
West Side Adventure Holidays
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- Rest easyPackages with flights are ATOL protected
Top flight + Adventure hotel deals in West Side
Price found within the past 48 hours. Click for updated prices.

Wind Creek Southland Casino and Hotel
East Hazel Crest
Price was £1,131, price is now £931 per person
£931
per person
10 Sept - 16 Sept
found 6 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (437 reviews)
The spa is magnificent! The rooms are also just as beautiful and very clean. Food is great, and the staff are very helpful and kind. I enjoyed my trip here, would definitely stay here again!
Reviewed on 19 Jun 2026


Level Chicago Fulton Market
Downtown Chicago
Price was £1,834, price is now £1,458 per person
£1,458
per person
15 Aug - 20 Aug
found 7 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (493 reviews)
This location is primarily a place where people live as in an apartment complex. The hotel part of it seems to be more for people doing longer stays. That means you’re not get the normal amenities or service you would get with a more traditional hotel. It is not a bad location, but I would try not to stay here again.
Reviewed on 20 Jun 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was £2,392, price is now £1,933 per person
£1,933
per person
15 Aug - 20 Aug
found 7 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
hotel was immaculate and the people were amazing.
Reviewed on 20 Jun 2026

5* Adventure holidays in West Side
Price found within the past 48 hours. Click for updated prices.

The Langham, Chicago
Downtown Chicago
Price was £2,408, price is now £1,989 per person
£1,989
per person
15 Aug - 20 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.8/10 Exceptional! (1,011 reviews)
We recently stayed at the Langham during our first visit to Chicago. If I could rate them 10 stars, I absolutely would.
The hotel is impeccably clean, very comfortable, and ideally situated. The rooms are spacious and well-kept. The staff, especially Marcus at the front desk, was incredible! He went above and beyond to ensure we had everything we needed during our stay. Nelson was also very friendly and helpful. The entire front desk and concierge team were delightful.
The housekeeping staff ensured our room was spotless and cozy, even offering turn-down service.
Now, let's talk about the restaurant and the food! A solid 10/10! Typically, hotel restaurants can be hit or miss, but this one was hit. We loved every thing we tried! The waitstaff were friendly and nice. Honestly, everyone at the hotel was wonderful, from the moment we walked in, to the front desk, activities concierge, waiters, and housekeeping. A huge thank you to all of them for making our trip so memorable! Thank you, Langham team. We can't wait to return soon.
Reviewed on 20 Jun 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £3,356, price is now £2,338 per person
£2,338
per person
9 Sept - 16 Sept
found 10 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
hotel was immaculate and the people were amazing.
Reviewed on 20 Jun 2026

Four Seasons Hotel Chicago
Downtown Chicago
Price was £3,841, price is now £3,676 per person
£3,676
per person
1 Sept - 8 Sept
found 23 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)
We had a lovely 2 night stay in Chicago and the room with lake view was superb with lovely touches by the cleaning staff who made the stay very special
Reviewed on 1 Jun 2026
Don't see what you're looking for?
See all available trips from Manchester to West Side
View all trips4 Night Adventure holidays in West Side
Price found within the past 48 hours. Click for updated prices.

Staybridge Suites Chicago O'Hare - Rosemont by IHG
Price was £945, price is now £858 per person
£858
per person
31 Aug - 4 Sept
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,191 reviews)
The hotel and staff were great. They were so helpful with things to do in the Chicago area and the best way to travel to get around. We will definitely stay again if in the area!!
Reviewed on 18 Jun 2026

Level Chicago Fulton Market
Downtown Chicago
Price was £1,125, price is now £891 per person
£891
per person
31 Aug - 4 Sept
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (493 reviews)
This location is primarily a place where people live as in an apartment complex. The hotel part of it seems to be more for people doing longer stays. That means you’re not get the normal amenities or service you would get with a more traditional hotel. It is not a bad location, but I would try not to stay here again.
Reviewed on 20 Jun 2026

Things to do

A Remarkable Scavenger Hunt: The Great Quest in Illinois
£9
per adult

Wendella's 90-min Chicago River Architecture Tour
£30
per adult
94% of travellers recommend
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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.











