Valentine’s Day in Chicagoland

Roses are red, violets are blue…if you don’t check out my tips for having a great Valentine’s Day in Chicagoland I will feel so bad for you! Why? Because I have you covered for the big day of romance, whether it is a family friendly affair or if you are lucky enough to have booked a baby sitter for some kid-free time.

Since winter in Chicagoland is so long and depressing, I like to go ALL OUT for Valentine’s Day so that we have something to look forward to on those dark and dreary days. In this “Valentine’s Day in Chicagoland” guide, I have recommendations for where to find sweets, tips on how to spend time one-on-one with your littlest valentines, unique ways to squeeze romantic dates into your busy schedule, as well as ways to share love with those who need it the most.

Just keep in mind that you don’t need big presents on Valentine’s Day–you simply need to BE present. And if you don’t want to show up empty handed, I have some ideas for you.


Romantic Restaurants Across Chicagoland

How to Have the Ultimate Date Night in Chicagoland

Unique and Fun Daytime Date Ideas

Ways to Spice Up Date Night IN 

“Chick Flicks” Guys Love

How to Throw a Galentine’s Day Party



Send an e-Valentine to the Kids at Lurie Children’s Hospital 

How to Have a Kid Friendly Valentine’s Day

Ultimate Family Play Dates for Chicagoans

15 “Mommy & Me” Date Ideas

Classroom Craft: Kindness Rocks



Valentines Moms REALLY Want

Valentine’s Day Gift Guide for the Lazy Guy

Valentine’s Day Picture Books

Must Have STEM Toys

Quiet Time Toys

Thoughtful Gift Subscriptions

Best Gift Experiences in Chicagoland

Gift Experiences for Chicago Kids