Romance in a big city, is there anything more magical? Check out these incredible restaurants and Valentine's Day activities for your special day with your sweetie (or whoever! We don't judge). <3
Photo Via MSA Circus Arts
1934 N Campbell Ave - Wicker Park
Want something on the sexier side this Valentine’s Day? Join MSA & Circus Arts for their titillating show - Hearts and Daggers. Embrace a night of romance and passion with themed cocktails, interactive stations, circus acts, and dance!
Photo Via Francesca's Website
200 E Chestnut St - Streeterville
Spoil you and your loved one with a Valentine’s Feast! Lobster agnolotti, Sea bass, short ribs, this is a menu fit for an occasion. Dress up in your finest and dote yourself this V-Day.
Photo Via Lure Fishbar
616 N Rush St - Magnificent Mile
You know what they say about oysters, right? Get things started this Valentine’s Day with dinner at Lure Fishbar. If you’re a sushi person, we recommend “The Loveboat”, a sushi package built for two (including champagne!)
Photo Via Bar Mar
120 N Wacker Dr - West Loop
Enjoy an impeccable Spanish-influenced dinner at Bar Mar. Featuring little plates made to share, it’ll be hard not to get them all! The passion behind these meals is obvious especially when you find out that Michelin-star chef, José Andrés is involved.
Photo Via Machine: Engineered Dining & Drinks
1846 W Division St - Wicker Park
A Valentine’s Day without flowers would be a crime! Join the Machine team for a flirty, floral day of wine and bouquets! Just remember it’s a tasting! ;) Or don’t.
Photo Via Duck Duck Goat
857 W Fulton Market - Fulton Market
Chef Stephanie Izard has crafted an incredible Chinese-American Valentine’s Day menu that’ll have you feeling transported. From Dim Sum to new bites, grab the whole package for $85!
Photo Via Hotel Zachary
3630 N Clark St - Wrigleyville
Grab dinner and a room at Hotel Zachary! Talk about a Valentine’s fantasy! Book a room for this special night and receive two complimentary cocktails, chocolate-covered strawberries, and a bottle of Naveran Dama sparkling.

Photo Via MOI Facebook
25 E Washington St - The Loop
The perfect adventure for creative types of couples. The Museum of Illusions is having a 2-for-1 ticket sale for Valentine’s Day only! A perfect blend of romance and entertainment!
Photo Via Good Ambler Facebook
216 N Peoria St - Fulton Market
Everyone always talks about Valentine’s Day dinner, but what about the afternoon? Get cozy with cakes, cookies, and of course chocolates at this Fulton Market chocolatier! A heart-topped laté with perfectly decorated truffles sounds like the way to kick off your Valentine’s Day!

Photo Via Lemon Chicago
1600 W Grand Ave - West Town
It’s the perfect day for the perfect cocktail. Lemon was built by artists and you can feel the flair! Not only are the drinks meticulously crafted, but the entertainment they book is locally curated for the perfect vibe. One thing we know, Lemon has taste!

Photo Via Olio e Piu
445 N Dearborn St - River North
Chef Danilo Galanti presents a delectable Valentine’s Day menu for your romantic evening. Dine on superb Italian/Mediterranean cuisine in their gorgeous dining room and make it a night to remember!

Photo Via Offshore Rooftop
1000 E Grand Ave - Navy Pier
There is nothing more romantic than beautiful skyline views, which is exactly what you get at Offshore Rooftop. Enjoy craft cocktails and coastal-inspired American cuisine while you gaze over the night sky.

Photo Via Maxwell's Trading
1516 W Carroll Ave - West Loop
For a more social Valentine’s Day setting, check out Maxwell’s Trading! A restaurant based on community, music, and overall good vibes. Plus, their menu is to die for! Grab you and your sweetie a couple of classic cocktails and classic Chicago cuisine.

Photo Via AIRE Ancient Baths
800 W Superior St - River West
Spend your Valentine’s Day in the AIRE Ancient Baths and feel your stresses melt away. These atmospheric, candle-lit caverns are the perfect romantic setting to spend with your loved one. Book your appointment, today!
Photo Via Estelles
2013 W North Ave - Wicker Park
Looking for a more casual atmosphere? Estelle’s has been around since 1999 and is the perfect date spot for the couple who appreciates good happy hours, good jukeboxes, and good company.

Photo Via Taureaux Tavern
155 W Van Buren St - Loop
Enjoy the romantic atmosphere of Chicago inside Taureaux Tavern’s all-season pergola! For lovers of French cuisine, this Loop-based restaurant has the perfect balance of vintage class and modern chic.
Did we miss your favorite spot? Let us know at [email protected]!