6 Great Valentine’s Day Dates

René Ranisch from Unsplash
Valentine’s Day is right around the corner, and you need the perfect place to take your loved one! Check out these 5 amazing spots perfect for that special night!

Three Dots and a Dash

Looking for a unique experience this Valentine’s Day? Check out Three Dots and a Dash, a speakeasy style tiki bar in River North. Named one of The World’s 50 Best Bars by Drinks International, cocktail excerpt Kevin Beary and his team created the best cocktails, using the best ingredients. With exciting drinks, delicious food, and tropical decorations Three Dots and a Dash transports you to an island far away on this snowy Valentines day. Drinking at the bar not enough for you? Take a trip to the Bamboo Room where they offer a guided experience through the world of rum. You and your date can explore a specialized menu of house daiquiris, iconic tropical classics, and progressive cocktails using a modern technique. 


This Valentine’s Day, take your loved one to José Andrés’ restaurant, Jaleo. Now until February 27th, Jaleo is hosting the Truffle Festival at their River North Location. These fresh black truffles were flown in from Spain by Andrés’ good friend, Nacho Ramirez and his skilled hunting dogs. You and that special someone can enjoy these delicious truffles on some unique dishes created specifically for this festival. With dishes such as, Arroz de Carrilleras y Trufa ($95) and Tortilla de Patatas con Trufa ($32), Jaleo has the perfect dish for your Valentine’s date!

Drive-In Movie Night 

Who doesn’t love an old school date night? ChiTown Movies is showing iconic romance movies all Valentine’s Day weekend. Grab your loved one and a cozy blanket and camp out in your car while watching movies such as, Lady and the Tramp, 10 Things I Hate About You, The Notebook, and more! What’s a movie without dinner? A small business, ChiTown Grille, delivers great food to your vehicle. Anything from popcorn and fruit to tacos and pizza, you can find the perfect movie night food! Paired with a refreshing soda, some hot cocoa, or some wine, it’s guaranteed to be the best movie night!  

Valentine’s Cooking Class

Looking for a more hands-on experience this Valentine’s Day? Sign up to take a cooking class with your loved one. Join Phillipe Sobon and Cynthia Orobio in creating some delicious meals with a fusion of Polish and Colombian cuisine. During this hands-on event, you will be guided in cooking two specialty pasta dishes. Wanting to round out Valentine’s Day weekend? Check out Sobon’s class on February 11th, where he walks you through making empierogis and kopytka (a polish take on gnocchi).      

Orchids After Hours

Flowers are a staple for date night, so is a romantic dinner. Why not combine them both and have the perfect date night at the Chicago Botanic Gardens this Valentine’s Day. Get your tickets for Orchids After Dark on Monday February 14th, from 5:00 p.m. to 8:00 p.m. You and your loved one can enjoy cocktails, a retro menu, and 10,000 blooming orchids. Prices start at $19 per non member, and $12 per member.  

Robert’s Pizza

We all know pizza is a love language. Take that special someone to Robert’s Pizza for a delicious date night complete with a heart-shaped pizza! All Valentine’s Day weekend, join Robert’s Pizza for a special four-course menu. For only $125, you and your loved one can enjoy two small plates, a salad, a pizza, a dessert, and either a split of Prosecco or two speciality cocktails. Make your reservation today to make sure you shower your special someone with love. And by love, we mean pizza.

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