- Better togetherSave up to NT$5,755 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Plan, book, travel with confidence
The Latest Streeterville Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
per person
Jun 30 - Jul 6
Roundtrip flight included
Taipei (TPE) to Chicago (ORD)
9.4/10 Exceptional! (679 reviews)
Enjoyed our stay at the Pendry. It is in a great location and very walkable. Housekeeping was great. Enjoyed the restaurant and bar and the staff was very friendly.
Reviewed on 2024/5/15
Hotel Felix River North/Magnificent Mile
Downtown Chicago
per person
Jun 30 - Jul 6
Roundtrip flight included
Taipei (TPE) to Chicago (ORD)
7.8/10 Good! (1,013 reviews)
The bathroom could have been cleaner, the air conditioning barely worked which made the room incredibly hot. The lobby is nice enough, and the staff is super friendly. The location is wonderful.
Reviewed on 2024/5/11
Where to stay in Streeterville
Find the best Streeterville areas and neighborhoods for the activities you enjoy most. Learn more about Streeterville
Downtown Chicago
4 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.
Streeterville Hotel Deals
The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$4,624 per night from May 28 to May 29
NT$4,624
per night
May 28 - May 29
8/10 Very Good! (3,406 reviews)
"Price was reasonable. Rooms don't get cleaned unless one schedules a cleaning for next day. Room dark but bed was comfortable. Location was excellent. Food good in the restaurant."
Reviewed on 2024/5/14
Aloft Chicago Mag Mile
243 E. Ontario, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$4,796 per night from May 27 to May 28
NT$4,796
per night
May 27 - May 28
8.4/10 Very Good! (2,199 reviews)
"It was a perfect location"
Reviewed on 2024/5/14
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$4,931 per night from May 27 to May 28
NT$4,931
per night
May 27 - May 28
8.6/10 Excellent! (1,465 reviews)
"Great location to get to food and shopping. Enjoyed the pool and view. overall friendly staff and comfortable stay."
Reviewed on 2024/5/13
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
Discover the most popular places to visit in Streeterville
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 fascinating museums.
Water Tower Place
4.5/5(834 reviews)
Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.
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 theater scene.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.