Streeterville Vacations from $319
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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.
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Price was $481, price is now $319 per person
$319
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (2,798 reviews)
Las instalaciones estan en malas condiciones,la habitacion demasiado obscura,las luces son demaciado tenue,la tina del bano estaba tapada y el agua sucia se iba muy lento,no pudimos dormir por el mal olor de las sabanas y almohadas,se olle claramente el ruido de habitacion a habitacion el parking,confuso no hay suficientes senalamientos para entrar al hotel desde el extra parking asi que pierdes mucho tiempo y caminas mucho hasta llegar a tu habitacion, del 1 al 5 mi calificacion es 1,lo unico bueno es la atencion en el registro.
Reviewed on Apr 12, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was $1,185, price is now $683 per person
$683
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Overall we enjoyed our stay. A few things that we didn’t care for. One is that the parking was inconvenient due to you having to call to get in every time you leave. Next would be the closet with the furnace was extremely noisy and almost kinda sounding. It came off and on very frequently. Lastly, the bed was as hard as a rock. If you are used a nice bed you can forget it. For the price no thx.
Reviewed on Apr 12, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,695, price is now $1,036 per person
$1,036
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
The breakfast was excellent.I did not use the gym
Reviewed on Apr 13, 2026
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,285, price is now $817 per person
$817
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,357 reviews)
Fantastic hotel in a great central location with helpful staff - what more could we ask for?!
Reviewed on Apr 11, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,863, price is now $1,230 per person
$1,230
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Breakfast and parking not included
Reviewed on Apr 12, 2026
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
$119 nightly
The price is $140 total per night from Apr 26 to Apr 27
$140 total
Apr 26 - Apr 27
Total with taxes and fees
9/10 Wonderful! (4,118 reviews)
Great room
Reviewed on Apr 12, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $172 total per night from Apr 27 to Apr 28
$172 total
Apr 27 - Apr 28
Total with taxes and fees
9.4/10 Exceptional! (3,818 reviews)
Wonderful stay, staff, breakfast, location were all awesome!
Reviewed on Apr 13, 2026
The Wade
644 N Lake Shore Dr Chicago IL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $198 total per night from Apr 26 to Apr 27
$198 total
Apr 26 - Apr 27
Total with taxes and fees
8.4/10 Very Good! (1,797 reviews)
Iron board was broken. Iron wasn’t working. Called 3 times to get attention of customer service. I paired $900 for this customer service overall wasn’t good experience,
Reviewed on Apr 13, 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(1,935 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.
Chicago Children's Museum
4.5/5(197 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 art scene.
Things to do
Chicago Bulls Basketball Game at United Center
$66
per adult
80% 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.