Far Southeast Side Mountain Holidays
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Top flight + Mountain hotel deals in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,400, price is now £959 per person
£959
per person
30 Apr - 6 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,862 reviews)
Room was clean but the soap dispenser at the sync and in shower were not working as it supposed to.
Reviewed on 5 Feb 2026
Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,834, price is now £1,141 per person
£1,141
per person
30 Apr - 6 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.
Reviewed on 31 Jan 2026
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was £1,328, price is now £966 per person
£966
per person
30 Apr - 6 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
Staff was excellent and the building is literally iconic. Our only negative is that the bathrooms were a bit tired. Ours had a yellowed, loose fitting toilet seat and a light out on the mirror.
Reviewed on 2 Feb 2026
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View all trips5* Mountain holidays in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
Waldorf Astoria Chicago
Downtown Chicago
Price was £1,688, price is now £1,267 per person
£1,267
per person
4 May - 8 May
found 23 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on 26 Jan 2026
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See all available trips from Dublin to Far Southeast Side
View all trips3 Night Mountain holidays in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was £1,002, price is now £817 per person
£817
per person
20 Mar - 23 Mar
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Modern Style Spacious Rooms with an Amazing complimentary breakfast every morning.
Reviewed on 9 Feb 2026
Pendry Chicago
Downtown Chicago
Price was £1,037, price is now £892 per person
£892
per person
20 Mar - 23 Mar
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.
Reviewed on 31 Jan 2026
Don't see what you're looking for?
See all available trips from London to Far Southeast Side
View all trips4 Night Mountain holidays in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was £1,144, price is now £803 per person
£803
per person
12 Mar - 16 Mar
just found
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Modern Style Spacious Rooms with an Amazing complimentary breakfast every morning.
Reviewed on 9 Feb 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was £1,688, price is now £1,267 per person
£1,267
per person
4 May - 8 May
found 23 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on 26 Jan 2026
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See all available trips from Dublin to Far Southeast Side
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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.
