Rush Street Vacation Packages
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Top Rush Street Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,080, price is now CA $773 per person
CA $773
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very good! (3,148 reviews)
Location was great. Front desk staff were friendly and helpful
Reviewed on Oct 26, 2026
Sheraton Grand Chicago Riverwalk
Downtown Chicago
Save 100% on your flight
Price was CA $1,702, price is now CA $843 per person
CA $843
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)
Thank you so much for a wonderful experience.
Reviewed on Oct 27, 2026
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
Price was CA $1,341, price is now CA $834 per person
CA $834
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,009 reviews)
The staff is very friendly and professional.
Reviewed on Oct 27, 2026
Rush Street Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Nov 22 to Nov 23
CA $145
CA $173 total
Nov 22 - Nov 23
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Nov 2 to Nov 3
CA $188
CA $223 total
Nov 2 - Nov 3
includes taxes & fees
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Nov 22 to Nov 23
CA $163
CA $194 total
Nov 22 - Nov 23
includes taxes & fees
8.8/10 Excellent! (5,563 reviews)
"The location was great, river walk and restaurants are conveniently located, and it's ~10-min walk to the world's largest Starbucks Reserve if you're a coffee person like we are! One thing that I would recommend (if you utilize the "free parking" on Expedia) is to not be pushed into Valet Parking ..."
Reviewed on Oct 28, 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.
What to do in Rush Street
Skydeck Chicago at Willis Tower
CA $60
per adult
84% of travellers recommend
Frequently asked questions
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- Frank Lloyd Wright Historic District
- Montrose Beach
- 875 North Michigan Avenue
- All inclusive Vacation Packages Chicago
- Unity Temple
- Visit Downtown Chicago
- Downtown Chicago Vacations
- Visit Magnificent Mile
- Golf Vacations
- Chicago Vacations
- The Loop Vacations
- Chicago Riverwalk
- Lincoln Park Zoo
- United Center
- Art Institute of Chicago
- International Museum of Surgical Science
- Water Tower Place
- Buckingham Fountain
- Grant Park
- Griffin Museum of Science and Industry
- Chicago Theatre
- Visit Chicago
- Ernest Hemingway Museum and House
- Willis Tower
- Navy Pier
- Lakeview Vacations
- Northwestern University
- Marina City
- Rosemont Vacations
- Robie House
- Garfield Park Conservatory
- Ann and Robert H. Lurie Children's Hospital
- Millennium Park
- Visit The Loop
- Wrigley Field
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
