Grand Boulevard Holidays
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Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
per person
15 Sept - 19 Sept
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,659 reviews)
I booked a room with the water view, when I checked in I asked before I get the key, Is it a water view. They told me it is. I show up in my room and it’s not the room I booked. I called the front desk and they’re telling me we apologize all of the rooms are booked with the water view. They also said booking a water view room doesn’t guarantee a water view room even though I paid extra for a water view room! Never going to stay there again for sure.
Reviewed on 3 Aug 2025
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
per person
15 Sept - 19 Sept
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,342 reviews)
London house did not disappoint. View room was a highlight, staff were friendly and courteous. Close walk to Riverwalk, tours, parks, museums and shops. Make reservations for LH rooftop. I only wish I was able to get credit with Hilton for the stay.
Reviewed on 3 Aug 2025
Level Chicago - River North
Downtown Chicago
per person
15 Sept - 19 Sept
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (652 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).
Reviewed on 27 Jul 2025
Where to stay in Grand Boulevard
Find the best Grand Boulevard areas and neighborhoods for the activities you enjoy most. Learn more about Grand Boulevard
Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Top hotels in Grand Boulevard
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
7.8/10 Good! (8,933 reviews)
"👍"
Reviewed on 1 Aug 2025
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €197 per night from 21 Aug to 22 Aug
€197
21 Aug - 22 Aug
includes taxes & fees
8.2/10 Very Good! (1,821 reviews)
"We were really happy with our experience at the Palmer House. The room was really nice and the hotel was in walking distance to Millennium Park, Grant Park, shopping, etc. We were dining and a manager came up just to say hi and find out if we were happy (we were). He started talking about how Palmer ..."
Reviewed on 3 Aug 2025
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Fully refundable
The price is €148 per night from 24 Aug to 25 Aug
€148
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,338 reviews)
"-"
Reviewed on 3 Aug 2025
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.
Frequently asked questions
Things to do
Chicago Sightseeing River and Lake Cruise
€39
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.