Streeterville Vacations from $296
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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.
Holiday Inn Chicago O'Hare – Rosemont by IHG
O'Hare
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (2,094 reviews)
This is the 3rd time we have stayed there. It is really handy to the airport!
Reviewed on Jul 4, 2025
Arlo Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 16 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
Comfortable, stylish, friendly hotel in a fabulous location near Millennium Park, Art Institute, and Riverwalk. Friendly staff throughout but the cherry on top was Antoine who checked our bags and arranged out transportation to the airport when we checked out
Reviewed on Jun 29, 2025
Hilton Chicago O'Hare Airport
O'Hare
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,069 reviews)
Item was left in room. I tried for days to get contact with front desk and security will little to no luck. They say nothing reported so I consider that as theft by staff. Very disappointing.
Reviewed on Jul 2, 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.
Streeterville Hotel Deals
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $186 total per night from Jul 10 to Jul 11
$186 total
Jul 10 - Jul 11
Total includes taxes and fees
8.8/10 Excellent! (2,368 reviews)
"I would stay at this hotel again 100%"
Reviewed on Jul 3, 2025
The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $153 total per night from Jul 6 to Jul 7
$153 total
Jul 6 - Jul 7
Total includes taxes and fees
8.2/10 Very Good! (3,445 reviews)
"The view from our room was really great. The hotel has a great look to it. Easy access to shopping, dining, and public transportation. The staff were polite and nice to speak with."
Reviewed on Jul 2, 2025
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
201 East Walton Place, Chicago, IL
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $168 total per night from Jul 27 to Jul 28
$168 total
Jul 27 - Jul 28
Total includes taxes and fees
8.2/10 Very Good! (1,871 reviews)
"Great stay!"
Reviewed on Jul 2, 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.
Discover the most popular places to visit in Streeterville
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.
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.
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.
Things to do
Wendella's 90-min Chicago River Architecture Tour
$45
per adult
94% of travellers recommend
Chicago: Architecture Boat Tour with Drinks
$42
per adult
96% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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- Chicago Vacations
- Visit Downtown Chicago
- Navy Pier
- Water Tower Place
- Northwestern Memorial Hospital
- Ohio Street Beach
- John Hancock Center
- Magnificent Mile Vacations
- Michigan Avenue
- Chicago Water Tower
- Ronald McDonald House near Lurie Children’s
- Tribune Tower
- Shops at North Bridge
- Chicago Place Mall
- Prentice Women's Hospital
- Ann and Robert H. Lurie Children's Hospital
- Milton Lee Olive Park
- St. James Cathedral
- Driehaus Museum
- Wrigley Building
- Holy Name Cathedral
- Lookingglass Theatre
- Northwestern Pritzker School of Law
- Downtown Chicago Vacations
- Chinese Consulate
- Michigan Avenue Bridge
- American Medical Association Headquarters
- Chicago Riverwalk
- Chicago Theatre
- Broadway Playhouse
- Seneca Park
- Fourth Presbyterian Church
- 900 North Michigan Shops
- Visit Magnificent Mile
- Visit Chicago
- Marina City
- Museum of Broadcast Communications
- Carbide and Carbon Building
- Rush Street Vacations
- Lake Point Tower
- Oak Street Beach
- Aon Center
- House of Blues Chicago
- Millennium Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.