Streeterville Vacations from AED5,171

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The Latest Streeterville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Chicago (ORD)
9.2/10 Wonderful! (1,754 reviews)
Our stay was ok. The hotel was not as updated as the pictures on the site shows. The carpets were stained and worn down, and the sheets and rooms were very old and outdated. The rooftop looked nothing like the photos. Otherwise it’s in a great location.

Reviewed on 31 May 2025

Chicago River Side Suites

Chicago River Side Suites

2 out of 5
Downtown Chicago
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Chicago (ORD)
No reviews
Perfect location. The roads are very clean and most importantly the mattress was very comfortable. We had the option to use a non pet friendly rooms since I have allergies and got a room higher floor for a free upgrade. So far one of the best hotels I’ve ever stayed at.

Reviewed on 24 May 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Chicago (ORD)
9/10 Wonderful! (315 reviews)
I had no idea how nice this property would be! I had a full one-bedroom apartment and amazing view and amenities. 10/10, would stay again!

Reviewed on 1 June 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Beautiful hotel and wonderful staff!

Reviewed on 21 May 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Chicago (ORD)
9.2/10 Wonderful! (1,093 reviews)
Beautiful and modern. Easy check in and checkout. Brunch and lunch in the restaurant were delicious and affordable.

Reviewed on 31 May 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 showing a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Streeterville Hotel Deals

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AED 629 per night from Jul 1 to Jul 2
AED 629
AED 739 total
includes taxes & fees
1 Jul - 2 Jul
8.8/10 Excellent! (2,270 reviews)
"We stayed one night however all of the employees we had an interaction with were all very pleasant. The room was nice and comfortable. Desk staff were all very kind and helpful. The staff working outside by the door were very kind and helpful with questions we had about directions and ..."

Reviewed on 30 May 2025

Hilton Chicago/Magnificent Mile Suites
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4 out of 5
300 E Ohio St, Chicago, IL
The price is AED 652 per night from Jul 1 to Jul 2
AED 652
AED 766 total
includes taxes & fees
1 Jul - 2 Jul
8.8/10 Excellent! (1,854 reviews)
"Loved my stay here! Best hotel ever!"

Reviewed on 30 May 2025

DoubleTree by Hilton Chicago - Magnificent Mile
The Wade
The Wade
4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AED 657 per night from Jun 26 to Jun 27
AED 657
AED 772 total
includes taxes & fees
26 Jun - 27 Jun
8/10 Very Good! (1,013 reviews)
"Beautiful views. Comfy beds. Delicious coffee."

Reviewed on 31 May 2025

The Wade
See all 4,407 properties in Streeterville
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.

Discover the most popular places to visit in Streeterville

Water Tower Place

Water Tower Place

4.5/5(834 reviews)

You can find the perfect gifts to bring home at Water Tower Place during your stay in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

Water Tower Place
John Hancock Center featuring a city, night scenes and landscape views

John Hancock Center

4.5/5(1,913 reviews)

You can find out about the history of Chicago with a visit to John Hancock Center. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

John Hancock Center
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Chicago Children's Museum

4.5/5(196 reviews)

You can take time to visit Chicago Children's Museum during your travels to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

Chicago Children's Museum