Valentine’s Day 2023

Love is in the air, and there is no better place to find cupid other than right here in Lakeview East. In honor of the love holiday, businesses are ready to celebrate with all things romantic, pink, and red. Check out where to buy gifts, flowers, and sweets in the area, and which of your favorite restaurants are doing something special in celebration!


Jennivees Bakery

Jennivees Bakery always has a mssive collection of adorable baked goods! However, for Valentine’s Day, Jennivees is selling Valentine’s Boxes that feature: Two cupcakes (Chocolate razz, and pink funfetti), two heart-shaped sugar cookies, and two cake truffles (red velvet and bittersweet kiss), all wrapped in the cutest box! They are selling for just $30!

Place your order here. 

West Town Bakery

West Town is offering chocolate-covered strawberries and adorable themed pastries for the holiday! Give the gift of heart-shaped cookies, pink and red cupcakes, and more.

Preorder here. 

Klein’s Bakery and Café

Klein’s is ready to gift desserts as sweet as your valentine! They are featuring a Valentine’s Sweet Box, chocolate-covered strawberries, a “Be Mine” cake, and a DIY Heart Cookie kit (pictured).

Order here. 

Windy City Sweets

Windy City Sweets has a huge variety of desserts, candy, and all things sweet. Gift fine Chocolate & truffle Boxes, Heart shaped chocolate & truffle Boxes. Valentine’s themed hand-dipped chocolate treats. Valentine’s gift boxes and assortments. Valentine’s gummies & candies!

See the full selection here.

Bittersweet Bakery: A Vintage Valentine

Bittersweet Pastry Shop has been in the vanguard of Chicago’s chef-driven desserts and cakes for 30 years. The evolving menu features the city’s finest celebration cakes, breakfast pastries, and desserts!

For the most enchanting Valentine, express your love with some amazing and aesthetic desserts. Get a chocolate mousse heart, chocolate-dipped strawberries, macaron boxes, and more! See the full Bittersweet Valentine’s collection here.

Chicago Sugar Daddy

You’re in for a treat at Chicago Sugar Daddy!

They have a huge variety of desserts and pastries available for you and you’re loved ones from Cupids Heart Cake going for $28.00. Flavors include Chocolate, raspberry, Vanilla Strawberry, Red Velvet.

Daddy’s Sweet Strawberries 6 for $15.00 12 for $30.00.

They also have a Daddy’s Couples Baking Class Sunday Feb 12, 2023 Class is at 5pm to 7pm Max if 10 people (5 couples) Molten lava cake with raspberry sauce and Crème anglaise sauce and sweet vanilla creme Brownie Heart Bouquet 6 for $18.00 12 for $36.00 Daddy’s Sweet Four Box of four cupcakes that look like roses 2 chocolate raspberry 2 vanilla strawberry

Jeni’s Splendid Ice Cream

Jeni’s has not one but 2 glorious treats for Valentines Day!

Cone Coin Valentines:

The best Valentine any kid could get! Cone Coins are their kid-sized gift cards, and they’re all dressed up for the Feb. 14 holiday with Valentine-inspired, adhesive backers. Every coin is redeemable for one kid’s cone at a Jeni’s scoop shop. Available in bundles of 20 for $35 (bundles come in a mixed pack of backers).

Jeni’s Ice Cream for Breakfast:

Join Jeni’s on Saturday, Feb. 4 from 9 a.m. to noon for their annual Ice Cream for Breakfast Day celebration, Maple Soaked Pancakes returns for a limited time. The first 50 Splendid Rewards members at each shop get a free, very limited Ice Cream for Breakfast Day mug. (Don’t worry, there’ll be a few for sale, too.)

Plus! Ten lucky folks will win ice cream for a year. To enter the giveaway, take a pic in your PJs at a Jeni’s shop, share it with the hashtag #icecreamforbreakfast, and tag @jenisicecreams. And that’s not all … stay tuned for more!



We are lucky enough to have two Foursided locations in our area! Their Valentine’s Day shop is currently live! Gift a delicious smelling candle, niche greeting card, or astrology love book to your valentine this year.

Click here to view the Valentine’s Shop, and order online!

The Inkling Shop

“Inside Inkling, you’ll find a collection of lovely curiosities, ranging from quirky gifts to super cute greeting cards. We’re a gift shop filled with things that’ll make you laugh, with beautiful, well-designed, purpose-filled products. If you’re in the mood for a luxurious escape, you can get lost in the scents of our apothecary section. If your abode needs an extra dose of color, peruse our print racks and walls for that perfect piece of art.” Gift something special this Valentine’s Day!


Give the gift your Valentine NEEDS… a bottle of wine! BottlesUp has a fantastic team of winos on board, that can get the perfect bottle for your special someone. They also sell unique hand crafted gifts, like the planters featured below! Check out candles, chocolate bars, and coffee beans while you’re there.

Charcuterie Boards
Send your special someone something delicious this year! Enjoy a Valentine’s Day Charcuterie Board curated by Sliced Chicago Charcuterie. Each arrangement features an assortment of gourmet artisan cheeses, specialty cured meats, fresh + dried fruits, + seasonal accompaniments, all splendidly styled with valentine’s day themed chocolates + sweet varietals.
To place your order for local Lakeview delivery CLICK HERE choose your size, and select “Valentine’s Day Theme”. Price varies by size. Local Lakeview delivery is available. Use code “VALENTINESDAY” for $10 off!
Get them Crystals Instead of Diamonds

Give the gift of crystals! A new chandelier or lighting fixture is a gift that would never be forgotten. Crest lighting has beautiful choices that are sure to wow your Valentine! They’ll think of you every time they turn that switch on.

Culinary and Wine gift boxes

Can’t think of a gift to buy for someone? Look no further, Get in the Kitchen has your back!

Purchase a culinary or wine gift box or any merchandise over $40, get 10% off. Any merchandise over $75 you get to spin the wheel of Awesomeness for anywhere between 11-20% off! Gift cards for one of our cooking parties make the perfect Valentine’s Day gifts as well!


Lost Never Found

Lost Never Found has a special prix fixe menu on February 14th. Details coming soon.

Click here to make reservations.

Angelina Ristorante

Usually closed on Tuesdays, Angelina’s is making an exception for Valentine’s Day! Enjoy some authentic upscale Italian cuisine at one of Lakeview’s most romantic restaurants.

Drew’s on Halsted

Celebrate Valentines Day at Drew’s from February 10th – 14th! Enjoy a romantic evening with wine, food and music. A special Valentine’s menu is available, and live pianist will be playing in house!

Make your reservation today by phone or web: 773-244-9191 or online here! $5 Parking available.

El Mariachi Tequila Bar

El Mariachi is hosting a three-course Valentine’s Dinner for $39.99 a person! Margarita pairings are available for an extra charge. This special is happening from February 10th – 14th, so you have a few days to enjoy the deal.

Activities + Events

1920s Murder Mystery at the Speakeasy – Valentine’s Weekend

TopAct Events presents a special suspense-filled evening of secrets, surprises, and murder! Taking place at Room 13, Old Chicago Inn’s very own Prohibition era-inspired speakeasy, for a classic 1920s interactive murder mystery party.

It’s the 1920s and the Mob is at it once again, with the shocking murder of the top crime boss right here in Chicago. You are a guest of the party and must solve the mystery before more chaos breaks out! This event is improv-inspired, where you will get to play the role of a suspect, detective, or witness while mixing and mingling with others.

Each ticket includes…

  • 1920’s themed cocktail party hors d’oeuvres
  • Raffle prize giveaways for mystery winners
  • All murder mystery materials including a character sketch

*Cocktails will be available for purchase. Doors open at 7 pm

Prior to the event, TopAct will send guests their assigned character sketches along with an invitation, instructions, summary, and secret password for entry to the speakeasy. We encourage having a blast getting into character and dressing in 1920’s themed attire.

The resident bartender will be serving up classic cocktails, using recipes and ingredients that hearken from the Jazz Age and earlier. While pouring libations made with the finest ingredients, the bartender also shares knowledge of the history of the cocktail, often with cultural anecdotes that bring the Prohibition era to life.

Tickets are $50 per person and are available here.

My Funny Valentine Comedy Show

Roses are red, violets are blue, be my funny valentine boo! Head to The Laugh Factory on Valentine’s Day and show your Valentine the funniest date they will ever have! They are transforming their world famous stage into a Valentine-themed night & featuring the hottest comics in the country with an all-star comedian lineup.

$250 sweetheart package is good for two people and includes laugh factory vouchers ($300 value), a bottle of Moet (satisfies the 2-drink minimum), and a chocolate rose!

$50 PRIORITY admission 4 LF vouchers and a champagne toast!

$30 General Admission 2 LF vouchers!

Age restriction: 18 years and over. 2 drink minimum per person (can be non-alcoholic or alcoholic beverage). An 18% service fee will be applied to all drink tabs at payment to be given directly to service staff.

Click here for tickets!

Cooking Classes at Get In the Kitchen

Dumplings for my Dumplings

Date & Time: Friday February 10th, 2023 7 PM

Learn how to make 3 amazing dumplings while you hang out with your dumpling! Join us for a night of food, socializing and fun! Grab your Dumpling and Come on in!

Menu: Steamed Chinese shrimp dumplings, pan-fried turkey asiago potstickers with goat cheese & tomato sauce & crispy cherry chocolate marshmallow wontons for dessert

Tickets are on sale now for $69 a person, and they are available here!

Valentine’s Day Tapas and Salsa Dancing Lessons!

Celebrate Valentine’s Day like never before! Make some Tapas inspired dishes while you hang out and learn to Salsa dance Latin style with Instructor Jon!! Mix and mingle, and have fun while cooking a meal you won’t soon forget! Join us for a night of food, salsa dancing, socializing and fun!

Grab a friend or three and head on over for the best cooking event you’ll ever attend!

Price of admission includes cooking, salsa lessons, dinner…and general hilarity.

Menu: Tapas: Homemade Red Pepper Garlic Bread accompanied by Walnut Spinach and Goatcheese Pesto and Garlic Shrimp and Crispy Albondigas and Asiago Dumplings with a Bravas Sauce. Mixed Salad with a Paprika Red Pepper vinaigrette Dressing and Homemade Cardamom Cinnamon Ice Cream for Dessert made by us.

Date & Time: Saturday February 11th, 2023 7:00 PM

Tickets are $75 per person, and are available here!

Lonely Bear Match Maker Party

Houndstooth Saloon

Single? Come hang out with Mr. Bear at Houndstooth Saloon on Valentine’s Day! They are offering half-priced bottles of wine all night long!

The NOW Massage Boutique

If your Valentine works hard and needs a break, give the gift of a massage for Valentine’s Day. The NOW is Lakeview’s newest massage boutique, bringing next level massages, high vibration crystals, and nourishing products to the neighborhood. They provide a warm environment to relax, recharge & escape the pressures of daily life in our cityside oasis. Now until February 14th, they are adding $20 to every $100 gift card purchased! That extra $20 can be used towards an enhancement or another massage session.

If you book a massage on Valentine’s Day, you’ll receive a complimentary mini rose quartz crystal! The gift that keeps giving.

Click here to book an appointment, or to purchase a gift card. 

Galentine’s Ladies Night

Grab your gal pals and come party at Replay Lincoln Park Parks & Rec style on Friday, February 10th starting at 9 pm! In celebration of Galentine’s Day, Replay is bringing back a couple of Parks & Rec themed cocktails for a limited time only (Snake Juice anyone?) only available February 8th – 13th at special P&R events!

They’ll be playing jams from your favorite Queens of pop (Lizzo, Beyoncé, Lady Gaga, Taylor Swift, and more) all night long – ladies celebrating ladies! No reservations necessary.

Won’t You Be My Valentine Drag Brunch

Pregame for Valentine’s Day on Sunday, February 12th at Lark Chicago! The party starts at 11 am and goes on until 3 pm. Lark will be playing all your favorite love pop songs and your host will be Pixel, and Hunter will be dressed as cupid! There will be free-flowing mimosas, Bloody’s, Bellini’s, sangrias, NUTRL seltzers, and House of Love cocktails!

Click here to make reservations.

Dance on Broadway

Everyone is in for a treat! Dance on Broadway not only has 1 but 2 dance classes coming up for all the couples and singles as well!

Register and celebrate with your love with special salsa partnered class, Salsa with your sweetie and if you’re feeling some tough loving, join an exciting musical theatre class and bring your gals and pals for this beginner/intermediate Musical Theatre Jazz class.

Both classes will take place February 10 6:15pm. These are 21+ EVENT classes, following with margaritas and chips.

Blue Man Group

Our favorite blue men are offering a fantastic Valentine’s Deal… two tickets for just $99!

Choc Choc Cosmetics Valentine’s Day Event

Choc Choc is hosting a Valentine’s Day event we think you will <3. The first 30 customers who spend over $100 will receive a free skincare goodie bag, and one get TWO everyone gets to participate in great deals! Over 50 products will be on sale for 60% off, and all Spicy Closet Clothing will be buy one get TWO free! There will also be a vendor in-house selling chocolates so you can treat your tummy while treating your skin.

This event takes place on Saturday, February 11th from 10 am to 7 pm.


Goldie’s Flower Shop

Goldie’s has everything you need to make your Valentine’s Day golden. Order something classic like a dozen long-stemmed roses, or a bouquet of lilies. Check the Valentine’s Day shop here and place your order for the big day!

Plant Stand Collective

Does your Valentine have a big heart and a green thumb? Plant Stand Collective has a MASSIVE collection of plants, that your Valentine will make room on their plant shelf for. Every week they feature a “Plant of the Week” that is 15% off and a portion of sales get donated to Planned Parenthood. Stop in and browse their collection and grab a gift perfect for your plus one.