BOOK THOMPSON CHICAGO (in cooperation with Booking.com)

Cinematic views are what patrons staying at this luxurious Chicago hotel can expect, particularly from the corner rooms which overlook both Lake Michigan and Chicago’s romantic skyline. For those who are looking for an artsy and stylish hotel that preserves at the same time a certain old-fashioned charm, the upscale Thompson Chicago fits the bill. Among the hotel’s highlights is the elegant, award-winning Italian restaurant Nico Osteria, a real treat for those into seafood. In regards to location, Thompson Chicago is surrounded by high-end shops, charming restaurants, and within walking distance to Michigan Avenue, the summer hotspot Oak Street Beach, as well as only a few minutes away from The Loop.

HOTEL VIEW: LAKE MICHIGAN, CHICAGO SKYLINE

BOOK HOTEL LINCOLN (in cooperation with Booking.com)

If you're looking for the most romantic hotels in Chicago with a lake view, allow us to introduce you to the trendy boutique Hotel Lincoln - a truly unique hotel in Illinois state capital. For extra romance, pick a room with a lake view and enjoy the beautiful sights from the privacy of your room. Lincoln Park, one of our favorite green areas in Chicago, can also be contemplated from this boutique hotel. The location, next to Gold Coast and just minutes away from both Lincoln Park Zoo and North Avenue Beach, is ideal for those wishing to enjoy Chicago's outdoor life. Last but certainly not least, a special word goes to Rooftop bar J. Park, which, in our opinion, is among the best hotel bars in Chicago, featuring an inspiring Chicago Skyline view - perfect for watching the sunrise with a cup of coffee in hand.

HOTEL VIEW: LAKE MICHIGAN, CHICAGO SKYLINE, JOHN HANCOCK CENTER, LINCOLN PARK

A Chicago Hotel View captured by @twinspired_

BOOK SWISSOTEL CHICAGO (in cooperation with Booking.com)

When the subject is hotels with a lake view in Chicago, mentioning Swissotel Chicago is absolutely mandatory - here's a hotel famous for its legendary Lake Michigan views. The room views promise to fascinate and will make you want to sleep with your curtains wide open - romance here is guaranteed. This quality four-star hotel is near Navy Pier, an area known for its several entertainment options. The Magnificent Mile and its fancy shops are within walking distance from Swissotel Chicago.

HOTEL VIEW: WRIGLEY BUILDING, WILLIS TOWER, LAKE MICHIGAN, CHICAGO SKYLINE

A Chicago Hotel View captured by @ronskid69

BOOK STAYPINEAPPLE, AN ICONIC HOTEL, THE LOOP (in cooperation with Booking.com)

No visit to Chicago is ever complete without spending a few hours at the beloved Millennium Park, an ideal place to stretch your legs, take in the lake breeze and enjoy several public art installations, including the iconic Cloud Gate sculpture. Rather enjoy all this from your own window? In that case, book a Millennium Park suite at the historic Staypineapple Chicago (formerly known as The Burnham), and you shall not be disappointed. For couples looking for a romantic Chicago stay, this characterful hotel has plenty of features such as a lobby fireplace and velvet-upholstered beds. The hotel’s location at the heart of The Loop is unbeatable, only moments away from The Chicago Theatre and The Art Institute of Chicago.

HOTEL VIEW: LAKE MICHIGAN, CHICAGO SKYLINE, MILLENNIUM PARK

BOOK THE BLACKSTONE, AUTOGRAPH COLLECTION (in cooperation with Booking.com)

The Blackstone, Autograph Collection, one of the best four-star hotels in Chicago, is a "must" in our list of hotels with a lake view in Chicago. In fact, many rooms come with a wonderful lake view. Guests can also expect spectacular Chicago skyline views, including the iconic Willis Tower, the former tallest building in the world. The Blackstone, Autograph Collection has been recently renovated but still holds on to its old charm. For certain among the most fascinating historic - and therefore romantic - hotels in Chicago.

HOTEL VIEW: WILLIS TOWER, LAKE MICHIGAN, CHICAGO SKYLINE

A Chicago Hotel View captured by @generousbabble

BOOK CHICAGO MARRIOTT DOWNTOWN MAGNIFICENT MILE (in cooperation with Booking.com)

Speaking of Chicago hotel views without mentioning Chicago Marriott Downtown Magnificent Mile would be hardly impossible. Standing tall from its prime position at North Michigan Avenue, this hotel offers scenic views from many of its rooms and suites, particularly from the ones positioned on the higher floors. In case you’re worried about staying in shape while staying in Chicago, rest assured that the hotel’s state-of-the-art fitness center will cater to all your needs. Some of Chicago’s most celebrated attractions such as Tribune Tower, The Wrigley Building, and the Chicago Architecture Center are only a short walk away.

HOTEL VIEW: JOHN HANCOCK CENTER, CHICAGO SKYLINE, LAKE MICHIGAN

BOOK THE GWEN, A LUXURY COLLECTION HOTEL, MICHIGAN AVENUE CHICAGO (in cooperation with Booking.com)

The Gwen, at the heart of the unique Magnificent Mile, ranks as one of the best four-star hotels in Chicago. From The Terrace Rooftop, guests can enjoy a breathtaking skyline view in one of the best hotel bars in Chicago, just perfect for a romantic drink with a loved one. Should you be looking for Chicago hotels with balconies, we are pleased to share that some suites at The Gwen will let you check that box. The hotel's modern fitness center is ideal to exercise while in Chicago. A lovely hotel worth considering by those visiting Chicago.

HOTEL VIEW: JOHN HANCOCK CENTER, CHICAGO SKYLINE

A Chicago Hotel View captured by @charlottefarrell

BOOK HOTEL EMC2, AUTOGRAPH COLLECTION (in cooperation with Booking.com)

Brace yourself for an unforgettable stay in Chicago when choosing Hotel EMC2 as your home address while in town. This stylish boutique hotel with chic interiors is conveniently located next to the Magnificent Mile area and is a true favorite among couples seeking to explore the best attractions the Windy City has to offer. For that extra bit of romance, we suggest getting one of the “city view” rooms with starlit vistas of Chicago’s stunning skyline. Last but not least, take some time to enjoy a meal at the Albert, the on-site American restaurant that serves amazing food in a hip ambiance.

HOTEL VIEW: CHICAGO SKYLINE

BOOK ROYAL SONESTA CHICAGO DOWNTOWN (in cooperation with Booking.com)

For those seeking a romantic escape with breathtaking views, considering the Royal Sonesta Chicago Downtown is well worth it. With spacious rooms offering stunning riverfront panoramas, especially those facing the Chicago River, this hotel promises an unforgettable experience. Optimal enjoyment comes with a river-view room or suite, preferably on a high floor, where the city lights create a delightful ambiance as night falls. Conveniently located on the Chicago Riverwalk, minutes away from the iconic DuSable Bridge, the impressive Millennium Park, the renowned Magnificent Mile, and the bustling Loop district, a stay at the Royal Sonesta Chicago Downtown means having Chicago's major attractions right at one's doorstep.

HOTEL VIEW: CHICAGO RIVER, CHICAGO SKYLINE, MARINA CITY, THE WRIGLEY BUILDING

A Chicago Hotel View captured by @dave_tarus_1990

BOOK THEWIT CHICAGO, A HILTON HOTEL (in cooperation with Booking.com)

Saying that theWit has one of the best hotel bars in Chicago isn't enough - the hotel's rooftop (The Roof) is something else, a place to see and be seen, with sweeping skyline views of Chicago. theWit Chicago enjoys a great location next to the Chicago River, not far from Lake Michigan. The King Room with Spa Bath is among our favorite rooms - romantic views guaranteed. Indeed, it is a unique hotel in Chicago, one of the coolest of its kind in the city.

HOTEL VIEW: LAKE MICHIGAN, MARINA CITY, CHICAGO SKYLINE

A Chicago Hotel View captured by @benzin_

BOOK HYATT REGENCY MCCORMICK PLACE (in cooperation with Booking.com)

For skyline views, this South Loop Chicago hotel is one of our top choices in the Windy City. Most of the hotel rooms and suites offer unobstructed vistas of the ever-changing Lake Michigan. Should this wonderful landscape inspires you, put on a pair of sneakers and hit the nearby jogging lake paths, which for many Chicagoans is the proper way to start a new day in the city. In case there’s a Bears game during your stay in Chicago, plan ahead and you will be able to easily walk to and from the iconic Soldier Field open-air stadium. Upon returning to your hotel room with a view, wave goodnight to Willis Tower, Chicago’s most iconic landmark.

HOTEL VIEW: WILLIS TOWER, LAKE MICHIGAN, CHICAGO SKYLINE

A Chicago Hotel View captured by @palacios9746

BOOK RENAISSANCE CHICAGO DOWNTOWN HOTEL (in cooperation with Booking.com)

Recently renovated, Renaissance Chicago is also on our list of four-star hotels in Chicago with great views. In this case, the lake view gives place to an impressive Chicago River view, including the beautiful city's skyline. Expect a romantic view when choosing to stay in a King Room with a River View (definitely our recommendation). Hold hands with your beloved one as you cross Bataan-Corregidor Memorial Bridge - breathe in and absorb the surrounding Chicago panoramas. Renaissance Hotel is one of Chicago's hotels at The Loop and Magnificent Mile.

HOTEL VIEW: CHICAGO RIVER, THE WRIGLEY BUILDING, MARINA CITY

A Chicago Hotel View captured by @darkroast70

BOOK EUROSTARS MAGNIFICENT MILE (in cooperation with Booking.com)

Discover the Eurostars Magnificent Mile, a premier boutique hotel in Chicago in the River North area adjacent to the Magnificent Mile. From its sleek contemporary design to the award-winning spa, the hotel offers a unique experience blending avant-garde art, designer furniture, classical elements, and cutting-edge technology. Enjoying enhanced room views through the floor-to-ceiling windows is one of the many reasons to stay here. The Magnificent Suite has a private wine reserve and stunning views of Chicago. It is worth a second thought for an over-the-top romantic escape. Even if perfect views are missing from the menu, the River North Bistro consistently delivers on the promise of being one of the finest American eateries in the city; patrons going for a large portion of steak frites or opting for one of the many vegan options instead will surely leave pleased.

HOTEL VIEW: CHICAGO SKYLINE, HOLY NAME CATHEDRAL CHICAGO