Streeterville Vacations
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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.
Price found within the past 48 hours. Click for updated prices.
- La Banque Hotel
Jul 18 - Jul 21La Banque Hotel + Flight
Homewood3 nights9.4/10 - Exceptional (494 reviews)"Great team of staff. I requested to check in early and front desk staff were so sweet and allowed me to have my room 3 hours before 3pm. Amazing hotel. Nice breakfast. It was not fancy but the quality was exellent. Super close to the Met train station. All and all. I was very pleased."Reviewed May 16, 2026Roundtrip • New York (JFK) - Chicago (ORD)JFK - ORD • Nonstop ORD - JFK • Nonstop - Swissotel - Chicago
Jul 27 - Aug 4Swissotel - Chicago + Flight
Downtown Chicago8 nights9.0/10 - Wonderful (3,349 reviews)"It was a nice room. Only complaint would be air conditioning. I don’t do hot. Hate sweating. Had turned to 65 and still not really cold. Otherwise overall nice."Reviewed May 26, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop MDW - ATL • Nonstop - Level Chicago Fulton Market
Jul 28 - Aug 1Level Chicago Fulton Market + Flight
Downtown Chicago4 nights9.2/10 - Wonderful (489 reviews)"Amazing place"Reviewed May 26, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Sable at Navy Pier Chicago, Curio Collection by Hilton
Jul 4 - Jul 7Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight
Downtown Chicago3 nights9.4/10 - Exceptional (2,516 reviews)"Clean and have a beautiful view of the lake"Reviewed May 26, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Level Chicago – Old Town
Aug 13 - Aug 16Level Chicago – Old Town + Flight
Downtown Chicago3 nights9.0/10 - Wonderful (483 reviews)"Nice and big"Reviewed May 24, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop MDW - ATL • Nonstop
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
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
$251 nightly
The price is $298 total per night from Jun 16 to Jun 17
$298 total
Jun 16 - Jun 17
Total with taxes and fees
9.4/10 Exceptional! (4,263 reviews)
"The staff is very helpful, always ready to answer any question about the hotel or about the city of Chicago. The hotel is very clean , the breakfast is very good with many choices and the staff in the restaurant is excellent. My wife and I stayed in that place for eight days and seven nights and ..."
Reviewed on May 27, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
$187 nightly
The price is $222 total per night from Jun 23 to Jun 24
$222 total
Jun 23 - Jun 24
Total with taxes and fees
7.8/10 Good! (1,476 reviews)
"Everything"
Reviewed on May 27, 2026
Aloft by Marriott Chicago Mag Mile
243 E. Ontario Chicago IL
$207 nightly
The price is $246 total per night from Jun 14 to Jun 15
$246 total
Jun 14 - Jun 15
Total with taxes and fees
8.6/10 Excellent! (3,253 reviews)
"The property was nice, but the rooms very small. Unfortunately the rooms on Expedia did not provide images of all rooms. The rooms I saw had sitting areas and appeared large/divided. The amenities were ok. The place was clean but appears to not be as quality as expected. (floor lifting from water ..."
Reviewed on May 27, 2026
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(845 reviews)
Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.
875 North Michigan Avenue
4.5/5(1,936 reviews)
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.
900 North Michigan Shops
4/5(39 reviews)
You can browse for the perfect souvenirs at 900 North Michigan Shops during your visit to Chicago. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.
Things to do
Skydeck - Willis Tower Admission
$44
per adult
96% of travellers recommend
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- Chicago Vacations
- Visit Downtown Chicago
- Navy Pier
- Water Tower Place
- Northwestern Memorial Hospital
- Ohio Street Beach
- 875 North Michigan Avenue
- 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.