Far Southeast Side Cheap Holidays
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Top flight + Cheap hotel deals in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
£1,282
per person
26 Oct - 31 Oct
just found
Return direct flight included
London (LON) to Chicago (ORD)
8.6/10 Excellent! (1,011 reviews)
Room was tiny but fine, lobby a bit nicer. Understaffed front desk. They did their best but there weren't enough during busy periods.
Reviewed on 26 Sept 2026
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View all trips5* Cheap holidays in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
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View all trips3 Night Cheap holidays in Far Southeast Side
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Hotel Riu Plaza Chicago
Downtown Chicago
£699
per person
7 Dec - 10 Dec
found 24 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
The hotel was great! I was impressed by the cleanliness of the main areas and our room. Everything looked new and well maintained. The room was not overly large but it was very comfortable and well appointed. And…for the first time ever, there were plenty of hangers!!
The staff were all very nice and helpful. I must also mention the buffet breakfast. It was amazing! I had read many glowing reviews about it and they were all true. Efficient staff, very clean and the food was always plentiful and hot. And again, for the first time, their coffee was excellent (never found a hotel that served good coffee until now).
The one thing I was disappointed with was the rooftop bar. After supper one night we decided to go for a drink. Could not find a seat because they were all reserved but nobody was sitting in any of them! They were not very helpful and so we left.
Reviewed on 26 Sept 2026
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
£777
per person
7 Dec - 10 Dec
found 24 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
8.6/10 Excellent! (1,011 reviews)
Room was tiny but fine, lobby a bit nicer. Understaffed front desk. They did their best but there weren't enough during busy periods.
Reviewed on 26 Sept 2026
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Skydeck Chicago at Willis Tower
£32
per adult
88% of travellers recommend
* 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.
