8 Unique Ways to Celebrate Valentine’s Day in Chicago

Looking for an alternative to candlelight dinners and subpar movie dates? Switch up your average Valentine’s Day celebration with 8 unique ways to celebrate the holiday—perfect for yourself, a boo, or with a bestie. Check out the list below!

Valentine + Galentine’s Day Workshops

Friday & Saturday | February 15th – 16th | 7:00 p.m. – 11:00 p.m.

Flowers for Dreams | 812 W Hubbard St. | $85

two women-one holding wine-another holding bouquet of flowers-flowers for dreams-valentines day-2019
Image | Flowers For Dreams via Facebook

Plan the perfect date with your Valentine or Galentines with Flowers For Dreams. Learn how to build our signature Rose arrangement with wine & bubbly, cheeseboards & brunch, with live music all inside our floral workshop. Bring your gals, guys, or best friends to design your own signature Valentine’s arrangement alongside mimosas & brunch featuring special savory treats. Buy today, using code ADATEWITHFLOWERS for $10 off. Tickets are selling quickly, be sure to buy yours today!

Random Acts of Love

Thursday | February 14th | 7:00 p.m. – 11:00 p.m.

Hairpin Arts Center | 2810 N Milwaukee Ave. | $10 – $15

thumbprint-love-Valentines day-2019
Image | Hairpin Arts Center

A day dedicated to the celebration of LOVE should be for everyone! You are invited to spend Valentine’s Day at the Hairpin Arts Center. Hairpin will host a special V-day party that will explore love in all its forms and expressions. Is love a feeling? An act? A state of being? Is love exclusively reserved for special people in your life or an inclusive phenomenon shared among all of life? What has your experience of love been? Do you fall in love or leap into love? Does who you affect how you love? The event will be full of art, music, libations, and of course, love! Purchase your tickets by visiting the website here.

Three Degrees of Sweetness: Chocolate & Wine Pairing

Friday | February 15th | 7:00 p.m. – 9:00 p.m.

Armitage between Elston & Seminary Streets. | $50

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Image | My Chocolate Soul

Experience wine paired with fine chocolates of varying sweetness levels. Regine Rousseau, Sommelier, and Ramona Thomas, Award-Winning Chocolatier will guide you through four paired chocolates and wines selected exclusively for this Valentine’s Day event. Savory options will be served. Grab your tickets to this sweet event here.

Skate Nights

Thursday – Friday | February 14th – 15th | 6:00 p.m. – 11:00 p.m.

Chicago Athletic Association Hotel | 12 S Michigan Ave. | $20

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Image | Chicago Athletic Association Hotel

Skate weekend is back at Chicago Athletic Association Hotel this February! We’ve got two different nights, with two different DJs – choose your vibe. Tickets for each session are $20. On February 14th, Singles, couples, trios and more, unite this Valentine’s Day to a live DJ setting the mood with swoon-worthy classic jams and songs to sing your heart out to. February 15th, Roll into the weekend with a little hip-hop – we’re flipping the script with a different DJ. For tickets to the event, visit the event page.

Al Green vs. Marvin Gaye: Live Band Tribute

Thursday | February 14th | 8:00 p.m.

HVAC Pub| 3530 N Clark St. | $5 – $10

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Image | HVAC Pub

What’s better, a night of soul and R&B or the two greatest musicians of all time? Why not both?! Seductive powerhouses Al Green and Marvin Gaye come together this Valentine’s Day for a mashup of sensual hits that will leave you wanting more! Full band performances by Brandon James and Mista E. Catch some soulful R&B vibes with your boo, bae, or bestie. Purchase your tickets here. C

Valentines Date Night Yoga Class: hosted by New Yoga State of Mind

Thursday | February 14th | 6:45 p.m – 8:00 p.m.

1535 N Dayton St. | $20

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image | New Yoga State of Mind

Celebrate Valentine’s Day in a unique way with a little bit of yogic love. Take your valentine to an amazing, best R&B playlist you can imagine, heart-opening, Yoga Flow will host a light-hearted yoga class that is sure to spark up some good vibes. This revitalizing class will be accompanied by a playlist that will bring out the lover in you. With dim lighting, candles and sweet aromas inside the beautiful exposed brick building is the perfect date night. $20 is admission per person so a date night would be $40 for two. Bring your date, a mat, and arrive early. Purchase your tickets on the event page.

Sol Supper #6: Aphrodisiacs

Thursday | February 14th | 7:00 p.m. – 10:00 p.m.

Sol Cafe | 1615 West Howard St. | $40 – $60

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Image | Sol Cafe

Share the love with others during a family-style supper at Sol Cafe this Valentine’s Day. The unique event will feature a four-course dinner with a Drag Show at the Rogers Park-based restaurant. Options include a four-course dinner—vegetarian and meat options available—plus a free glass of champagne. For full menu details and to purchase tickets, visit the Sol Café event page.

Feminist Happy Hour: BFF AF Galentine’s Day Pop-Up Party

Wednesday | February 13th | 7:00 p.m.

The Empty Bottle | 1035 N Western Ave. | Free

flyer-feminist-happy-hour-valentines day-2019
Image | Feminist Happy Hour

The Feminist Happy Hour will hosts it’s the 3rd annual Galentine’s Day celebration the day before Valentine’s Day. This year, they are collaborating with some of the cities best feminist creators to bring the ultimate Valentine’s Day celebration. Shop, mingle, chill, at this annual pop up. Be sure to stick around for some laughs as well at this monthly comedy showcase. For more details, visit the event page.


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