Valentine's Day ideas
Take the pressure off with our guide to Valentine's Day ideas, including romantic restaurants and gifts for the lovers—and the haters
The pressure is on! Luckily, the best things to do in Chicago on Valentine's Day aren't far away. Chicago has tons ways to turn the best Valentine's Day ideas into concrete plans that won't weigh the night down. Have a traditional Valentine's Day weekend by making of the most of the best fine dining restaurants or try something a little more subdued with Chicago's best Thai restaurants. Even if your not spoken for, there's always tons of Chicago bars to kick back a few drinks or use a little liquid courage to talk to the cutie a few seats down. Find great gifts that mean more than chocolate or flowers and more in our guide to having the best Valentine's Day in Chicago.
Valentine's Day gifts and dates
The best things to do on Valentine's Day
Find the perfect way to spend the year's most saccharine holiday
Valentine's Day dinner specials
Nothing says love like sharing good food with your sweetheart
The 10 most romantic restaurants
From fancy French restaurants to a casual cocktail and pizza joints
The most romantic places in Chicago
Believe it, Chicago is a city of romance
10 Chicago bars and lounges for singles
You don't have to fly solo if you don't want to
10 unexpected Valentine's Day dates in Chicago
Bored with romantic dinners and sappy movies? You're not alone.
Sex shops in Chicago for all your sex toy needs
Find a shop that’s clean and comfortable
Valentine’s Day ideas for her
These unique, fun, and thoughtful Valentine's Day gifts will make her swoon
Valentine's Day gifts for when it's complicated
Not quite in a relationship, not quite single? We get it
Valentine's Day activities for kids in Chicago
Valentine’s Day for kids in Chicago is more than filling up on sweets
Where to shop
Five Valentine's pop-up shops to check out this weekend
Browse pop-up shops and markets for tons of locally made goods
The top jewelry stores
If you're looking to make a statement this year, we've tracked down the city's best jewelers
The best flower delivery in Chicago
These companies deliver quality arrangements, fast and without hassle
Romantic lists
The 50 best breakup songs
Most of the best pop music ever produced has sprung from its well of agony
The 50 best love songs ever made
Are you ready to fall head over heels with the best love songs of all time?
The 50 most romantic movies of all time
Prepare to swoon at our loveliest of movie lists.
The 10 of the best bars for singles
The best bars to meet someone before Valentine's Day—or any time
Anti–Valentine’s Day movies
Check out some streaming movies with the power to squelch out romance
Valentines for Chicago food lovers
Printable valentines featuring Rick Bayless, Paul Kahan, and other Chicago chefs and bartenders
Geez, what cynical Grinch wrote the copy for this page?! "Pressure?" "Stress?" It's a sad commentary on our culture that a holiday celebrating love is considered a burden. And why assume that single people "loathe" the holiday? Speak for yourself. I am blissfully single and I love celebrating Valentine's Day. Life is my Lover. 365 days of the year.