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The windy city sure stirs up a storm of unforgettable experiences and spectacular sites to enthrall all travelers stopping by to soak in its wonders. Located right by the lovely Lake Michigan, Chicago offers beautiful sandy beaches and tranquil lakeside trails in the heart of the city. Honeymoon in Chicago promises to be a vacation like no other, with just the right blend of art, culture, great food, local brews and quiet strolls in its quaint neighborhoods and lovely parks.

Chicago is also the city of festivals and parades that celebrate life in all its magnificent glory and vibrant splendour. Party hopping couples can indulge in craft cocktail tours while foodies can go crazy sampling the diverse cuisines or relishing a meal at the many Michelin-starred restaurants. Whatever may be your idea of the perfect honeymoon, Chicago never disappoints. Stay with us to plan for the best honeymoon in Chicago to sweep your love off her feet.

Best Time To Plan Your Honeymoon In Chicago

Best Time To Plan Your Honeymoon In Chicago

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April-May is considered one of the best time for visiting Chicago as the temperature are pleasant enough for exploring the outdoors, while the summer heat hasn’t really set in. Lesser crowds allow you to enjoy the museums and lovely parks at leisure during your honeymoon in Chicago.

The city is equally enchanting and less crowded during the fall season (Sept-Oct), since the summer rush and heat has abated and the pretty fall colors give the outdoors a charm of its own. Chicago Oktoberfest and Hyde Park Jazz Festival are the highlights of this season.

We suggest you avoid the summer rush when the crowds are crazy and the hotel prices skyrocket. The winters too are frigid, with chilly winds but offer great deals on hotels.

Ideal Duration

Ideal Duration

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With our comprehensive guide for your honeymoon in Chicago, seven days will give you enough time to indulge in some of the top experiences the city has to offer. A week-long stay will also give you enough breathing space in between attraction-hopping for quiet private times at the pretty gardens and waterfront spots in the ‘city by the lake’. You will also get a chance to explore the eclectic and charming neighborhoods and truly immerse in the city’s culture.

Top 10 Honeymoon Places In Chicago

Though the city offers an impressive range of experiences to travelers, there are some spots and activities that you simply cannot miss out on during your honeymoon in Chicago. We’ve put together our best picks for honeymoon activities in Chicago that will not just allow you to cement your bond of love but also give you a peek into the essential travel experiences that make this city what it is.

1. Willis Tower Skydeck – Breathtaking Views

Willis Tower Skydeck

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This is the quintessential Chicago experience that will take you both on cloud nine, even literally! The city with an award-winning skyline is home to some majestic skyscrapers like the Willis Tower that allow you heart-stopping views from the top. Clasp each other’s hands as you witness breathtaking views of four states, the city and lake from Skydeck which is the highest observatory in the western hemisphere. The adventurous ones must step onto the Ledge, a glass balcony extending 4.3 feet outside the Skydeck, for a once-in-a-lifetime experience.

Timings : Daily, 10AM-8PM
Ticket Price: $24/adult; $16/youth (3-12 years)

Must Read: 12 Most Luxurious Villas in USA For Your Next Family Vacation

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2. Navy Pier – A Leisurely Stroll

Navy Pier

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You surely can’t miss out a romantic stroll along the city’s most vibrant location buzzing with activity and exciting entertainment options. With its stunning waterfront location, Navy Pier will dazzle and inspire you to indulge in the various options like romantic boat rides, dinner cruises, great shopping and dining, interesting exhibitions and so much more. For those on a honeymoon in Chicago this is the perfect spot for endless hours of magic and fun.

3. Millennium Park – Steal Tranquil Moments

Millennium Park

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Considered to be one of the best public spaces in the world, Millennium Park is part of the city’s lush green lungs, Grant Park. Right in the heart of the city, this park allows you some quiet magical moments in the myriad pretty nooks and spots like the four-season Lurie Garden. While you cozy up in the lap of nature, you can’t afford to miss the Chicago postcard picture at the iconic Cloud Gate (popularly called ‘The Bean’) that beautifully reflects the skyline and occupies center-stage at Millennium Park.

Timings : Daily, 6AM-11PM

Suggested Read: 10 Thrilling Water Parks In USA To Pamper That Child Within You

4. Art Institute of Chicago – Admire The Superb Collection

Art Institute of Chicago

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Home to more than 300,000 art exhibits, this is one of the finest art museums in the world and a must-visit for art lovers during their honeymoon in Chicago. Together you can admire the superb Impressionist collection and Renaissance exhibits at the fantastic Art Institute of Chicago. Along with the impressive collection of paintings and sculptures from different eras, the museum also showcases interesting collections like paper-weights and miniatures.

Timings : 10:30AM-5PM. Open till 8PM on Thursdays.

5. Andersonville Neighbourhood – Explore


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Chicago’s cultural diversity is showcased through its charming neighborhoods, each with its distinct culture and vibes. Having earned the title of National Historic District, the Andersonville neighborhood is a lovely place for a romantic stroll through its quaint stores, museum, art galleries and cafes. Wind up your memorable date with over a cup of coffee at the Coffee Studio which serves the richest brews in the city.

Suggested Read: 10 Best USA Hotels For A Relaxing American Vacation

Planning your honeymoon but confused about where to go? These honeymoon stories help you find your best honeymoon trip ever!

Real honeymooners. Real stays. Real opinions to help you make the right choice.

6. Chicago Symphony Orchestra – Get Mesmerised

Chicago Symphony Orchestra

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There’s nothing like witnessing a soulful & uplifting musical extravaganza for a romantic date with your sweetheart. Counted amongst the best orchestras in the world and the top five in the United States, the Chicago Symphony Orchestra features a host of local and international conductors as well as musicians. Keep out a slot during your honeymoon in Chicago to catch their spellbinding performance in their home city. For more details check Website

7. Drumbar – Raise A Toast To Your Love


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With its stunning rooftop location atop the lovely Raffaello Hotel, this chic bar is the perfect spot to raise a toast to everlasting love and indulge in some awesome craft cocktails. Relish their signature cocktails in the intimate indoor lounge setting or enjoy romantic sundowners at the large outdoor terrace with breathtaking views of Lake Michigan.

Location: 201 E Delaware Pl, Chicago, IL 60611, USA
Timings : 5PM-12AM (Mon-Wed); 5PM-2AM (Thurs-Fri); 5PM-3AM (Sat); 3-10PM (Sun)

Suggested Read: 33 Largest Zoos In The World Where You Can Spot The Rarest Fauna And Have Ultimate Fun

8. Alfred Caldwell Lily Pool – Feel The Romance

Alfred Caldwell Lily Pool

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The romantic vibes of this hidden oasis inside the lovely Lincoln Park can’t be beat, making it one of the top places to visit when on your honeymoon in Chicago. The mesmerizingly beautiful Alfred Caldwell Lily Pool offers dreamy landscapes with beautiful walkways, winding stepping stone pathways and circular benches where you can sit and soak in the surreal vistas with the love of your life by your side.

Location: 125 W Fullerton Pkwy, Chicago, IL 60614, USA
Timings : Daily, 7:30AM-7PM

9. Chicago Theatre – Catch A Performance

Chicago Theatre

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Standing as the grand testament to the city’s prolific culture and theatre landscape, the iconic Chicago Theatre is a landmark in its own right. The magnificent Baroque-style venue known for its iconic marquee hosts many outstanding music, comedy and entertainment performances which you can book well in advance for your honeymoon in Chicago.

Suggested Read: Clubbing in Manhattan Or Bowling In Brooklyn: Enjoy The Exciting New York Nightlife

10. Magnificent Mile – Get Dazzled

Magnificent Mile

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Giving tough competition to the likes of New York’s Fifth Avenue, Chicago very own strip of high-fashion and glittering architecture is a wonderful place for an evening stroll coupled with some retail therapy. Covering thirteen blocks, the Magnificent Mile offers you a chance to immerse in the city’s vibes and experience world-class shopping and dining too.

Best Honeymoon Hotels In Chicago

Choose from the many luxurious honeymoon suites in Chicago for an unforgettable romantic stay during one of the most special times of your life.

1. The Langham Chicago

The Langham Chicago

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This luxurious hotel just two blocks away from the magnificent Mile offers spacious suites with breathtaking river views, impeccable service, and warm hospitality. Stay here with your partner and have an amazing time in the city.

Tariff/night : Deluxe Premier river view room from INR 42,900

Suggested Read: 15 Best Places To Visit In Chicago That Add Charm To Your American Vacay!

2. The Drake – A Hilton Hotel

The Drake

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Just a mile away from Navy Pier, this fantastic property offers stunning views of Lake Michigan and luxurious rooms with deluxe bedding & marble bathrooms. Wouldn’t you want to wake up to such splendid lake views? Have a surreal time, here at this property.

Tariff/night : King room with lake view from INR 29,100

3. Wyndham Grand Chicago Riverfront

Wyndham Grand Chicago Riverfront

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With its perfect location and gorgeous views of Chicago River, the hotel also offers romantic packages with champagne, chocolate coated strawberries and exceptional service for your honeymoon in Chicago. Pamper your partner, and enjoy the most comfortable stay in Chicago.

Tariff/night : Grand deluxe king room with river view from INR 31, 100

Suggested Read: 10 Festivals In Chicago That Will Send You Into An Art Overdose

Packing Essentials For Your Honeymoon In Chicago

Packing Essentials
  • Whether you choose to visit Chicago in the fall or spring season, it is always a good idea to pack a light jacket, sweater or sweatshirt for the evenings as the city temperatures dip considerably.
  • Good footwear are must, including boots for the rains and sneakers for all the walking you’d exploring the museums, Millennium Park and Magnificent Mile.
  • A wine key and travel speakers make a good addition to your day pack since there are lot of lovely beaches and parks for a quiet picnic with your life partner
  • If you plan on visiting one of the classy Michelin-starred restaurants or a theatre performance then keep a pair of elegant formal wear for that perfect romantic date and some great pictures to go.
  • A folding umbrella is a must as the Chicago rain can throw a surprise on you any time of the year. Pack your toiletries (including a dry shampoo) as well as essential medicines too.

Further Read: 20 New York Restaurants: The Culinary Capital Of The World

To add to the list of experiences in this gorgeous city, we’d also recommend a Broadway production ‘Honeymoon in Vegas’ at Chicago Marriott Theatre that promises an evening of unbridled fun with your partner. So, now, plan a trip to USA and romance with your partner!

Frequently Asked Questions About Honeymoon In Chicago

Chicago is a city which is broadly known for its Chicago-styled hot dogs, Chicago style deep pizza, Maxwell Street Polish Sausage, jazz music and also beautiful architectures which are worth exploring.

Which are the best places to visit on a honeymoon in Chicago?

For the people who are planning a honeymoon in Chicago can visit places like Dorian’s Wicker Park, Chicago Lakefront Trail, Safehouse Chicago, Odyssey Chicago River and Le Piano.

Is Chicago worth visiting?

There are some of the finest highlights which are worth an experience while in Chicago which includes visiting the Art Institute of Chicago, The Field Museum, and the Museum of Science.

What is there to do for adults in Chicago?

Some of the famous attractions in Chicago which the adults can’t miss are the Architecture River Cruise, Shedd Aquarium, Tall Ship WINDY, Feild Museum, Big Bus Chicago Tour and many more.

What should not be missed in Chicago?

While in Chicago, one should not miss out the chance to relax in Grant and Millenium Park, explore the Robie House and Shedd Aquarium. Alongside that one can also catch up an improv show and also eat a pizza.

What is there to buy in Chicago?

When in Chicago, don’t miss the chance to buy some of the things like Chicago Christmas Ornament, Garrett Popcorn, Chicago Poster, Tiffany Elsa Peretti Bean Collection, Wild Blossom Mead.

Is Chicago safe at night?

Chicago is a safe city and people feel secured while walking down the streets of the neighbourhoods. Apart from that, there are some of the restricted areas which are advised to be not visited by travelers.

What is Chicago known for?

Chicago is a city which is broadly known for its Chicago-styled hot dogs, Chicago style deep pizza, Maxwell Street Polish Sausage, jazz music and also beautiful architectures which are worth exploring.

Looking To Book Your Honeymoon Package?

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