West Side Adults Only Holidays
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Top flight + Adults Only hotel deals in West Side
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
per person
6 Nov - 10 Nov
found 2 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
The location of this hotel is outstanding. A quick four block walk to the train stations, including all the "L" lines. So close to State and Michigan Ave as well. The bed was completely comfortable and the room was well maintained. I am not a coffee drinker, but there is no coffee in the rooms itself, but they serve it complimentary in the lobby area each morning. The bar was great, with a pleasant bartender. I would definitely stay there again.
Reviewed on 17 Aug 2025
Pendry Chicago
Downtown Chicago
Save 100% on your flight
per person
6 Nov - 10 Nov
found 2 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
This was property was centrally located next to everything that a first time visitor would like to experience. The access to the parks, museums, the Riverwalk and dining options makes for an enjoyable trip. The only downside was having to wait a considerable time for the elevators. Having 5 elevators and not all running at the same time, led to long wait times for a popular hotel with many guests.
Reviewed on 17 Aug 2025
5* Adults Only holidays in West Side
Price found within the past 48 hours. Click for updated prices.
3 Night Adults Only holidays in West Side
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
per person
13 Nov - 16 Nov
found 21 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9/10 Wonderful! (1,008 reviews)
Just enjoyed our first time in Chicago. This is an ideal spot and we walked to most of the places we needed to go. The staff was amazing in every area of the hotel. I highly recommend staying at TheWit!
Reviewed on 17 Aug 2025
Hotel Felix River North/Magnificent Mile
Downtown Chicago
per person
10 Oct - 13 Oct
found 20 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (1,991 reviews)
Terrible mattresses, old and crunchy or something; bad lumpy pillows. No coffee or water in the room. If you want free coffee, you gotta track to the lobby during coffee hours and pay a "resort" fee for the experience.
Reviewed on 17 Aug 2025
Thompson Chicago, by Hyatt
Downtown Chicago
per person
13 Nov - 16 Nov
found 21 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9/10 Wonderful! (1,187 reviews)
Great room on top floor. Clean. A few things are dated but in good condition. Bed super comfortable. In the middle of it all.
Reviewed on 13 Aug 2025
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Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
per person
6 Nov - 10 Nov
found 2 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
The location of this hotel is outstanding. A quick four block walk to the train stations, including all the "L" lines. So close to State and Michigan Ave as well. The bed was completely comfortable and the room was well maintained. I am not a coffee drinker, but there is no coffee in the rooms itself, but they serve it complimentary in the lobby area each morning. The bar was great, with a pleasant bartender. I would definitely stay there again.
Reviewed on 17 Aug 2025
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.