Downtown Holidays
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Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Price was €1,613, price is now €1,184 per person
€1,184
per person
30 Mar - 6 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.
Reviewed on 31 Jan 2026
Virgin Hotels Chicago
Downtown Chicago
Price was €1,547, price is now €1,172 per person
€1,172
per person
30 Mar - 6 Apr
found 1 day ago
Return flight included
Dublin (DUB) 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
Hilton Chicago O'Hare Airport
O'Hare
Price was €1,637, price is now €1,277 per person
€1,277
per person
30 Mar - 6 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
Easy booking, they let me check in early which I needed it. Friendly staff, nice bed, good shower pressure, clean room. Just need some updating to make it brighter room. Overall satisfied with my stay.
Reviewed on 2 Feb 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
Fully refundableReserve now, pay when you stay
The price is €93 per night from 10 Feb to 11 Feb
€93
10 Feb - 11 Feb
includes taxes & fees
9.4/10 Exceptional! (683 reviews)
Super clean, super friendly, super welcoming!
Reviewed on 13 Jan 2026
Historic Hotel Nichols
201 Center St South Haven MI
The price is €127 per night from 9 Feb to 10 Feb
€127
9 Feb - 10 Feb
includes taxes & fees
9.6/10 Exceptional! (131 reviews)
Second time staying here. Highly recommend A+
Reviewed on 1 Jan 2026
New Home with swim spa, theatre & game room. 1 block to town & close to beach.
South Haven MI
10/10 Exceptional! (196 reviews)
Everything was perfect.
Reviewed on 30 Jan 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.