
Rush Street Vacation Packages
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Top Rush Street Vacation Deals
Price found within the past 48 hours. Click for updated prices.

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Price was CA $1,157, price is now CA $830 per person
CA $830
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very good! (3,941 reviews)
Very charming hotel. Loved the art deco bathroom! The room was large for an old inner city hotel. Plus you cannot beat the location!! So reasonably priced too. Definitely would stay again.
Reviewed on Jul 1, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,038, price is now CA $1,377 per person
CA $1,377
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back.
The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it.
Reviewed on Jul 2, 2026

Level Chicago - River North
Downtown Chicago
Price was CA $1,608, price is now CA $1,112 per person
CA $1,112
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,013 reviews)
This location is ideal for families. The amenities provided are exceptional, scoring a perfect ten out of ten. It offers ample space for a family, including two bathrooms, which was greatly appreciated by my children. The property is well-equipped to ensure a comfortable stay. My only reservation pertains to its distance from Michigan Avenue and the Riverwalk, necessitating a vehicle to access these popular destinations. Otherwise, the experience was flawless.
Reviewed on Jul 2, 2026


Omni Chicago Hotel
Downtown Chicago
Price was CA $1,415, price is now CA $1,015 per person
CA $1,015
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
We enjoyed a mini vacation to our favorite hotel in Chicago. This is our fourth time staying with the Omni and they never disappoint. Easy walk to the Red Line to head to a Cubs game. Steps away from shopping, bars, and restaurants. Thanks for another amazing stay.
Reviewed on Jul 2, 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 $172 per night from Jul 6 to Jul 7
CA $172
CA $205 total
Jul 6 - Jul 7
includes taxes & fees
8/10 Very good! (10,139 reviews)
"Very cool old hotel in a great location. Well-restored and comfortable. Bell captains were very helpful with suggestions for local attractions and cabs."
Reviewed on Jul 2, 2026

Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Jul 5 to Jul 6
CA $217
CA $305 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (1,834 reviews)
"We enjoyed a mini vacation to our favorite hotel in Chicago. This is our fourth time staying with the Omni and they never disappoint. Easy walk to the Red Line to head to a Cubs game. Steps away from shopping, bars, and restaurants. Thanks for another amazing stay."
Reviewed on Jul 2, 2026

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $240 per night from Jul 5 to Jul 6
CA $240
CA $273 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (2,759 reviews)
"old fashion"
Reviewed on Jul 3, 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

Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
88% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
CA $56
per adult
94% 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.








