Romantic Things To Do In Chicago

Below is a list of romantic things to do in Chicago and I will also feature romantic things to do in other great cities as my site expands into other locations in the near future.  


Jacuzzi/Whirlpool Tubs– Either in your room or at the hotel pool (see a list of hotels that have in room whirlpool tubs and or hot tubs on places to stay).

Massage for two – Which hotels offer this option in-room.

Horse Drawn Carriage Rides– Preferrably down Michigan Ave.

Buckingham Fountain– Mid April – Mid October

Dinner Cruises – Dinner & Dancing – Mystic Blue & Odyssey Cruises

Dancing – The Joynt, Jilly’s / Salsa Dancing – Nacional 27

Millennium Ice Rink –Through March

Maggie Daley Park – The Ice  Skating Ribbon

Al Fresco DiningThe Plaza at Park Grill – Beginning in May

Navy Pier Ferris Wheel– Weather permitting

Navy Pier Fireworks – on Wednesday and Friday evenings – May through August 31st! Cooking ClassesBespoke Cuisine

ChampagnePops for Champagne

Second City Theater – Laughing together is romantic

Piano BarRedhead Piano Bar, Jilly’s, Benny’s

TheaterShakespeare Theater, Appollo Theater, Cadillac Palace Theatre

Art Institute of Chicago – Stroll hand in hand and look at art

Dinner and breathtaking views! –The Signature Room,  Cité Restaurant

Millennium Park – Afternoon Picnic

Jazz Music– Green Mill Jazz Club, Andy’s, Jazz vocalists – Petra van Nuis & Rose Colella

Blues Clubs – Buddy Guys Legends, House of Blues

BalletThe Joffrey

Shopping – Try HERSHEY’S Chocolate Store and bring back some chocolate for your room or just start walking down Michigan Ave. Or Ghirardelli Chocolate Shop for something sweet for your sweetie!

Garfield Park Conservatory – Free – Chicago Farmers Market at the Conservatory -Every Sunday, June 23rd through October 27th 

      Chicago Symphony Orchestra

      Blue Man GroupFor fun and something different

Deep Dish PizzaFor two. Chicago is the place to try this at Gino’s East!


Chicago Food Planet Tours – A unique and fun date!

PopcornGarrett Popcorn shops, delicious and fun flavors!

Greektown – Spend a night out in Chicago’s Greek Town neighborhood!




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