Best Things to Do for Couples in Chicago

10 Best Things to Do for Couples in Chicago

What to Do on a Romantic Trip to Chicago?

As one of the most romantic cities in the American Midwest, Chicago offers a variety of romantic things to do for couples. Its stunning urban landscapes and numerous leisure activities blend perfectly to create intimate moments.

As a couple, you can revel in the romance along Lake Michigan, or indulge in city activities, whether it’s on a tandem bike ride or on a romantic dinner cruise. The Centennial Wheel dominates the Chicago skyline and can serve up intimate moments with unforgettable views. For even better views, a helicopter ride takes some beating. Discover these and more as you explore the best things to do for couples in Chicago.

1. The Centennial Wheel

Chicago’s iconic Ferris wheel over Lake Michigan

Centennial Wheel in Chicago, USA

适合: 情侣/夫妇, 照片


Filled with dining and entertainment for all, the scenic Navy Pier waterfront offers couples an escape on the iconic Centennial Wheel, which rises in the pier’s centre, overlooking Lake Michigan.

The Ferris wheel offers a wonderful private experience that lets you ride in a VIP gondola specially fitted with plush seating and has a glass floor so that you can cuddle together and enjoy the thrilling views. In the summer, fireworks synced to music add to the magic on Wednesdays and Saturdays. 阅读更多内容


地址: Navy Pier, 600 E Grand Ave, Chicago, IL 60611, USA

开放时间 Sunday–Thursday from 11 am to 8 pm and Friday–Saturday from 11 am to 9 pm

电话: +1 800-595-7437

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The Centennial Wheel

Navy Pier, 600 E Grand Ave, Chicago, IL 60611, USA

2. Chicago Riverwalk

A vibrant retreat in the heart of the city

照片来源:<a href="https://commons.wikimedia.org/wiki/File:Chicago_Water_Tower_in_Early_Spring.jpg" target="_blank" rel="noreferrer">AdobeStock_395841335 </a> (<a href="https://creativecommons.org/licenses/by-sa/3.0/" target="_blank" rel="noreferrer">CC BY-SA 3.0</a>)  已修改

适合: 情侣/夫妇, 照片


The Chicago Riverwalk is undoubtedly one of Chicago’s most beautiful locales, offering a picturesque retreat from the city’s hustle and bustle. This 1.25-mile (2-km) promenade, located on the south bank of the Chicago River, boasts lush lawns, gardens and scenic spots, punctuated by restaurants ideal for intimate riverside dining.

Beyond the leisurely strolls, the Chicago Riverwalk also provides a variety of activities. From embarking on a boat tour for unbeatable cityscape views to delving into some culture at the nearby museums, the riverwalk is an urban oasis with plenty to explore.


地址: 22 E Wacker Dr, Chicago, IL 60601, USA

开放时间 Daily from 6 am to 11 pm

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Chicago Riverwalk

22 E Wacker Dr, Chicago, IL 60601, USA

3. Sailing across Lake Michigan

Beautiful yachts and topsail schooners for romantic outings

Set sail across Lake Michigan

适合: 情侣/夫妇, 照片, 豪华


As one of the Great Lakes, Lake Michigan is the playground for several majestic yacht and tall ship cruises. Setting sail on the calm waters of the lake can be one of the most surreal experiences for romantics in Chicago.

Among the prominent ships is the 148-foot Tall Ship Windy, which sails the lake by day and in the evenings from Chicago’s Navy Pier. These sailing trips let you take in Chicago’s famous skylines and explore the city’s architectural wonders from the lakefront.

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Sailing across Lake Michigan

4. The Chicago Theatre

Historical and theatrical evening out in Chicago

Chicago Theatre in USA

适合: 夜生活, 豪华


The Chicago Theatre is one of the city’s iconic cultural beacons. With its towering 7-storey edifice showcasing exquisite French Baroque architecture, it captures all the splendour of a trip to the theatre in the early 20th century. From magnificent Broadway shows to concerts with the biggest names in music to hilarious comedy shows, this theatre provides endless nights of entertainment with your sweetheart.

While attending a show here, you can revel in the magnificent interiors. Alternatively, you can attend a separate theatre tour. As you stand in the lobby, look up and admire the crystal chandeliers and the gilded décor of the grand space that’s inspired by the Royal Chapel at the Palace of Versailles near Paris, France. 阅读更多内容


地址: 175 N State St, Chicago, IL 60601, USA

开放时间 Show times vary

电话: +1 844-848-1296

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The Chicago Theatre

175 N State St, Chicago, IL 60601, USA

5. Chicago helicopter tours

Soaring over the city in style

Tour Chicago by helicopter

适合: 情侣/夫妇, 照片, 豪华


The Fly Heli Chicago lets you go on a once-in-a-lifetime tour, with unparalleled views above the Windy City and its spectacular lakefront.

Daytime tours enable you to take flight and come to eye-level with Chicago’s iconic skyscrapers. Most tours are guided, with the pilot narrating as you fly over the city’s most iconic landmarks. They’ll show you the best photo opportunities around the town, with a few bits of its rich history occasionally thrown in. Night flights are also available, showing you a glittering skyline lit with millions of city lights. If you’re planning to pop the question, don’t forget to check out the Marry Me Tour.


地址: 1339 S Wood St, Chicago, IL 60608, USA

电话: +1 312-888-3153

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Chicago helicopter tours

1339 S Wood St, Chicago, IL 60608, USA

6. Chicago lakefront trail

Lush and scenic flat cycling route

Chicago Lakefront Trail

适合: 情侣/夫妇, 照片, 经济


The Chicago Lakefront Trail is a testament to the city’s reputation as one of Midwest’s best cities for cycling, given its vast network of park trails and scenic flat routes. This 20-mile trail traces the western shore of Lake Michigan, offering a picturesque biking experience.

For couples, tandem biking can be a fun and intimate way to enjoy Chicago’s most beautiful outdoors. There are numerous bike rental companies providing tandem bikes, mostly with free locks, helmets and even maps to help you navigate. 阅读更多内容


地址: Lakefront Trail, Chicago, IL 60608, USA

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Chicago lakefront trail

Lakefront Trail, Chicago, IL 60608, USA

7. Chicago’s observation decks

Adrenaline-pumping city views

Skydeck Chicago

适合: 家庭, 照片


Treat your loved one to an exhilarating experience by visiting Chicago’s observation decks at some of the world’s tallest skyscrapers. Check out the SkyDeck Ledge at the Willis Tower on South Wacker Drive. On its 103rd-floor edge, you can step into glass boxes which extend out, with your feet seemingly hovering in the air 1,300 feet above the ground.

Another observation deck, 360 Chicago, offers a similar sensation from the 94th-floor observatory of the John Hancock Building. Its lookout has a tilting glass enclosure that provides couples with heart-pounding views. 阅读更多内容

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8. Chicago Botanic Garden

Many different gardens to explore in a single visit

Chicago Botanic Garden

适合: 照片, 经济, 情侣/夫妇


The popular Chicago Botanic Garden is located in Chicago’s rich collection of beautiful green oases in Glencoe, around a half-hour’s drive north from The Loop. The botanic garden spans over 380 acres and is home to 28 meticulously designed display gardens and 4 natural areas.

Perfect for couples seeking a unique experience, the Chicago Botanic Garden offers a variety of attractions. Relish the tranquillity of the stunning Aquatic Garden, marvel at the intricacy of the Bonsai Collection or stroll hand-in-hand through the serene and Zen-like Elizabeth Hubert Malott Japanese Garden, a space that is sure to captivate and inspire romance. 阅读更多内容


地址: 1000 Lake Cook Rd, Glencoe, IL 60022, USA

开放时间 Daily from 10 am to 6 pm

电话: +1 847-835-6801

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Chicago Botanic Garden

1000 Lake Cook Rd, Glencoe, IL 60022, USA

9. Cocktails at the Green Mill Jazz Club

Sophisticated cocktail bar with weekly soulful performances

Green Mill Jazz Club Chicago

适合: 情侣/夫妇, 夜生活


When you’re looking for a swanky spot to take that special someone out on a date in Chicago, the Green Mill Jazz Club on Broadway Street is hard to beat. The very place that was known as one of the favourite hangouts of Al Capone is now a chosen spot for romantic dinners and relaxing with a selection of delicious signature cocktails accompanied by live jazz.

The club offers a packed weekly performance schedule, ensuring there’s always a show to catch. The soulful jamming often continues into the early morning.


地址: 4802 N Broadway, Chicago, IL 60640, USA

开放时间 Sunday–Thursday from 4 pm to 1 am, Friday from 4 pm to 2 am, Saturday from 1 pm to 2 am

电话: +1 773-878-5552

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Cocktails at the Green Mill Jazz Club

4802 N Broadway, Chicago, IL 60640, USA

10. Skyscraper restaurants

An unforgettable dinner at Chicago’s heights

Signature Lounge in Chicago

适合: 情侣/夫妇, 餐饮, 豪华


The skyscraper-filled Windy City has plenty for couples looking for sky-high dining. As the sun sets over the Windy City, a romantic rendezvous awaits couples at LondonHouse Chicago Rooftop. Perched in Chicago’s impressive skyline, this unique dining location offers a spectacular dining experience, with panoramic views and vibrant city lights twinkling below.

For an even more elevated experience, try the VIP dining experience at Skydeck Chicago’s Restaurant on the 103rd floor. Its ‘Pie in the Sky’ dinners are a must-do for couples looking for a unique Chicago experience.

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Ari Gunadi
旅行达人

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