Downtown Holidays from £955
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Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was £1,123, price is now £955 per person
£955
per person
1 Jul - 5 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (2,707 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
Price was £1,238, price is now £991 per person
£991
per person
1 Jul - 5 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (3,303 reviews)
This property has a great location. The hotel was really clean! We enjoyed the bar atmosphere, and we had a delicious appetizer! I will highly recommend this location for a great getaway for couples! Page at the front desk and Prudencia in housekeeping were amazing!
Reviewed on 13 May 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £1,242, price is now £1,041 per person
£1,041
per person
1 Jul - 5 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (3,692 reviews)
Great location.
Very friendly and helpful staff.
Reviewed on 13 May 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was £1,164, price is now £981 per person
£981
per person
1 Jul - 5 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
8.8/10 Excellent! (2,148 reviews)
Staff was very good, attentive. The property itself is in a great location, but the room showed some wear and tear - exposed drywall screws holding on bathroom door trim with some paint slapped on it, smelly sink, water damage and peeling paint on inside window sill, visually boring interior that looks like it's from the 1990's
Reviewed on 12 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 20 May to 21 May
£139
20 May - 21 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
Baymont by Wyndham South Haven
1555 Phoenix Rd South Haven MI
Fully refundableReserve now, pay when you stay
The price is £83 per night from 17 May to 18 May
£83
17 May - 18 May
includes taxes & fees
7.8/10 Good! (1,001 reviews)
Convenient location with very reasonable pricing.
Reviewed on 8 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.