Downtown Holidays from £1,397
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Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was £1,849, price is now £1,397 per person
£1,397
per person
31 Jul - 5 Aug
just found
Return direct flight included
London (LON) 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
Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
Price was £2,895, price is now £1,789 per person
£1,789
per person
31 Jul - 5 Aug
just found
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (3,319 reviews)
It’s my favorite hotel always clean smell good and river walk across the street and all the staff always very helpful
Reviewed on 15 May 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,406, price is now £1,723 per person
£1,723
per person
31 Jul - 5 Aug
just found
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,505 reviews)
Amazing hotel. I would stay again.
Reviewed on 15 May 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,347, price is now £1,690 per person
£1,690
per person
31 Jul - 5 Aug
just found
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (3,692 reviews)
I had a great stay and would book again.
Reviewed on 15 May 2026
Where to stay in Downtown
Find the best Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Downtown
North Side
1 out of top 10 points of interest in this area
While visiting North Side, you might make a stop by sights like Michigan Maritime Museum and North Beach.
Top hotels in Downtown
Old Harbor Inn
515 Williams Street South Haven MI
The price is £108 per night from 18 May to 19 May
£108
18 May - 19 May
includes taxes & fees
9.4/10 Exceptional! (727 reviews)
Very private accommodation. Just one room across the stairway from our room. No long corridors and elevators. Immaculately clean room and everything in it. Shower is fantastic, it was remodeled this year. 2026. Views outside of the windows were beautiful morning and night. Everything is within walking ...
Reviewed on 15 May 2026
Historic Hotel Nichols
201 Center St South Haven MI
The price is £139 per night from 19 May to 20 May
£139
19 May - 20 May
includes taxes & fees
9.8/10 Exceptional! (142 reviews)
Amazing hotel! Location perfect, staff amazing, breakfast amazing! 5 stars easy!
Reviewed on 3 May 2026
The Black Pearl: industrial condo sleeps 6, full size kitchen & scenic views!
South Haven MI
10/10 Exceptional! (130 reviews)
Perfect communication, location, amenities, organization and experience. Thank you so much Stephanie for opening this beautiful place for us to stay. We look forward to staying here in the future. We had a fantastic time here.
Reviewed on 4 May 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* 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.