0 Love It
Save it

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

Photograph: fly/Flickr

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

Things to do

The best things to do on Valentine's Day

Find the perfect way to spend the year's most saccharine holiday

Read more
Restaurants

Valentine's Day dinner specials

Nothing says love like sharing good food with your sweetheart

Read more
Restaurants

The 10 most romantic restaurants

From fancy French restaurants to a casual cocktail and pizza joints

Read more
Sex and dating

The most romantic places in Chicago

Believe it, Chicago is a city of romance

Read more
Bars

10 Chicago bars and lounges for singles

You don't have to fly solo if you don't want to

Read more
Things to do

10 unexpected Valentine's Day dates in Chicago

Bored with romantic dinners and sappy movies? You're not alone.

Read more
Shopping

Sex shops in Chicago for all your sex toy needs

Find a shop that’s clean and comfortable

Read more
Things to do

The best fun date ideas in Chicago

Guarantee a good time

Read more
Blog

11 date ideas that aren't sitting in a bar

Get to know someone's better side

Read more
Shopping

Valentine’s Day ideas for her

These unique, fun, and thoughtful Valentine's Day gifts will make her swoon

Read more
Shopping

Valentine's Day ideas for him

Give your guy the perfect gift with the help of our gentlemanly guide

Read more
Shopping

Valentine's Day gifts for when it's complicated

Not quite in a relationship, not quite single? We get it

Read more
Kids

Valentine's Day activities for kids in Chicago

Valentine’s Day for kids in Chicago is more than filling up on sweets

Read more

15 unusual Valentine's Day movie

Don’t settle for the obvious

Read more
Shopping

Anti-Valentine’s Day ideas

Reject the Hallmark holiday with these feisty options

Read more
Sex and dating

The Chicago dating scene by the numbers

Remember, it might seem rough out there, but we're all just trying to not die alone

Read more
Shopping

Last-minute Valentine's Day plans

It's happening on Saturday, but don't panic!

Read more

Where to shop

Blog

Five Valentine's pop-up shops to check out this weekend

Browse pop-up shops and markets for tons of locally made goods

Read more
Shopping

The 9 best gift shops

Mark a romantic occasions with an amazing gift

Read more
Restaurants

The 10 best candy stores

There's no sweeter gift than a box of chocolates

Read more
Shopping

The best flower shops

Find the freshest arrangements for your special someone

Read more
Shopping

The top jewelry stores

If you're looking to make a statement this year, we've tracked down the city's best jewelers

Read more
Shopping

The best flower delivery in Chicago

These companies deliver quality arrangements, fast and without hassle

Read more

Romantic lists

Music

The 50 best breakup songs

Most of the best pop music ever produced has sprung from its well of agony

Read more
Music

The 50 best love songs ever made

Are you ready to fall head over heels with the best love songs of all time?

Read more
Music

The 50 sexiest songs

Our playlist will lead you straight to the bedroom

Read more
Movies

The 50 most romantic movies of all time

Prepare to swoon at our loveliest of movie lists.

Read more
Bars

The 10 of the best bars for singles

The best bars to meet someone before Valentine's Day—or any time

Read more
Things to do

Anti–Valentine’s Day movies

Check out some streaming movies with the power to squelch out romance

Read more
Restaurants

Valentines for Chicago food lovers

Printable valentines featuring Rick Bayless, Paul Kahan, and other Chicago chefs and bartenders

Read more

Comments

1 comments
Amy M
Amy M

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.