Let Love Rule: Romantic Things to do in Chicago

Chicago is a city full of possibilities and that goes for romance, too. 

If the weather is not completely Arctic, nothing beats a scenic stroll hand-in-hand along the city's beautiful lakefront path with the skyline behind you and future just ahead. Afterward, get close in an alcove at the one-of-a-kind The Darling. Or soar above the city day or night on the Navy Pier Centennial Wheel.

The city is rife with new attractions beckoning couples: The Gwen's Curling Cabin and Rink encourage you to try a sport together and sip hot toddies. Housed in a restored 1902 factory, Aire Ancient Baths  Chicago offers a multi-sensory journey via ancient Roman, Greek and Ottoman bath experiences - leave the cell phone behind. Live jazz fans will appreciate Le Piano, a listening room featuring intimate performances every evening; delicious bites and bubbles. See the impossibly gorgeous skyline on The Odyssey Chicago River  cruise or discover your partner's taste in music at Dorian's, a record shop/60's inspired music lounge hybrid, with sharable tiki cocktails and bar snacks - a happy-go-lucky choice for a romantic night. 



Music and romance are lifelong partners. That's why Dorian's, a new Chicago record shop/60's inspired music lounge hybrid, with sharable tiki cocktails and Asian inspired bar snacks, is a brilliant choice for a romantic night. Michelin...  Read More

Navy Pier Centennial Wheel
Photo courtesy of Navy Pier


The Navy Pier Centennial Wheel is the place for a romantic ride. Located right on Navy Pier, the entertainment venue and biggest tourist attraction in the city. the Wheel offers fantastic views of Chicago's skyline and lakefront. The wheel is...  Read More

Chicago Lakefront Trail
Photo courtesy of Photo by Jamie Bartosch


If you've spent any time in a European city, you know that townsfolk don't park in front of the tv after dinner - they stroll - talking, walking, laughing, getting caught up on the news and hand holding. Since we're Americans, we may feel the...  Read More



Your first inclination may be that a trendy novelty experience might not be exactly "romantic," however, the Dangerous Date package at SafeHouse Chicago could make you as attractive as Daniel Craig or Eva Green. Rather than a goofy contest,...  Read More



There's a new a vessel floating down the Chicago River adding elegance and spectacular views to a romantic journey. The Odyssey Chicago River, the newest addition to the Entertainment Cruises fleet, began cruising in fall 2018 with a design that...  Read More



Even the name - Ravenswood - sounds like something out of a dreamy English novel and the Chicago neighborhood makes a fine setting for a day and night of love. Take a cocktail class at KOVAL Distillery, Chicago's first distillery and sample...  Read More

Rogers Park


Inspired by the Latin Quarter in Paris, Le Piano's interior design, including massive French windows overlooking an East Rogers Park cobblestone street, dimly lit hushed ambience and deep wine/ Champagne list set the mood. Chicago's expert...  Read More



The Gwen's winter terrace is a sweet place to snuggle, try curling, nosh, sip warm adult bevvies and snuggle some more. The wood-paneled Curling Cabin is on the fifth-floor of the property complete with an outdoor porch, Adirondack chairs and a...  Read More

Fulton Market


The Darling is a kitchen and bar, speakeasy-style lounge and a gathering space for dancing the night away. The elegant hideaway is disguised as a flower shop (an homage to the neighborhood's flower markets of old) but hidden behind burgundy...  Read More



Housed in a restored factory circa 1902 in River West, Aire Ancient Baths Chicago offers a multi-sensory journey via ancient Roman, Greek and Ottoman bath experiences. The signature bath experience includes six thermal baths including hot bath,...  Read More


Meet Jacky Runice

Born in Bucktown when bulletproof was a home safety choice and not a coffee order, Jacky Runice has been knocking around Chicago as a professional print, online and broadcast journalist and...  More About Jacky