10 Popular Sidewalk Chalk Art Ideas + BONUS Chalk Date

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Say hello to screen-free fun that costs next to nothing! These sidewalk chalk ideas will provide you with endless fun and some fresh air! Even if you haven’t created sidewalk chalk art in years, we have ideas that are so simple even your littlest kids can join in!

PLUS, don’t scroll past an adorable SIDEWALK CHALK DATE IDEA you can do with your spouse! A little artsy, flirty, outdoor fun is a great way to connect!

10 Genius Sidewalk Chalk Activities

Disclaimer: This post contains affiliate links. To learn more about ’em, click here.

1. Play a Life-Sized Game

How to make a game board out of sidewalk chalk | The Dating Divas
Game Board Chalk Ideas

Make a game board out of sidewalk chalk, and use rocks as game pieces! You could also make a target to toss rocks at, create a Twister board, or even make your own chalk-version of Chutes and Ladders! 

2. Make a Creative Chalk Art Background

Create a background for photos using sidewalk chalk art |The Dating Divas
Chalk Art Photo Background Ideas

Sidewalk chalk art at its finest! Create a background with chalk and add your kids–or yourself–into the scene. This sweet photo (by Samantha Johnson) can provide some great inspiration!

3. Create a Chalk Track

Sidewalk Chalk Ideas that Involve Making a Track for Cars and Bikes | The Dating Divas
Activities for Kids to Do with Sidewalk Chalk

Create a track or scene for your kids to use. This sidewalk chalk activity will put a new spin on old toys! You could even scale the track larger and make roads for them to ride their bikes.

4. Make a BIG Sidewalk Chalk Creation

How to Make a Bike Track with Sidewalk Chalk | The Dating Divas
Bike Chalk Ideas for Fun

My favorite thing to do as a kid was to make a huge sidewalk chalk city complete with roads and houses. Cruising around a chalk road on a bike is so much fun, and so much work to draw–but not with this gadget!

5. Create a Chalk Game board

Side Walk Chalk Ideas & How to make a Side Walk Chalk Board Game | The Dating Divas
How to Make a Chalk Game Board

Grab your chalk–you’ve got work to do! Make a game board and click the link above to print a dice that pairs with your chalk game!

6. Chalk Art Paint Ideas

Sidewalk chalk art paint | The Dating Divas
Make Sidewalk Chalk Paint

Put a twist on your typical sidewalk chalk ideas and use sidewalk chalk paint! You could make your own sidewalk chalk paint or buy some for convenience.

7. Stencil Messages

Leave an kind sidewalk chalk message | The Dating Divas
Sidewalk Chalk Messages

Boost someone’s mood with a happy sidewalk chalk message! Use a stencil and chalk paint to create a birthday message, a love note, or a cute site for a photo op! Click the link above for a full how-to tutorial.

8. Make a Themed Chalk Art Theme

What to Do with Sidewalk Chalk & Ideas for Chalk Art | The Dating Divas
Sidewalk Chalk Art

Choose a theme and create a sidewalk chalk masterpiece. You could create chalk art of space, the jungle, a pirate ship, a candy store–the possibilities are endless!

9. Target Practice

Sidewalk chalk ideas that are easy and fun for kids in the summer | The Dating Divas
Make a Target Out of Sidewalk Chalk

Make a simple target out of sidewalk chalk and keep score. The best part is, you can toss rocks, acorns, anything you find nearby!

10. Create a Hopscotch Obstacle Course

Hopscotch Obstacle Course Chalk Art Ideas | The Dating Divas
Hopscotch Sidewalk Chalk Ideas

This is a must-try sidewalk chalk idea from Hands on as We Grow! Make an obstacle course with jumps, spins, and balance exercises.

SideWalk Chalk ARt Date

It’s time to put your sidewalk chalk talents to work–it’s date time! Start by prepping the popsicle invite and attaching it to a popsicle stick and a box of chalk. 

Sidewalk Chalk Ideas for a Date Outside | The Dating Divas
Popsicle Sidewalk Chalk Invite

Once you have your date secured, print and prep the other free printables. We have included several fun activities for your sidewalk chalk date!

Epic Chalk Contest

Kick your date off with a bang! Here’s how the contest works:

  1. Set the timer for 60 seconds for each round.
  2. Take turns choosing a printable prompt.
  3. Try to draw what the prompt says in 60 seconds or less.
  4. Vote on who wins the “Best Chalk Artist” award. Whoever wins gets to choose between a high five, hug, or kiss!
How to Have a Chalk Drawing Contest | The Dating Divas
Chalk Art Contest

The free printables have a printout of the contest rules as well as the drawing prompts. Fold each card in half and prop it up next to your masterpiece!

Ideas for What to Draw with Chalk | The Dating Divas
What to Draw with Chalk

Chalk Art Activity

Next up is a date activity more about your connection than your artistic skill! Here’s how you play, Let’s CHALK About It! 

  1. Have your spouse lay down on the sidewalk.
  2. Set the paper hearts alongside your spouse.
  3. As you begin to trace your sweetie, read out loud each question and take turns answering.
  4. Once you finish tracing, switch places and use the remaining questions until your masterpiece is finished!
Good Questions to Use on a Date Night | The Dating Divas
Sidewalk Chalk Question Prompts

Trace your lover and have a great conversation while you’re at it! Let the hearts guide your conversation while you draw your partner with sidewalk chalk. The questions include:

  • If you had to do an extreme sport, what would you do?
  • What’s another career that you think you would enjoy?
  • What do you want to name a pet, or your next pet?
  • Which game show do you think you could win?
  • Do you prefer looking at the sunrise or the sunset?
Fun ideas to do with chalk outside in the summer on a date | The Dating Divas
Chalk Art Date Activity Ideas
  • Do you have a motto you like to live by?
  • What would you like to create with your own hands?
  • What is the best toy every kid should have?
  • If you started your own restaurant, what food would you serve?
  • What other languages would you want to learn?

Sidewalk Chalk Act of Service

There is no better feeling than brightening someone else’s day. As part of your date (or another time if needed), have you and your partner take your box of sidewalk chalk and leave a note on a loved one’s walk or driveway. Don’t forget to leave this darling printable note on their door handle, or attached to a box of chalk you leave them as a gift. 

Summer Act of Service Ideas | The Dating Divas
Summer Act of Service

Enjoying writing kind notes and drawing pictures all around their house. Think about what will brighten their day and make them laugh!

Service Sidewalk Chalk Ideas | The Dating Divas
Fun Ideas for a Summer Bucket List

Leaving a box of chalk is a fun way to give someone else a fun summer activity and a smile!

Sidewalk Chalk Ideas

With all of these sidewalk chalk ideas in your arsenal, you are locked and loaded for a fun summer night outdoors! These ideas are great for kids or couples, too! Pick and choose which chalk art activities best fit your night, or do all of them! 

Sidewalk Chalk Ideas for Summer Outside | The Dating Divas
Popsicle Dessert After Chalk Art Fun

No matter what you do, end the night with popsicles! It’s the perfect end to a fun date outside with your love. 

Outdoor Date Ideas for the Summer | The Dating Divas
Outdoor Date Ideas 
Free Download

Sidewalk Chalk Date

Printables Designed by Courtney Exclusively for The Dating Divas

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The great loves of my life are my family, maple bars, and hand sanitizer. I’ve been married to my very own dreamboat of a soulmate for ten years. I think that there is nothing in the world that's better than laughing so hard you can barely breathe. In our family we have a policy of making that happen at least once a day.

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