Downtown Holidays
Photo by SupremeMaster photography
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Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was €1,174, price is now €955 per person
€955
per person
16 Jul - 19 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (2,137 reviews)
Keep an eye that nothing is added from the minibar but great property and can't wait to stay again!
Reviewed on 5 May 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €1,461, price is now €1,156 per person
€1,156
per person
16 Jul - 19 Jul
found 1 day ago
Return flight included
Dublin (DUB) 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
Swissotel - Chicago
Downtown Chicago
Price was €1,220, price is now €988 per person
€988
per person
16 Jul - 19 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,303 reviews)
Having stayed in the lovely Swissotel Bosphorus/Istanbul, I was hesitant to compare Swissotel experience & hope Chicago would be as good. No. Not even close.
The elevated Swissotel brand is not represented here well in this building at all. The valet is $87! Self park is $70 and the self park area doesn’t even have an elevator up to the lobby, you have to walk through a dark, confusing, and claustrophobic garage to stairs then to elevator. Staff were tactful & kind, it’s just the building is old, needs renovation, & the room air is stuffy. A positive bright light was the stunning view from the gym and the lobby ambience & smell.
Reviewed on 6 May 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was €1,158, price is now €966 per person
€966
per person
16 Jul - 19 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (2,655 reviews)
If you’re up for walking, this hotel is a great place to stay close enough to most things.
Reviewed on 8 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 North Beach and Michigan Maritime Museum.
Top hotels in Downtown
Old Harbor Inn
515 Williams Street South Haven MI
Fully refundable
The price is €134 per night from 17 May to 18 May
€134
17 May - 18 May
includes taxes & fees
9.4/10 Exceptional! (721 reviews)
Perfect o e night stay for us on our road trip. See pics.
Reviewed on 9 May 2026
Historic Hotel Nichols
201 Center St South Haven MI
The price is €158 per night from 17 May to 18 May
€158
17 May - 18 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.