Throughout the year, one of the best aerial displays you'll find in Chicago originates from Navy Pier. In celebration of Valentine’s Day, Navy Pier will illuminate the skyline with a specially themed edition of its award-winning fireworks. If you're feeling weary of crowds, you can also take in the show from nearby beaches or while cruising along the Lakefront Trail.
Last updated February 9, 2026: Whether you’re booed up this Valentine's Day weekend or hitting the town solo, there’s plenty to look forward to. The week's lineup features everything from the kickoff of Garfield Park Conservatory's annual spring flower show and the start of Chicago Theatre Week to a Valentine's Day party specifically for puppies. Even on a budget, you can take advantage of free admission days at several Chicago institutions or catch a free show at Empty Bottle. Read on for our curated guide to the best events happening around town this week.
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