Streeterville Vacations from $387

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Your Streeterville Vacation

Experience the best that Streeterville has to offer with a Streeterville vacation package. From its families and history to its culture and more, you'll quickly be won over by this lakeside neighborhood. Wondering what to see and do during your trip to Streeterville? Nearby attractions such as Millennium Park, Willis Tower and Art Institute of Chicago are excellent places to start. Don't just wish for it — turn it into reality! Lock in your perfect Streeterville vacation with Expedia and experience travel your way.

The Latest Streeterville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
HYATT house Chicago/Schaumburg
LondonHouse Chicago, Curio Collection by Hilton
Renaissance Chicago Downtown Hotel
citizenM Chicago Downtown
La Banque Hotel

Where to stay in Streeterville

Find the best Streeterville areas and neighborhoods for the activities you enjoy most. Learn more about Streeterville

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
$144 nightly
The price is $169 total per night from Aug 17 to Aug 18
$169 total
Aug 17 - Aug 18
Total includes taxes and fees
8.8/10 Excellent! (2,474 reviews)
"Rocky was awesome and gave us great recommendations. Check in lady was nice and had no issues. Only issue we had was the bar. My husband waiting a good 30 min with no acknowledgment and it wasn’t busy. This happened 2 nights in a row. Someone from the food area noticed he hadn’t been helped and helped ..."

Reviewed on Jul 18, 2025

Hilton Chicago/Magnificent Mile Suites
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
105 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $163 total per night from Aug 18 to Aug 19
$163 total
Aug 18 - Aug 19
Total includes taxes and fees
8.2/10 Very Good! (3,487 reviews)
"Nice place! Very helpful and friendly front desk staff! Two thumbs up for them! Clean hotel, no noise, close to some attractions and some good restaurants. They don’t replace towels or clean the rooms every day. That was disappointing and they need to improve the breakfast options."

Reviewed on Jul 17, 2025

The Whitehall Hotel, BW Premier Collection
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $155 total per night from Aug 17 to Aug 18
$155 total
Aug 17 - Aug 18
Total includes taxes and fees
8.2/10 Very Good! (1,103 reviews)
"Good hotel to see he fireworks and to walk to Navy Pier."

Reviewed on Jul 17, 2025

The Wade
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

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.