Streeterville Vacations from $240
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 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
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.
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,345, price is now $800 per person
$800
per person
Mar 14 - Mar 21
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Views were great balcony included but bed was uncomfortable
Reviewed on Dec 30, 2025
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $623, price is now $386 per person
$386
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in
Reviewed on Dec 25, 2025
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $1,335, price is now $834 per person
$834
per person
Mar 14 - Mar 21
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9/10 Wonderful! (766 reviews)
I Loved everything about this stay
Reviewed on Jan 2, 2026
La Banque Hotel
Save 100% on your flight
Price was $799, price is now $503 per person
$503
per person
Feb 13 - Feb 17
found 6 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
The room was spotless and the staff was good. Loved the hotel. Was just an overnight stay. Wish we had stayed another day. Loved the area.
Reviewed on Nov 30, 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
$89 nightly
The price is $105 total per night from Jan 11 to Jan 12
$105 total
Jan 11 - Jan 12
Total with taxes and fees
8.8/10 Excellent! (3,613 reviews)
Clean room , great location.
Reviewed on Dec 30, 2025
Sable at Navy Pier Chicago, Curio Collection by Hilton
900 E Grand Chicago IL
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $131 total per night from Jan 20 to Jan 21
$131 total
Jan 20 - Jan 21
Total with taxes and fees
9.2/10 Wonderful! (2,277 reviews)
Was great experience
Reviewed on Dec 27, 2025
DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St Chicago IL
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $100 total per night from Jan 11 to Jan 12
$100 total
Jan 11 - Jan 12
Total with taxes and fees
8.6/10 Excellent! (2,206 reviews)
Tv remote needs updating. It worked when it wanted to only. Breakfast was not worth the price
Reviewed on Dec 30, 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
Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.
875 North Michigan Avenue
You can find out about the history of Chicago with a visit to 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its acclaimed art scene.
Chicago Children's Museum
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 fascinating museums.
Things to do
Chicago Bulls Basketball Game at United Center
$83
per adult
80% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Explore a world of travel with Expedia
- Chicago Hotels
- Hotels near Downtown Chicago
- Cheap Hotels in Chicago
- Hotels near Magnificent Mile
- Hotels near Chicago Riverwalk
- Hotels with Free Airport Shuttle in Chicago
- Cheap Hotels in Downtown Chicago
- Hotels near Michigan Avenue
- Luxury Hotels in Downtown Chicago
- Hotels near River North
- Hotels with Free Parking in Chicago
- Hotels with a View in Downtown Chicago
- Extended Stay Hotels in Chicago
- Hotels near Navy Pier
- Hotels near The Loop
- Central Chicago Hotels
- Hotels near Millennium Park
- Hotels near Grant Park
- Luxury Hotels in Magnificent Mile
- Hotels with Suites in Downtown Chicago
- 4 Star Hotels in Downtown Chicago
- Hilton Hotels in Downtown Chicago
- Hotels near Northwestern Memorial Hospital
- Hotels with Free Parking in Magnificent Mile
- Cheap Hotels in Magnificent Mile
- All-inclusive Resorts in Chicago
- Hotels with Suites in Chicago
- Hotels near Arts Club of Chicago
- Motels in Chicago
- Hotels near Chicago Theatre
- Boutique Hotels in Magnificent Mile
- Hotels with Suites in Magnificent Mile
- Hotels with Free Breakfast in Magnificent Mile
- 5 Star Hotels in Magnificent Mile
- Hotels with an Indoor Pool in Downtown Chicago
- Hotels with Hot Tubs in Downtown Chicago
- Hotels with an Indoor Pool in Magnificent Mile
- Hotels with a View in Magnificent Mile
- Hotels with Hot Tubs in Magnificent Mile
- 4 Star Hotels in Magnificent Mile
- Hotels near Ronald McDonald House near Lurie Children’s
- Family Hotels in Magnificent Mile
- Hotels with Balconies in Magnificent Mile
- Hotels with Kitchenettes in Magnificent Mile
- Pet-friendly Hotels in Magnificent Mile
- Hotels with Connecting Rooms in Magnificent Mile
- Hotels with Bars in Magnificent Mile
- Hotels with a Pool in Magnificent Mile
- 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.