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HOW ROMANTIC IS CHICAGO

THINGS TO DO IN CHICAGO

Chicago is a perfect destination for couples looking for a romantic escape. The city offers breathtaking skyline views, charming riverfront walks, and world-class dining. A romantic getaway Chicago starts with a scenic stroll along the Chicago Riverwalk, where you can enjoy waterfront cafés and stunning architecture.

For a special evening, take a sunset cruise on Lake Michigan and watch the city lights sparkle. If you love art, visit the Art Institute of Chicago and admire famous masterpieces together. Next, explore Millennium Park and snap a photo at Cloud Gate before relaxing in the beautiful gardens.

Couples can also enjoy a candlelit dinner at one of Chicago’s finest restaurants. Geja’s Café, known for its cozy fondue experience, is a top choice. For breathtaking views, dine at Cindy’s Rooftop and watch the sunset over Millennium Park.

End the night with a drink at a rooftop bar or a jazz lounge. If you want to unwind, book a couples’ spa treatment at a luxury hotel. A romantic getaway Chicago is filled with unforgettable moments, from scenic boat rides to intimate dinners. Whether you love adventure or relaxation, Chicago offers the perfect mix for a memorable trip.

ROMANTIC GETAWAYS CHICAGO: TOP 10 HOTELS

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From $ 169 per night

8.8
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Arlo Chicago

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Arlo Chicago sits in the heart of downtown, close to top attractions. You stay near Millennium Park, the Art Institute of Chicago, and the Chicago Riverwalk. The hotel’s central location gives you easy access to shopping, dining, and entertainment.

Arlo Chicago Arlo Chicago
MORE INFO BOOK NOW $ 183 per night
8.8
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The Buckingham Hotel

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The Buckingham Hotel offers a great stay for couples looking for a romantic getaway Chicago. Located in the Financial District, the hotel sits on the 40th floor of the Chicago Stock Exchange building. As a result, you get stunning city views and easy access to top attractions. For a romantic experience, you can visit Grant Park, which is just a short walk away. Moreover, Millennium Park and Cloud Gate are also nearby, making them great spots for a romantic photo. If you enjoy art, the Art Institute of Chicago is close, where you can explore famous artworks together. Additionally, if you love shopping, State Street and the Magnificent Mile are within reach. The hotel provides important facilities for a comfortable stay. For instance, you get spacious rooms with large windows overlooking the skyline or Lake Michigan. Furthermore, free Wi-Fi, a fitness center, and an indoor pool are available. The hotel also has a sauna, making it perfect for unwinding after a long day of sightseeing. For a romantic getaway Chicago, the Buckingham Hotel offers great features. You can book a lake-view suite for a special experience. In addition, the hotel’s location lets you enjoy a quiet stay while still being close to romantic spots. You can have dinner at a nearby fine-dining restaurant or, alternatively, take a night stroll along the Riverwalk. The Buckingham Hotel makes it easy to explore Chicago while enjoying a romantic getaway Chicago. For example, you can visit the Skydeck at Willis Tower, just a few blocks away. Similarly, the hotel is also near Buckingham Fountain, a great place for couples to relax. If you want to see the city from the water, you should take an architectural boat tour from the Chicago Riverwalk. You can start your morning with breakfast in bed or, if you prefer, at a nearby café. After that, you can spend the day discovering Chicago’s museums, theaters, or parks. Later, in the evening, you can have a drink at a rooftop bar or enjoy live jazz music. Thanks to the hotel’s central location, you can experience the best of a romantic getaway Chicago with ease. For couples who want a mix of relaxation and city exploration, the Buckingham Hotel offers a great option. Not only does the hotel provide comfort, but it also keeps you close to everything. Whether you want a quiet night or a romantic dinner in the city, this hotel keeps you near all the best options.
MORE INFO BOOK NOW $ 181 per night
9.2
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Sentral Michigan Avenue

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Sentral Michigan Avenue offers a great stay in the heart of Chicago. The hotel sits on South Michigan Avenue, close to Grant Park and the city's top attractions. You can easily explore Millennium Park, The Art Institute of Chicago, and the Museum Campus. Moreover, the hotel’s location gives you quick access to the lakefront and famous shopping spots on State Street. For a romantic getaway Chicago, the hotel provides many options to enjoy time together. You can relax at the indoor pool or enjoy the private theater. Furthermore, the rooftop terrace offers stunning city views, perfect for an evening drink. If you want to stay active, you can use the fitness center with modern equipment. Additionally, the co-working lounge allows you to catch up on tasks before heading out. Your stay includes access to a shared kitchen, making it easy to prepare meals together. However, if you prefer dining out, many top restaurants sit within walking distance. You can try a candlelit dinner at The Gage or a steakhouse nearby. For a special evening, take a short walk to the Chicago Symphony Orchestra for a live performance. A romantic getaway Chicago should include relaxation. Sentral Michigan Avenue offers wellness amenities like a yoga studio and spa services. You can book a massage or unwind in the sauna. In addition, the hotel’s private outdoor areas let you enjoy quiet moments away from the city’s energy. If you love sightseeing, Navy Pier and the Chicago Riverwalk are close. You can take a boat cruise or rent bikes to explore the area. Because of its central location, the hotel makes it easy to enjoy the best of the city without long travel times. For couples, the hotel provides special packages to enhance a romantic getaway Chicago. You can request in-room dining or a bottle of wine upon arrival. Likewise, the modern design and comfortable spaces help create a relaxing stay. Evenings in Chicago offer great date night ideas. You can walk to Buckingham Fountain for a beautiful water show or head to a rooftop lounge. Similarly, the nearby Adler Planetarium offers a romantic stargazing experience. With so many choices, your romantic getaway Chicago will be full of unforgettable moments. Sentral Michigan Avenue makes it easy to enjoy the city while having a comfortable place to relax. Whether you plan to explore, dine, or unwind, the hotel provides everything you need. So, book your stay and experience the best of Chicago with your partner.
MORE INFO BOOK NOW $ 269 per night
9.4
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Moxy Chicago Downtown

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Moxy Chicago Downtown sits in the River North neighborhood, a lively area with restaurants, bars, and entertainment. You stay close to top attractions like Millennium Park, Navy Pier, and the Magnificent Mile. The hotel’s location makes it easy to explore the city while enjoying a romantic getaway Chicago.

Facilities and Services

Moxy Chicago Downtown offers modern amenities for couples looking to relax and have fun. The hotel features a 24-hour fitness center, fast WiFi, and self-service check-in. The lobby serves as a social space with games, a bar, and cozy seating areas. You also have access to a grab-and-go food station, making late-night snacks convenient.

Romantic Features

For couples, the hotel provides a playful yet intimate setting. You can sip cocktails at Bar Moxy, an energetic lounge with music and creative drinks. If you prefer a cozy evening, relax in the hotel’s modern rooms with city views. The hotel’s location allows you to plan a romantic getaway Chicago, including dinner at nearby fine dining restaurants.

Nearby Attractions

You find many date-worthy spots near the hotel. Walk to the Chicago Riverwalk for a scenic stroll or take a boat tour. Millennium Park sits less than a mile away, offering an iconic spot to take photos together. For entertainment, visit a comedy show at The Second City or enjoy live music at House of Blues.

Dining and Nightlife

Moxy Chicago Downtown puts you close to some of the best restaurants in the city. Enjoy Italian food at RPM Italian or sushi at Sushi-san. If you want a rooftop experience, head to LondonHouse Rooftop for drinks with skyline views. These options make a romantic getaway Chicago even more special.

Why Stay at Moxy Chicago Downtown?

This hotel gives you a lively base while keeping you near Chicago’s top sights. You enjoy modern rooms, a central location, and fun spaces to relax. Whether you explore the city or unwind with your partner, this spot fits any romantic getaway Chicago. Book your stay and experience a fun and love-filled trip.
MORE INFO BOOK NOW $ 95 per night
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Freehand Chicago

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Freehand Chicago is in the River North neighborhood, close to top attractions. You stay near the Magnificent Mile, where you find high-end shopping and dining. Walk to Millennium Park and see Cloud Gate, or visit the Art Institute of Chicago. Navy Pier is also nearby, offering boat rides and entertainment. The hotel has private rooms and shared spaces, giving you options based on your budget. Book a private suite for more comfort and privacy. The on-site café serves coffee and light meals. The Broken Shaker, the hotel’s cocktail bar, offers drinks in a stylish setting. For relaxation, use the shared lounge or explore nearby spas. Many restaurants and bars sit within walking distance, giving you plenty of choices for a date night. Public transport is close, making it easy to reach more attractions. Walk to the Chicago Riverwalk or take a short ride to the Willis Tower Skydeck. The hotel’s setting makes it simple to plan your itinerary. Enjoy the mix of comfort and convenience at Freehand Chicago. Book your stay now and experience a romantic getaway Chicago with easy access to top sights. Freehand Chicago also offers a fitness center, so you can keep up with your routine during your trip. If you prefer a slower pace, relax in the hotel’s lounge or enjoy a quiet moment in the café. The welcoming setting makes it a great place to unwind after exploring the city. For a more intimate romantic getaway Chicago, take advantage of the nearby riverfront. Walk along the Chicago Riverwalk, stop at a cozy café, or take a boat tour. In the evening, head to a rooftop bar or dine at one of the many restaurants within walking distance. Freehand Chicago gives you easy access to everything you need for a memorable trip.
MORE INFO BOOK NOW $ 380 per night
9.4
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Pendry Chicago

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Pendry Chicago is a luxury hotel set in the heart of downtown Chicago. You stay in the historic Carbide & Carbon Building on Michigan Avenue. The location gives you quick access to shopping, dining, and cultural sites. Millennium Park, the Art Institute of Chicago, and the Chicago Riverwalk are just a short walk away. You can explore Navy Pier or take an architecture boat tour nearby. Pendry Chicago offers modern facilities to make your stay comfortable. The hotel has a rooftop bar, a fitness center, and fine dining options. You can book a suite with a deep soaking tub and city views. The hotel also provides in-room dining, so you can enjoy meals in privacy. For a romantic getaway Chicago, you can dine at Venteux, the French brasserie inside the hotel. You can sip cocktails at Bar Pendry, a cozy lounge with soft lighting. If you want a quiet evening, order champagne and desserts to your room. You can also take a stroll along the Magnificent Mile, located just steps away. After a day of exploring, relax at the hotel’s spa and wellness center. For couples, the hotel offers special packages that include dining credits and late check-out. A romantic getaway Chicago feels complete with luxury and convenience. Pendry Chicago gives you access to top attractions, fine dining, and relaxing spaces. You can plan a special weekend with easy access to city highlights. The hotel’s location makes it easy to visit landmarks, but you can also enjoy a private retreat. Whether you choose a rooftop drink, an in-room dinner, or a city stroll, you create lasting memories. If you want a romantic getaway Chicago, Pendry Chicago offers everything you need. Book your stay and experience the best of the city with comfort and style.
MORE INFO BOOK NOW $ 237 per night
9.0
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Omni Chicago Hotel

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Omni Chicago Hotel sits on Michigan Avenue, in the center of the Magnificent Mile. You stay close to top shopping, dining, and entertainment. This location gives you easy access to famous attractions like Millennium Park, Navy Pier, and the Art Institute of Chicago. You also reach the Chicago Riverwalk in minutes, where you can take a boat tour or a romantic stroll. The hotel offers all-suite accommodations, giving you more space to relax. Each suite includes a separate living area, a large bathroom, and modern amenities. You enjoy room service, high-speed Wi-Fi, and a comfortable bed for a restful night. If you want to unwind, visit the rooftop sundeck or swim in the indoor heated pool. The fitness center stays open 24 hours, so you can exercise whenever you like. For dining, the hotel’s 676 Restaurant & Bar serves breakfast, lunch, and dinner. You can taste fresh, local ingredients while overlooking Michigan Avenue. If you prefer a private meal, order in-suite dining for a quiet night together. This makes your romantic getaway Chicago even more special. Omni Chicago Hotel offers several features for couples. The spacious suites provide privacy and comfort. You can book a couples’ massage at the spa or enjoy a cocktail on the rooftop. The hotel’s location makes it easy to plan romantic activities. Walk along Lake Michigan, take a sunset cruise, or explore Chicago’s theaters and live music venues. During your stay, explore nearby attractions. Walk to Millennium Park and take a picture at Cloud Gate. Visit Navy Pier and ride the Ferris wheel for a great view of the skyline. The Chicago Riverwalk offers dining and entertainment along the water. If you love art, stop by the Museum of Contemporary Art or the Art Institute of Chicago. You find everything you need for a romantic getaway Chicago within a short distance. Omni Chicago Hotel also provides event spaces and special packages. If you celebrate an anniversary or honeymoon, ask about romantic upgrades. Some packages include champagne, chocolates, or late check-out. The hotel’s concierge can help you plan date nights, dinner reservations, or sightseeing tours. When you stay at Omni Chicago Hotel, you get convenience, comfort, and easy access to the best of Chicago. You explore the city during the day and return to a relaxing suite at night. Whether you enjoy fine dining, sightseeing, or quiet moments together, this hotel fits your plans. A romantic getaway Chicago becomes more memorable when you choose the right place to stay. Book your suite today and start planning your trip. Enjoy luxury, great service, and top attractions just steps away. Make your romantic getaway Chicago unforgettable with a stay at Omni Chicago Hotel.
MORE INFO BOOK NOW $ 484 per night
9.4
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Waldorf Astoria Chicago

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The Waldorf Astoria Chicago is a luxury hotel in the Gold Coast neighborhood. You stay near top attractions, shopping, and dining. The hotel is close to the Magnificent Mile, Oak Street Beach, and the Museum of Contemporary Art. You also find Millennium Park and the Art Institute of Chicago a short drive away. For a romantic getaway Chicago, this hotel offers many features. You can book a spacious room with a fireplace and a soaking tub. Some rooms also have private terraces. You get access to a spa that offers couples’ treatments, massages, and facials. The hotel has an indoor pool where you can relax after exploring the city. Dining at Waldorf Astoria Chicago adds to your romantic getaway Chicago. The on-site restaurant serves French cuisine in an elegant setting. You can also order in-room dining for a private meal. The hotel bar offers cocktails and light snacks. You find top shopping streets nearby, including Oak Street and Michigan Avenue. The Gold Coast neighborhood also has fine dining and historic architecture. You can explore the city during the day and return to a relaxing hotel in the evening. Book your stay at Waldorf Astoria Chicago for a perfect romantic getaway Chicago with luxury, dining, and top attractions nearby.
MORE INFO BOOK NOW $ 336 per night
9.4
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Villa D Citta

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Villa D’ Citta is a boutique bed and breakfast in the heart of Lincoln Park, one of Chicago’s most charming neighborhoods. Here, you stay close to top attractions while enjoying a private, intimate setting. This location not only gives you easy access to Lincoln Park Zoo, the Chicago History Museum, and the lakefront trail, but it also keeps you near many dining and entertainment options. If you love shopping, the Magnificent Mile is just a short drive away. For a romantic getaway Chicago, Villa D’ Citta offers features designed for couples. The rooftop deck provides a cozy space to relax and enjoy the fresh air. Additionally, the private grotto with a hot tub adds a special touch to your stay. If you want a quiet evening, the shared lounge has a fireplace and a library, making it a great place to unwind. Each room includes a comfortable bed, a private bathroom, and elegant décor. Moreover, some rooms also feature a spa bath, perfect for a relaxing night. Every morning, you get a fresh continental breakfast, ensuring you start your day well. Furthermore, the hotel provides a stocked kitchen where you can grab snacks any time. Exploring the city is easy from Villa D’ Citta. You can take a short walk to Lincoln Park Conservatory or the Peggy Notebaert Nature Museum. In addition, if you want fine dining, several top restaurants are nearby. For a special night, you can book a table at North Pond or Geja’s Café, both known for their romantic settings. A romantic getaway Chicago should include moments to unwind. Fortunately, Villa D’ Citta makes that simple with its intimate setting and thoughtful features. After a day in the city, you can enjoy the outdoor terrace or soak in the hot tub. Alternatively, if you prefer a quiet evening inside, the movie collection and cozy seating offer a comfortable option. Public transport is easy from the hotel. Since the nearest train station is only a few blocks away, downtown attractions are easily accessible. You can visit Millennium Park, the Art Institute, and the Chicago Riverwalk without hassle. After sightseeing, you return to a private, comfortable retreat, allowing you to recharge for another exciting day. For couples looking for a romantic getaway Chicago, Villa D’ Citta provides a mix of relaxation and convenience. Whether you want to explore the city or enjoy a private escape, this hotel offers a great option. So, book your stay and experience Chicago in a memorable way
MORE INFO BOOK NOW $ 188 per night
9.0
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The Emily Hotel

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The Emily Hotel sits in Chicago’s Fulton Market District. This neighborhood offers restaurants, shops, and nightlife. You stay close to popular attractions and enjoy easy access to the city. For a romantic getaway Chicago, you can start with a walk to the Chicago Riverwalk, just a short distance away. The West Loop, known for its dining options, also sits nearby. Millennium Park and the Art Institute of Chicago are a quick ride from the hotel. You can visit Skydeck Chicago for breathtaking city views. The Emily Hotel offers facilities that make your stay comfortable. You find a rooftop bar with skyline views, perfect for an evening drink. The hotel also provides a coffee shop and a restaurant, so you never have to go far for a meal. A fitness center is available if you want to stay active. For a romantic getaway Chicago, you can book a room with floor-to-ceiling windows. These offer views of the city while you relax. The hotel also has private dining options for a special evening. If you prefer a quiet moment, you can visit the rooftop terrace. Exploring the neighborhood is easy. You can walk to Randolph Street, where top restaurants serve a variety of cuisines. If you love art, check out the local galleries in the area. You also find boutique shops perfect for gifts. For a special night out, you can visit a jazz club or rooftop lounge nearby. The Emily Hotel keeps you close to Chicago’s nightlife while offering a comfortable place to return. A romantic getaway Chicago includes exploring the city and relaxing together. You can visit the Riverwalk during the day and enjoy a candlelit dinner at night. The Emily Hotel makes this easy with its location and facilities. If you want to experience a romantic getaway Chicago, book a stay at The Emily Hotel. You get access to great food, city views, and a central location. The hotel makes your trip easy and enjoyable.

FAQ’s ABOUT ROMANTIC GETAWAYS CHICAGO

  • What Are the Best Romantic Activities for Couples in Chicago?
  • Chicago offers countless romantic experiences, making it an ideal destination for couples. One of the top activities is a sunset cruise on Lake Michigan, where you can admire the stunning skyline while enjoying a glass of champagne. For a more intimate experience, take a stroll through Millennium Park and snap a photo at Cloud Gate (The Bean) before having a cozy picnic by the fountains. Another must-do for a romantic getaway Chicago is heading up to the Skydeck at Willis Tower or 360 Chicago for breathtaking views. Whether you’re exploring the Art Institute or indulging in a candlelit dinner at a rooftop restaurant, Chicago offers the perfect blend of romance and adventure.

  • What Are the Most Romantic Restaurants in Chicago?
  • Dining is a crucial part of any romantic getaway Chicago, and the city is home to some of the most romantic restaurants. A top choice is Geja’s Café, known for its dim lighting and delicious fondue—perfect for couples looking for an intimate setting. For stunning skyline views, head to Cindy’s Rooftop, where you can sip cocktails while overlooking Millennium Park. If you prefer fine dining, Alinea offers a luxurious, immersive culinary experience that will impress any couple. No matter your preference, Chicago has plenty of options to make your romantic dining experience unforgettable.

  • Where Should Couples Stay for a Romantic Getaway in Chicago?
  • Finding the perfect place to stay is essential for a romantic getaway Chicago. The Langham Chicago is a favorite among couples due to its luxurious spa, elegant rooms, and breathtaking river views. For a boutique experience, try the Publishing House Bed & Breakfast, offering a cozy and personalized stay. If you want to be in the heart of the city, LondonHouse Chicago provides modern luxury with a rooftop bar offering incredible skyline views. Whether you prefer a five-star hotel or a charming boutique inn, Chicago has the perfect accommodation to enhance your romantic escape.