
Streeterville Holidays
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Trump International Hotel & Tower Chicago
Downtown Chicago
per person
15 Sept - 19 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,659 reviews)
Bad room service, bad dinner/breakfast service at the restaurants and no house keeping - had to ask for it - and when they finally did they didn’t restock the bar or towels.
Reviewed on 4 Aug 2025

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
per person
15 Sept - 19 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,342 reviews)
Beautiful property in a prime location. Convenient to transportation and walkable to many attractions.
Reviewed on 4 Aug 2025


Level Chicago - River North
Downtown Chicago
per person
15 Sept - 19 Sept
found 1 day 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 Streeterville
Find the best Streeterville areas and neighborhoods for the activities you enjoy most. Learn more about Streeterville

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 Streeterville

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €146 per night from 17 Aug to 18 Aug
€146
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (2,560 reviews)
"Location was in walking distance to restaurants and close to attractions"
Reviewed on 2 Aug 2025

The Wade
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €121 per night from 1 Sept to 2 Sept
€121
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,142 reviews)
"The bedroom suite was of a very comfortable size and well stocked with towels. View toward beach and Navy Pier enjoyable. Easy walk to downtown area. Hotel meals very well prepared."
Reviewed on 1 Aug 2025

The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €121 per night from 2 Sept to 3 Sept
€121
2 Sept - 3 Sept
includes taxes & fees
8.2/10 Very Good! (3,507 reviews)
"."
Reviewed on 2 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
Popular places to visit

Water Tower Place
Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.

John Hancock Center
You can find out about the history of Chicago when you stop by John Hancock Center. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Wrigley Building
Learn about the local history of Chicago when you take a trip to Wrigley Building. Discover the acclaimed art galleries and notable monuments in this vibrant area.
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.