Northwest Side Mountain Holidays
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- Rest easyPackages with flights are ATOL protected
Top flight + Mountain hotel deals in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was £1,684, price is now £1,310 per person
£1,310
per person
20 Jun - 25 Jun
found 7 hours ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
8.2/10 Very Good! (2,683 reviews)
The staff at Hotel Felix were kind, thoughtful, and genuinely helpful throughout my stay. The location is also a strong point — walking distance to a lot of great Chicago spots, which made getting around easy.
My experience was somewhat diminished by the mandatory Urban Fee added at check-in. I understand many hotels are moving in this direction, but travelers should be aware of the additional required cost when budgeting for their stay. Outside of that, the team and location were the highlights for me.
Reviewed on 12 May 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,112, price is now £1,582 per person
£1,582
per person
20 Jun - 25 Jun
found 7 hours ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.4/10 Exceptional! (2,489 reviews)
If you plan on staying in this hotel by all means the view is great, but if you plan on moving your vehicle at all the hotel does not validate In-N-Out parking. You have to pay every time you want to leave and come back. Unlike the normal hotel, La Quinta downtown Chicago validate parking yes it’s $70 but you can drive in and out as many times as you want during your stay. Unlike this hotel.
Reviewed on 8 May 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was £2,457, price is now £1,851 per person
£1,851
per person
20 Jun - 25 Jun
found 7 hours ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.4/10 Exceptional! (1,863 reviews)
The hotel is in the best location in the city. The staff is very friendly and rooms are immaculate. Terrace 16 restaurant and bar in the hotel has a great view. Overall experience was wonderful highly recommend and will definitely be back soon.
Reviewed on 11 May 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,112, price is now £1,593 per person
£1,593
per person
20 Jun - 25 Jun
found 7 hours ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.4/10 Exceptional! (3,692 reviews)
London House Hilton Chicago was fabulous. Great location. Wonderful view nice rooms rooftop bar is amazing, make reservations. For a quieter atmosphere the lounge on the second floor is a great place to hang out.. We’ll definitely stay there again.
Reviewed on 11 May 2026
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Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was £2,457, price is now £1,851 per person
£1,851
per person
20 Jun - 25 Jun
found 7 hours ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.4/10 Exceptional! (1,863 reviews)
The hotel is in the best location in the city. The staff is very friendly and rooms are immaculate. Terrace 16 restaurant and bar in the hotel has a great view. Overall experience was wonderful highly recommend and will definitely be back soon.
Reviewed on 11 May 2026
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View all trips4 Night Mountain holidays in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Thompson Chicago, by Hyatt
Downtown Chicago
Price was £1,689, price is now £1,409 per person
£1,409
per person
24 Jul - 28 Jul
found 20 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,361 reviews)
This is our favorite hotel in chicago. Great location and staff. Rooms very comfortable.
Reviewed on 11 May 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was £2,255, price is now £1,746 per person
£1,746
per person
24 Jul - 28 Jul
found 20 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,863 reviews)
The hotel is in the best location in the city. The staff is very friendly and rooms are immaculate. Terrace 16 restaurant and bar in the hotel has a great view. Overall experience was wonderful highly recommend and will definitely be back soon.
Reviewed on 11 May 2026
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
Price was £1,961, price is now £1,670 per person
£1,670
per person
24 Jul - 28 Jul
found 20 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
I loved staying here!! Very upscale. Staff was so nice. I can’t wait to go back.
Reviewed on 4 May 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.
