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Where to Make Valentine's Day Reservations in Chicago

Posted on February 1, 2024   |   Updated on September 30, 2025
Sidney Madden

Sidney Madden

Chicago Valentine’s Day specials

Chicago Valentine’s Day specials. (Courtesy of Robert’s Pizza Dough & Co., Sfera Sicilian Street Food, and Spirit Elephant)

Scoring a reservation for Valentine’s Day is no easy feat, which is why Hey Chicago is putting all the festive meals on your radar now.

If You’re Looking to Impress Your Date …

  • 🍛 Indienne got a Michelin star last fall. The River North restaurant is offering a five-course tasting menu on Feb. 14 at $175 per person.
  • 🍽️ El Ideas, a Michelin-star restaurant in Douglass Park, has opened late-night reservations for Valentine’s Day for $200 per person.
  • 🍷 Wild Blossom Meadery & Winery is hosting a wine-making class at $125 per person in Beverly.
Carnivale sign

Get an early start to Valentine’s Day celebrations with all-you-can-eat brunch at Carnivale in West Loop. (Seth Anderson / Flickr)

Tasty Meals That Are Gentler on Your Wallet

  • 🇰🇷 Parachute, the James Beard–award winning restaurant in Avondale, is serving 30-day dry-aged bulgogi, seafood pancake, and more. Available from Feb. 13–17, the cost is $75 per person.
  • 🐟 Truth Be Told in Woodlawn has a surf and turf entree on its prix fixe menu for $75 per person.
  • 🍋 Sfera Sicilian Street Food in Edgewater has a $79 to-go package packed with scaccia (folded pizza), appetizers, and cannolis.
  • 💃 Carnivale will have Latin-centric dishes at an all-you-can-eat Cupid’s Brunch Feb 11 and at dinner Feb. 14 in West Loop.
  • 🍄 Spirit Elephant, a vegan restaurant in Winnetka, has a $32 mushroom-based filet mignon and a $9 chocolate mousse.
A heart-shaped ice cream pizza

Did someone say heart-shaped ice cream pizza?! (Courtesy of Robert’s Pizza Dough & Co.)

Leave Room for Something Cheesy

  • 🍦 Robert’s Pizza Dough & Co. in Streeterville has a $125 four-course dinner featuring prosecco and a heart-shaped ice cream pizza.
  • 🍕 Lou Malnati’s is back selling heart-shaped deep-dish and cookies.
  • ❤️ Dimo’s pre-orders for heart-shaped pizzas start today! Hurry and secure yours from the pizzeria’s Wicker Park or Lakeview locations.

Don’t Forget Dessert

  • Delightful Pastries in Portage Park has an array of festive candies and pastries like passionfruit truffles and sugar cookies.
  • Dulce Mami Cafe serves decadent treats year-round in Gage Park, Cicero, and Crestwood.

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