Popular 5-Star Hotels in Chicago

View our top-rated 5 Stars hotels in Chicago for your utmost comfort and convenience
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Reviews for Chicago Hotels

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JW Marriott Chicago

JW Marriott Chicago

4.5/548 Reviews
Chicago Loop
The small fridge in the room automatically shuts off after 2 hrs and doesn't stay at a safe temperature to store breast milk. The front desk advised to just use an ice bucket. This is problematic because (1) you will have to continually refill the ice bucket and (2) there is limited capacity. After an escalation to the manager, they offered to hold my milk behind the front desk in their fridge. I am not comfortable with that ”solution” nor do I want to go back and forth to the front desk for my baby's bottles and milk storage. He advised they previously provided medical fridges but they currently do not do so. I am so beyond disappointed. I expected so much more from this brand and now have to figure out something to do with my milk for my exclusively breast fed baby. Ugh, don't they have mother's stay at this property!? Marriott, do better!
Viceroy Chicago

Viceroy Chicago

4.6/5104 Reviews
River North
The hotel is very clean and tidy. The biggest feature of the room is the floor-to-ceiling windows. The scenery outside the window is very clear. Although there is no bustling Michigan Avenue, it is still good! There is a bar on the 18th floor of the hotel, not big. The hotel has a restaurant on the left side of the hotel entrance, named Somerset, in the room can also book this restaurant in the room dinning, about twenty or thirty minutes to deliver the meal to the room. I really like the bathroom's minimalist wash suit, which is white tea, especially fragrant and comfortable. Shopping, dining and entertainment are nearby. Not far from there are Chinese restaurants, such as Imperial Lamian, Old Sichuan, MingHin Cuisine, Shanghai Terrance, which are just a few minutes from Uber. Royal chef and old Sichuan are very popular! It is also 10 minutes from the hotel to the famous scenic spot Michigan Avenue, which is also close to Navy Pier and Millennium Park. The fly in the ointment is that the sound insulation in the hotel is not good, the guests from the opposite side of the room can hear the opening of the door, but the overall is good!
The Peninsula Chicago

The Peninsula Chicago

4.7/5104 Reviews
Streeterville
Very good hotel, good service, business trip, great location, very very good, next time
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

4.5/5110 Reviews
River North
The hotel is very luxurious, you have to give tips everywhere, but the tipping service is very good. Different from other hotels, I think the Trump Hotel is four meters high. I live on the 27th floor and can overlook most of Chicago. I strongly recommend staying in a river view room type!
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5/599 Reviews
We wanted to love this hotel. It’s the 2nd time we stayed here. But there are LOTS of rules. If you buy champagne in the lobby from the Moët & Chandon vending machine (which is awesome), you can’t sit at the bar and drink it. You can only sit in the lobby. The outdoor rooftop terrace never seems to be open - even though that’s one of the main reasons we picked this hotel. The hotel claims it is new but the rooms clearly show it was a different hotel before. Yes they changed the furnishings but the doors, baseboards, and door frames are old and bashed up. We expected a lot more from a Marriott Autograph Collection.
InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.1/5124 Reviews
Streeterville
I was here for a business meeting so I did not get a chance to do any sight seeing, but the hotel is in a great location and easy to get to from the airport. My room was extremely clean, comfortable and quiet. The food was very good and so was their coffee. But best of all were the team members who work here. Everyone was extremely nice and knowledgeable and gave me some good tips when I had questions (ex.: like what time to leave the hotel to catch my flight back). I would stay here again for vacation or business!!

Frequently Asked Questions

Hotels Quick Overview

Highest PriceS$ 22,602
Lowest PriceS$ 233
Number of Reviews1,239
Number of Hotels13
Average Price (Weekdays)S$ 1,233
Average Price (Weekends)S$ 1,316

Tips for Selecting a 5 Star Hotel in Chicago

Looking for hotels in Chicago? Trip.com is a great place to start. New and popular hotels in Chicago recommended by Trip.com. Chicago is a city with tons of tourist attractions. You'll never want to leave! While traveling to United States, Chicago is one of the most popular destinations.

For those traveling for business and tourism, Chicago Gary International Apt is the preferred choice when visiting Chicago. Besides flying, taking a train to Chicago Union Station is one of the other major methods of transportation.

There are 256 hotels in Chicago on Trip.com, including luxury, boutique, and budget hotels. When looking for hotels in Chicago, there are likely good options at a nightly budget of just 334 SGD. There are 9 five-star hotels in Chicago at an average price of 586 SGD per night. There are 79 four-star hotels in Chicago at an average price of 423 SGD per night. There are 67 three-star hotels in Chicago at an average price of 287 SGD per night. There are 13 two-star hotels in Chicago at an average price of 186 SGD per night. There are many well-known chain hotels in Chicago. Days Inn is the most popular brand among tourists. In Chicago, there are hotels under the Days Inn brand. Travelers who favor this brand can choose to stay there to enjoy the luxury services provided by Days Inn. A popular hotel in Chicago, Hyatt Regency Chicago is also one of the highest rated. If you're still unsure, Trip.com recommends W Chicago - City Center.

There are quite a few famous attractions in downtown Chicago, such as Bank of America Theatre, Willis Tower, Art Institute of Chicago. You can choose attractions in Chicago that are perfect for a weekend getaway, such as Oak Park, The Ernest Hemingway Museum, Lake Michigan. The most famous attractions locally are The Magnificent Mile, Millennium Park, McCormick Place. With a developed commercial area, visitors can head to Fashion Outlets Chicago, Blackhawks Store, Water Tower Place for a great shopping experience.

Average seasonal TemperatureNight

• Spring: 35.4°F during the day, 28.26°F at night

• Summer: 65.1°F during the day, 55.96°F at night

• Autumn: 76.39°F during the day, 67.23°F at night

• Winter: 46.27°F during the day, 38.8°F at night

Average seasonal Rainfall

• Spring: 27.874016 cm

• Summer: 46.350395 cm

• Autumn: 43.318897 cm

• Winter: 34.791336 cm

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