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Top Flight + Hotel Deals in Rutland
Price found within the past 48 hours. Click for updated prices.

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Price was €1,290, price is now €1,009 per person
€1,009
per person
16 Jul - 20 Jul
found 24 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very Good! (3,926 reviews)
Beautiful old hotel in great area of Chicago. Steps to great restaurants, and shopping! I had a lower floor room and my only comment was related to noise from the plumbing or A/C system that did keep me up part of the night. The staff was great!
Reviewed on 8 Jun 2026

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was €1,414, price is now €1,039 per person
€1,039
per person
9 Jul - 13 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (2,744 reviews)
Hotel Felix was in a fantastic location. The staff were very friendly. Our room on the 9th floor with 2 double beds was small, with only a mini fridge. The curtains were old and difficult to open and close. The WiFi would drop or was very slow. The television also provided issues, turning off or to the starting screen, multiple times.
The hotel offered only coffee/tea and fresh fruit until 9am.
The staff made our stay more enjoyable.
Reviewed on 8 Jun 2026

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was €1,426, price is now €1,050 per person
€1,050
per person
16 Jul - 20 Jul
found 24 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very Good! (1,954 reviews)
Very comfortable bed, spacious room, and great location!
Reviewed on 8 Jun 2026

Level Chicago Fulton Market
Downtown Chicago
Price was €1,600, price is now €1,196 per person
€1,196
per person
16 Jul - 20 Jul
found 24 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (491 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on 22 May 2026

Omni Chicago Hotel
Downtown Chicago
Price was €1,437, price is now €1,108 per person
€1,108
per person
16 Jul - 20 Jul
found 24 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,791 reviews)
beautiful room
city view
excellent location
quiet and comfortable
Reviewed on 9 Jun 2026
Top hotels in Rutland

The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
The price is €118 per night from 14 Jun to 15 Jun
€118
14 Jun - 15 Jun
includes taxes & fees
9.4/10 Exceptional! (3,854 reviews)
"Awesome location, clean room and common areas, great staff, especially at the bar. Pool was fun, parking easy and cheap for in and out during whole stay. Can't go wrong."
Reviewed on 9 Jun 2026

Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
Fully refundableReserve now, pay when you stay
The price is €120 per night from 28 Jun to 29 Jun
€120
28 Jun - 29 Jun
includes taxes & fees

DoubleTree by Hilton Madison East
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
The price is €98 per night from 5 Jul to 6 Jul
€98
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (1,027 reviews)
"In the world of UBER and other services many hotels no longer offer shuttle services. I had to depart before they served breakfast so can't comment on that. I had to be at the airport at 3:30 a.m., having to try to get to sleep by 8pm with hallway activity and our room next to laundry made it difficult. ..."
Reviewed on 8 Jun 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.
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