Romantic Things To Do in Chicago

Chicago may not seem like the most romantic destination, but you and your sweetheart will certainly feel the love in this amazing city. There is plenty of good food to eat, wine to drink, and most importantly great activities to get those sparks flying!

Chicago's downtown area is a spectacular place to begin. Wander through Millennium Park, making sure to take a picture by the "Bean," then hold hands with your honey on the ice skating rink right beneath the "Bean." Take a stroll up Michigan Avenue to admire the high-end stores lit up and sparkling during the holidays. End your journey at the Hancock Building, where enjoying dinner and drinks overlooking the city from the Signature Lounge on the 95th floor is a must.

Couples will be amazed by the beauty of the Chicago skyline from the Signature Lounge, but get an even better view on a cruise on Lake Michigan. Shoreline Sightseeing offers many options to enjoy the fantastic view!

If you are a couple that enjoys activities outside you will also enjoy exploring the Lincoln Park Zoo, or making the trek north of the city to wander through the lush gardens of the Chicago Botanic Gardens. The Garfield Park Conservatory will also warm your heart with its artful and warm landscapes.

No romantic Chicago weekend is complete without mentioning its great music and theater activities. Catch a show at the Chicago Theater, located right off of State Street within walking distance of Chicago's best shopping and restaurants. For something more laid back, snuggle over some popcorn at the indie movie theater, the Music Box Theatre.

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Millennium Park

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222 North Columbus Drive

Downtown Outdoor Urban Oasis... read more

Magnificent Mile

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625 North Michigan Avenue

High-end shopping Mecca... read more

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Buckingham Fountain

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500 South Lake Shore Dr
Grant Park

A simple Chicago landmark... read more

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Lincoln Park Zoo

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2001 North Clark Street

Animal lover must-see... read more

John Hancock Center

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875 North Michigan Avenue

Magnificent view of the Mag Mile and beyond...
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Chicago Botanic Garden

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1000 Lake-Cook Rd
Just east of Edens Expwy./I-94

Lush and Sprawling Botanic Garden... read more

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Garfield Park Conservatory

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300 North Central Park Avenue

Landscape Art Under Glass... read more

Shoreline Sightseeing

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474 N Lake Shore Dr
Departing from Navy Pier, Shedd Aquarium, and Buckingham Fountain in Grant Park

Spectacular View of the City... read more

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Music Box Theatre

3733 N. Southport Avenue

Historic Movie House... read more

Chicago Theatre

175 North State Street

Ornate, but tasteful theater... read more
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