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 Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
Price was £1,455, price is now £894 per person
£894
per person
3 Oct - 10 Oct
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Great Staff, Beautiful Hotel!
Reviewed on 22 Aug 2025
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was £1,643, price is now £1,044 per person
£1,044
per person
3 Oct - 10 Oct
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (666 reviews)
Hotel is located very centric. Nice view very quiet
Reviewed on 22 Aug 2025
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was £1,875, price is now £1,232 per person
£1,232
per person
3 Oct - 10 Oct
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,087 reviews)
Staff was amazing!! Everything was so easy checking in and checking out. The stay was great! It was so nice having the pier to ourselves after hours.
Reviewed on 20 Aug 2025
Arlo Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,519, price is now £1,034 per person
£1,034
per person
3 Oct - 10 Oct
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,825 reviews)
Staying here was nothing short of amazing thanks to this staff. They were very friendly, courteous and nice. Everyone was attentive and you can tell. They really loved working there and delivering service.
Reviewed on 20 Aug 2025
Virgin Hotels Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,636, price is now £1,118 per person
£1,118
per person
3 Oct - 10 Oct
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,336 reviews)
No hot water in the shower for the entirety of our 3 night stay, it was barely warm. Complained multiple times, other guests were also facing the same problem. The responses ranged from "engineers are working on it" to "leave the water running for longer" to finally "that is the hottest water you're going to get". That was unbelievable given that the sink had hotter water than the shower. Upon my insistence, they offered to move us to a different room the next day after 3pm - that meant we would have had to take cold showers for 2 days. In the end we just didn't take up the moving-rooms hassle in the middle of our trip.
Reviewed on 18 Aug 2025
5* Adults Only holidays in West Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,954, price is now £1,191 per person
£1,191
per person
31 Oct - 5 Nov
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug 2025
The Langham, Chicago
Downtown Chicago
Save 100% on your flight
Price was £2,254, price is now £1,595 per person
£1,595
per person
24 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on 12 Aug 2025
3 Night Adults Only holidays in West Side
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was £2,532, price is now £1,101 per person
£1,101
per person
11 Nov - 14 Nov
just found
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (1,962 reviews)
Staff were excellent, I needed to mail some parcels for a business event which they held for over a week (arrived earlier than expected!) breakfast was also excellent. Rooms were noisy, not from outside but from the other rooms. Walls must be thin and could hear conversation and the TV from both sides.
Reviewed on 20 Aug 2025
4 Night Adults Only holidays in West Side
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
Price was £681, price is now £373 per person
£373
per person
3 Oct - 7 Oct
found 15 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Great Staff, Beautiful Hotel!
Reviewed on 22 Aug 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,304, price is now £724 per person
£724
per person
3 Oct - 7 Oct
found 15 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug 2025
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,509, price is now £873 per person
£873
per person
14 Oct - 18 Oct
found 14 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on 10 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.