Chicago - Valentine's Day 2026
Top 3 Romantic Picks in Chicago
- AirOtic Soirée Presents: LoveStruck (Chicago) — Experience 868 — From $81
- Candlelight Valentine's Day: Classical Romance — The Congress Plaza Hotel & Convention Center — From $45
- 90's R&B Sing-A-Long + Mini Candle Making — Above Average Candle Studio — From $45
Valentine's Day
in Chicago
Discover the best Valentine's Day ideas, gifts, restaurants, and romantic experiences in Chicago
♥ Top 3 Romantic Picks ♥
Most loved experiences for Valentine's Day
Why Chicago is Perfect for Celebrating Valentine's Day
Chicago offers vibrant romantic experiences, unique Valentine's Day gifts, and unforgettable date ideas. From romantic restaurants along the Magnificent Mile to intimate jazz clubs, find the perfect romantic Valentine's ideas and Valentine's Day gifts for couples.
Lakefront Romance & Architecture
Lake Michigan, Millennium Park, and iconic architecture create magical romantic experiences. Discover last-minute Valentine's Day gifts and romantic Valentine's ideas with stunning lakefront views.
Award-Winning Dining Scene
From Michelin-starred restaurants to intimate River North spots, Chicago offers exceptional romantic restaurants. Perfect Valentine's Day gifts include romantic dinners with gifts for her and gifts for him.
Jazz & Intimate Concerts
Jazz clubs and intimate Candlelight concerts provide unique romantic experiences. Find personalized Valentine's gifts and romantic Valentine's ideas that celebrate love in the Windy City.
Valentine's Day Ideas in Chicago
Explore the best options to celebrate Valentine's Day
Valentine's Day Gifts
Find the best Valentine's Day gifts in Chicago
Romantic Restaurants
Discover the best romantic restaurants for Valentine's Day in Chicago
Romantic Valentine's Ideas
Unique and romantic ideas to celebrate Valentine's Day in Chicago
Last-Minute Plans
Perfect last-minute plans for Valentine's Day in Chicago
🕯️ Candlelight Experiences
Valentine's Specials
Concerts, Musicals & Theater
Workshops & Activities
Food & Drinks
All Experiences ♥
Explore everything Chicago has to offer
AirOtic Soirée Presents: LoveStruck (Chicago)
📍 Experience 868
📅 Feb 6 - Feb 28
90's R&B Sing-A-Long + Mini Candle Making
📍 Above Average Candle Studio
📅 Feb 8 - Sep 20
The Poetry Brothel Chicago: Devotion
📍 Chicago Property Services, Inc.
📅 Feb 14
Candle Making Class On Magnificent Mile
📍 900 North Michigan
📅 Feb 6 - Apr 22
2026 Chicago Winter Tequila Tasting Festival (February 14) FU
📍 Kings Dining & Entertainment
📅 Feb 14
Lincoln Park Mystery Picnic: Self-Guided Foodie Adventure
📍 Secret Location, Chicago
📅 Feb 13 - Jul 31
Evanston Mystery Picnic: Self-Guided Foodie Adventure
📍 Secret Location Chicago
📅 Feb 13 - Jul 31
Chicago Classic Handmade Pasta with Tomato Basil Sauce
📍 Gateway To Learning
📅 Feb 28 - Apr 25
Naperville Mystery Picnic: Self-Guided Foodie Adventure
📍 Secret Location Chicago
📅 Feb 13 - Jul 31
Candlelight Valentine's Day: Classical Romance
📍 The Congress Plaza Hotel & Convention Center
📅 Feb 13
Candlelight Oak Park: Tribute to Bad Bunny
📍 Arts Center of Oak Park
📅 Feb 27 - May 1
Candlelight: Tribute to The Beatles
📍 Arts Center of Oak Park
📅 Feb 20 - Apr 24
Candlelight: Best of Bridgerton on Strings
📍 Stan Mansion
📅 Mar 28 - Apr 10
Candlelight: Tribute to Drake
📍 Stan Mansion
📅 Feb 21 - Apr 19
Candlelight: The Best of Hans Zimmer
📍 Stan Mansion
📅 Feb 28 - Apr 24
Candlelight: Neo-Soul Favorites ft. Songs by Prince, Childish Gambino, & More
📍 Wicker Park Lutheran Church
📅 Mar 14 - Mar 22
Candlelight: Tribute to Queen
📍 Stan Mansion
📅 Feb 7 - Apr 19
Candlelight: Tribute to Fleetwood Mac on Strings
📍 Wicker Park Lutheran Church
📅 Feb 7 - Apr 18
Candlelight: Rings and Dragons
📍 Wicker Park Lutheran Church
📅 Feb 7 - Apr 11
Candlelight Oak Park: Tribute to Coldplay on Strings
📍 Arts Center of Oak Park
📅 Feb 20 - Apr 24
Candlelight: 90s Unplugged
📍 Wicker Park Lutheran Church
📅 Feb 15 - Apr 12
Candlelight Evanston: Featuring Vivaldi’s Four Seasons & More
📍 St Luke's Episcopal Church
📅 Feb 28 - Mar 20
Candlelight: 80s Rock Anthems
📍 Wicker Park Lutheran Church
📅 Feb 22
Candlelight: Ed Sheeran Meets Coldplay
📍 The Den Theatre
📅 Feb 15
Candlelight: A Tribute to Adele
📍 Music Box Theatre
📅 Feb 25
Candlelight: Hip-Hop on Strings
📍 Music Box Theatre
📅 Feb 25
Candlelight: From Bach to The Beatles
📍 St Luke's Episcopal Church
📅 Feb 28