6 Fun Things to Do in Chicago for Couples

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My husband and I have been taking marvelous trips up to Chicago for couples trips for at least a decade.

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Over the years, we've rounded up a few of our favorite fun things to do for a date in Chicago!

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Lunch at The Ralph Lauren Restaurant

In the Ralph Lauren Store, you'll enjoy their takes on classics (hamburgers, crab salad, delicious, spicy Bloody Mary's). [{ "selector": ".kxbwu-a", "duration": "500ms", "fill": "forwards", "delay": "750ms", "keyframes": [ {"offset": 0, "transform": "translateX(calc(360px - 40px)) scale(0.15)", "opacity": "1"}, {"offset": 1, "transform": "translateX(0px) scale(1)", "opacity": "1"} ] }, { "selector": ".pwrwb-a", "duration": "500ms", "fill": "forwards", "delay": "500ms", "keyframes": [ {"offset": 0, "transform": "translateX(calc(360px - 194px))", "opacity": "1"}, {"offset": 1, "transform": "translateX(0)", "opacity": "1"} ] }, { "selector": ".kiisa-a", "duration": "500ms", "fill": "forwards", "delay": "750ms", "keyframes": [ {"offset": 0, "transform": "translateX(-296.83000000000004px) scale(0.15)", "opacity": "1"}, {"offset": 1, "transform": "translateX(0) scale(1)", "opacity": "1"} ] }, { "selector": ".ajnkp-a", "duration": "500ms", "fill": "forwards", "delay": "1250ms", "keyframes": [ {"offset": 0, "opacity": 0}, {"offset": 1, "opacity": "1"} ] }, { "selector": ".rtcnc-a", "duration": "500ms", "fill": "forwards", "delay": "1250ms", "keyframes": [ {"offset": 0, "opacity": 0}, {"offset": 1, "opacity": "1"} ] }] Learn More

Classy Shopping in the Gold Coast

Keep venturing north and you'll find the best shopping in Chicago in the Gold Coast. Hermes, Jimmy Choo, Christian Louboutin, COS, St. John, and Golden Goose. [{ "selector": ".ztaet-a", "duration": "500ms", "fill": "forwards", "delay": "500ms", "keyframes": [ {"offset": 0, "transform": "translateX(calc(360px - -37px))", "opacity": "1"}, {"offset": 1, "transform": "translateX(0)", "opacity": "1"} ] }, { "selector": ".dlpzx-a", "duration": "500ms", "fill": "forwards", "delay": "750ms", "keyframes": [ {"offset": 0, "transform": "translateX(calc(360px - 50px)) scale(0.15)", "opacity": "1"}, {"offset": 1, "transform": "translateX(0px) scale(1)", "opacity": "1"} ] }, { "selector": ".kxnja-a", "duration": "500ms", "fill": "forwards", "delay": "750ms", "keyframes": [ {"offset": 0, "transform": "translateX(-288.03999999999996px) scale(0.15)", "opacity": "1"}, {"offset": 1, "transform": "translateX(0) scale(1)", "opacity": "1"} ] }, { "selector": ".gogka-a", "duration": "500ms", "fill": "forwards", "delay": "1250ms", "keyframes": [ {"offset": 0, "opacity": 0}, {"offset": 1, "opacity": "1"} ] }, { "selector": ".wbrqs-a", "duration": "500ms", "fill": "forwards", "delay": "1250ms", "keyframes": [ {"offset": 0, "opacity": 0}, {"offset": 1, "opacity": "1"} ] }] Learn More

Drinks at Gibsons

Grab a drink at Gold Coast staple, Gibson's Chicago. Keep the husband interested by reminding him that it's the site of the weekly drinking sessions that happen throughout the League. [{ "selector": ".twsob-a", "duration": "500ms", "fill": "forwards", "delay": "750ms", "keyframes": [ {"offset": 0, "transform": "translateX(calc(360px - 54px)) scale(0.15)", "opacity": "1"}, {"offset": 1, "transform": "translateX(0px) scale(1)", "opacity": "1"} ] }, { "selector": ".tdrgw-a", "duration": "500ms", "fill": "forwards", "delay": "500ms", "keyframes": [ {"offset": 0, "transform": "translateX(calc(360px - 194px))", "opacity": "1"}, {"offset": 1, "transform": "translateX(0)", "opacity": "1"} ] }, { "selector": ".bctfg-a", "duration": "500ms", "fill": "forwards", "delay": "750ms", "keyframes": [ {"offset": 0, "transform": "translateX(-284.12px) scale(0.15)", "opacity": "1"}, {"offset": 1, "transform": "translateX(0) scale(1)", "opacity": "1"} ] }, { "selector": ".egwpa-a", "duration": "500ms", "fill": "forwards", "delay": "1250ms", "keyframes": [ {"offset": 0, "opacity": 0}, {"offset": 1, "opacity": "1"} ] }, { "selector": ".narxm-a", "duration": "500ms", "fill": "forwards", "delay": "1250ms", "keyframes": [ {"offset": 0, "opacity": 0}, {"offset": 1, "opacity": "1"} ] }] Learn More

Architectural Boat Tour

Take in Chicago's stunning buildings from a new angle and enjoy a cocktail while you learn slightly more than you really wanted to know about architectural styles and the history of the Windy City. [{ "selector": ".umcgj-a", "duration": "500ms", "fill": "forwards", "delay": "500ms", "keyframes": [ {"offset": 0, "transform": "translateX(calc(360px - -30px))", "opacity": "1"}, {"offset": 1, "transform": "translateX(0)", "opacity": "1"} ] }, { "selector": ".kzlqf-a", "duration": "500ms", "fill": "forwards", "delay": "750ms", "keyframes": [ {"offset": 0, "transform": "translateX(calc(360px - 61px)) scale(0.15)", "opacity": "1"}, {"offset": 1, "transform": "translateX(0px) scale(1)", "opacity": "1"} ] }, { "selector": ".fsnuk-a", "duration": "500ms", "fill": "forwards", "delay": "750ms", "keyframes": [ {"offset": 0, "transform": "translateX(-291.03999999999996px) scale(0.15)", "opacity": "1"}, {"offset": 1, "transform": "translateX(0) scale(1)", "opacity": "1"} ] }, { "selector": ".eusxl-a", "duration": "500ms", "fill": "forwards", "delay": "1250ms", "keyframes": [ {"offset": 0, "opacity": 0}, {"offset": 1, "opacity": "1"} ] }, { "selector": ".gejnj-a", "duration": "500ms", "fill": "forwards", "delay": "1250ms", "keyframes": [ {"offset": 0, "opacity": 0}, {"offset": 1, "opacity": "1"} ] }] Learn More

Explore The Art Institute of Chicago

Don't skip the Thorne Miniature Rooms, my favorite exhibit, featuring tiny, stunningly accurate depictions of historic and famous rooms from around the world throughout history. [{ "selector": ".ppsnj-a", "duration": "500ms", "fill": "forwards", "delay": "750ms", "keyframes": [ {"offset": 0, "transform": "translateX(calc(360px - 55px)) scale(0.15)", "opacity": "1"}, {"offset": 1, "transform": "translateX(0px) scale(1)", "opacity": "1"} ] }, { "selector": ".gwkbs-a", "duration": "500ms", "fill": "forwards", "delay": "500ms", "keyframes": [ {"offset": 0, "transform": "translateX(calc(360px - 194px))", "opacity": "1"}, {"offset": 1, "transform": "translateX(0)", "opacity": "1"} ] }, { "selector": ".zotqz-a", "duration": "500ms", "fill": "forwards", "delay": "750ms", "keyframes": [ {"offset": 0, "transform": "translateX(-303.83000000000004px) scale(0.15)", "opacity": "1"}, {"offset": 1, "transform": "translateX(0) scale(1)", "opacity": "1"} ] }, { "selector": ".brbbm-a", "duration": "500ms", "fill": "forwards", "delay": "1250ms", "keyframes": [ {"offset": 0, "opacity": 0}, {"offset": 1, "opacity": "1"} ] }, { "selector": ".ejowd-a", "duration": "500ms", "fill": "forwards", "delay": "1250ms", "keyframes": [ {"offset": 0, "opacity": 0}, {"offset": 1, "opacity": "1"} ] }] Learn More

See a Show

Hop to the southern side of the Chicago River and take in a show at one of the city's historic theatres! We've see Book of Mormon & Trevor Noah, to name a few. [{ "selector": ".pamgo-a", "duration": "500ms", "fill": "forwards", "delay": "500ms", "keyframes": [ {"offset": 0, "transform": "translateX(calc(360px - -37px))", "opacity": "1"}, {"offset": 1, "transform": "translateX(0)", "opacity": "1"} ] }, { "selector": ".ajujw-a", "duration": "500ms", "fill": "forwards", "delay": "750ms", "keyframes": [ {"offset": 0, "transform": "translateX(calc(360px - 51px)) scale(0.15)", "opacity": "1"}, {"offset": 1, "transform": "translateX(0px) scale(1)", "opacity": "1"} ] }, { "selector": ".gajwu-a", "duration": "500ms", "fill": "forwards", "delay": "750ms", "keyframes": [ {"offset": 0, "transform": "translateX(-288.03999999999996px) scale(0.15)", "opacity": "1"}, {"offset": 1, "transform": "translateX(0) scale(1)", "opacity": "1"} ] }, { "selector": ".oplue-a", "duration": "500ms", "fill": "forwards", "delay": "1250ms", "keyframes": [ {"offset": 0, "opacity": 0}, {"offset": 1, "opacity": "1"} ] }, { "selector": ".zlouw-a", "duration": "500ms", "fill": "forwards", "delay": "1250ms", "keyframes": [ {"offset": 0, "opacity": 0}, {"offset": 1, "opacity": "1"} ] }] Learn More

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