Ultimate Guide to Celebrating Valentine’s Day in Chicago

Valentine’s Day in Chicago is always sweet! We celebrate our pals, our gals, our mini-me’s, our pups, and all! We’ve got our favorite events and places from Lincoln Park to Wicker Park and River North to the Gold Coast. Get the Ultimate Guide to celebrating Valentine’s Day in Chicago. Learn the best spots for a romantic dinner or a night out with friends.

Sunday, February 5th

Mommy and Me Valentines Tea Party
4 pm
Park & Field
3509 W Fullerton Ave
Chicago, IL 60647

Monday, February 6th

Kids Valentine’s Day Party
4:30 pm – 6 pm
Casati’s
444 W Fullerton Pkwy
Chicago, IL 60614

Thursday, February 9th

Doggie Valentines Day Party
6 pm
Park & Field
3509 W Fullerton Ave
Chicago, IL 60647

Babe Bash Galetine Cocktail Party
6:30 pm – 9:30 pm
Summer House Lincoln Park 
1954 N Halsted St
Chicago, IL 60614

Aphro-cheese-iacs: Our Valentine’s Day Themed Tasting
7 pm – 8 pm
Beautiful Rind
2211 N Milwaukee Ave
Chicago, IL 60647

Friday, February 10th

BDP Galentines + Palentines Pop-Up Dinner
6:30 pm – 9:30 pm
Big Delicious Planet
412 N Wolcott Ave
Chicago, IL 60622

Hands-On Chocolate Lover’s Paradise
11 am – 1:30 pm
The Chopping Block
4747 N Lincoln
Chicago, IL 60625

Love Constellations Experience
February 10-15th
Aire Ancient Baths
800 W Superior St
Chicago, IL 60642

Saturday, February 11th

Sweetheart High Tea Party
1 pm – 3 pm
Mon Ami Gabi – Chicago
2300 N. Lincoln Park West
Chicago, IL 60614

Valentine’s Day at RPM
Sat 11th 
Tues 14th 
RPM Events
317 N Clark St
Chicago, IL 60654

Valentine’s Day Dinner & Dancing! Tapas & Salsa Dancing Lessons!
February 11th, 12th and 14th
Get in the Kitchen!
3617 N. Broadway St.
Chicago, IL 60613

Valentine’s Day Afternoon Tea 2023
February 11 – 19
2 pm
The Ritz-Carlton, Chicago
160 E Pearson St
Chicago, IL 60611

Valentine’s Day – February 14th

a valentine’s evening at avec
5:30 pm first reservation
avec west loop
615 W Randolph St
Chicago, IL 60661

Valentines Day Duck Sel 7 Course Culinary Experience
5:30 pm – 7:30 pm
Location Emailed 24-48 hrs in advance
Chicago, IL 60640

Grapes and Grains Whisky, Wine and Piano Bar
7 pm first reservation
201 N Peoria St
Chicago, IL 60607

Omakase Valentine’s Day Dinner
5:30 pm first reservation
The Press Room
1134 W Washington Blvd
Chicago, IL 60607

Valentine’s Day Prix Fixe Dinner
5 pm
The Ritz-Carlton, Chicago
160 E Pearson St
Chicago, IL 60611

BDP Valentine’s Day Pop-Up Dinner
6:30 pm – 9:30 pm
Big Delicious Planet
412 N Wolcott Ave
Chicago, IL 60622

Lou Malnati’s Pizzeria for heart shaped pizza
958 W Wrightwood Ave
Chicago, IL 60614

Thursday, February 16th

Valentine’s Day Chocolate Tasting
7 pm – 8 pm
Beautiful Rind
2211 N Milwaukee Ave
Chicago, IL 60647

Saturday, February 25th

Cupid’s Undie Run for Neurofibromatosis
Noon – 4 pm
Sluggers
3540 N Clark St
Chicago, IL 60657

Flowers
Dilly Lily
742 W Fullerton Pkwy
Chicago, IL 60614

Flora
2835 N Southport Ave
Chicago, IL 60657

Addison Ashland Florist
3118 N. Lincoln Ave
Chicago, IL 60657

Flowers for Dreams
1812 W Hubbard St
Chicago IL 60622

(for more on floral check out our post on Small businesses)

Chocolate
Hands-On Chocolate Lover’s Paradise
Friday, Feb 10th, 11 am – 1:30 pm
The Chopping Block
4747 N Lincoln
Chicago, IL 60625

Windy City Sweets
3308 N Broadway St
Chicago, IL 60657

Cocoa + Co. Coffee and Chocolate Cafe
1651 N Wells St
Chicago, IL 60614

Mr. Kite’s The Chocolate Shop
2120 W Division St
Chicago, IL 60622

Puppy Love
Doggie Valentines Day Party
Thursday, February 10th, 6 pm
Park & Field
3509 W Fullerton Ave
Chicago, IL 60647