgiving Break

Ways to Give Back This Holiday Season

45 Things to Be Thankful For

Black Friday Alternatives

House Guest Hacks


Thanksgiving Dinner Essentials

Where to Find the Best Pies in Chicagoland

Easy & Delicious Holiday Appetizers

Twig ‘N Berry Cocktail

How to Create a Charcuterie Board

Versatile Bruschetta Recipes

White Castle Turkey Stuffing

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