Central Chicago Mountain Holidays
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Top flight + Mountain hotel deals in Central Chicago
Price found within the past 48 hours. Click for updated prices.
The Wade
Downtown Chicago
Price was £1,090, price is now £761 per person
£761
per person
24 Apr - 1 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.4/10 Very Good! (1,444 reviews)
I had a great stay at the Wade Hotel in Chicago! The room was very clean and comfortable, and the staff was friendly, professional, and welcoming from check-in to check-out. The amenities were convenient, and the location made it easy to get around the city. I would definitely stay here again and recommend it to anyone visiting Chicago.
Reviewed on 9 Feb 2026
Arlo Chicago
Downtown Chicago
Price was £1,168, price is now £814 per person
£814
per person
24 Apr - 1 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
Virgin Hotels Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,482, price is now £1,041 per person
£1,041
per person
30 Apr - 6 May
found 12 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,404 reviews)
Staff was super friendly and rooms were clean. Definitely will come back
Reviewed on 20 Jan 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Downtown Chicago
Price was £1,159, price is now £818 per person
£818
per person
24 Apr - 1 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,067 reviews)
Clean spacious room with toiletries from Crabtree & Evelyn. Very comfy bed, nice decorating, lovely view
Reviewed on 6 Feb 2026
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View all trips5* Mountain holidays in Central Chicago
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 10 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 Central Chicago
View all trips3 Night Mountain holidays in Central Chicago
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £769, price is now £662 per person
£662
per person
14 Mar - 17 Mar
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,229 reviews)
The View was amazing, the room was nice and clean, no microwave you had to rent the microwave. The bed was great, the second day we didn't have any cups in the room so we had to request cups. The walls were a little thin because there was someone above us with kids were running back and forth through the night and then the next day the same thing, but everyone was very nice and polite very helpful, it was nice.
Reviewed on 9 Feb 2026
Hotel Chicago Downtown, Autograph Collection by Marriott
Downtown Chicago
Price was £789, price is now £719 per person
£719
per person
14 Mar - 17 Mar
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (1,003 reviews)
Hidden $50 “destination fee” billed to my credit card after I checked out, for nothing. Otherwise, great hotel.
Reviewed on 30 Jan 2026
InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
Price was £792, price is now £723 per person
£723
per person
14 Mar - 17 Mar
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (2,558 reviews)
Th people, the hotel and the location were PERFECT !!!! My favorite place to stay when in Chicago !!!
Reviewed on 7 Feb 2026
Don't see what you're looking for?
See all available trips from London to Central Chicago
View all trips4 Night Mountain holidays in Central Chicago
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 10 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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* 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.
