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


Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,367, price is now CA $1,530 per person
CA $1,530
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Breakfast and parking not included
Reviewed on Apr 12, 2026

Sports Illustrated Resorts Chicago
Downtown Chicago
Price was CA $2,032, price is now CA $1,384 per person
CA $1,384
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.
Reviewed on Apr 14, 2026

Level Chicago – Old Town
Downtown Chicago
Price was CA $1,484, price is now CA $1,060 per person
CA $1,060
per person
Jul 3 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (453 reviews)
This property never disappoints! The staff are awesome, particularly Nu at the front desk! Always very pleasant and friendly, provides awesome service every time we visit!
Reviewed on Apr 13, 2026

The Langham, Chicago
Downtown Chicago
Price was CA $2,434, price is now CA $1,746 per person
CA $1,746
per person
Jul 6 - Jul 10
found 10 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
The best hotel I've ever stayed in.
Please get an iron, please get a microwave. And please don’t charge for every single thing! ❤️
Reviewed on Apr 13, 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 $158 per night from Apr 26 to Apr 27
CA $158
CA $186 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,152 reviews)
It’s in a great location and the staff is always nice.
Reviewed on Apr 15, 2026

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Apr 26 to Apr 27
CA $164
CA $192 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (4,125 reviews)
Loved the suite, connecting rooms! Needs a bit of renovating for rugs and wood! No room service!! Ok lobby.
Reviewed on Apr 15, 2026

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Apr 26 to Apr 27
CA $190
CA $223 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (5,840 reviews)
Room was hot , we were 6 not enough of towels breakfast good staff were great
Reviewed on Apr 15, 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 Rush Street

Wrigley Field
4.5/5(159 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Naval Base Great Lakes
4.5/5(3 reviews)
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Navy Pier
4.5/5(460 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Rush Street

Skydeck - Willis Tower Admission
CA $60
per adult
98% of travellers recommend
Frequently asked questions
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- 900 North Michigan Shops
- Ann and Robert H. Lurie Children's Hospital
- Aon Center
- Art Institute of Chicago
- Cibc Theatre
- Carbide and Carbon Building
- Central Chicago Vacations
- Visit Downtown Chicago
- Chicago History Museum
- Visit Magnificent Mile
- Chicago Riverwalk
- Visit The Loop
- Chicago Theatre
- Chicago Vacations
- Cloud Gate
- Downtown Chicago Vacations
- Grant Park
- House of Blues Chicago
- International Museum of Surgical Science
- John Hancock Center
- Lincoln Park Zoo
- Magnificent Mile Vacations
- Marina City
- Michigan Avenue
- Millennium Park
- Navy Pier
- Richard J. Daley Center
- Shops at North Bridge
- The East Bank Club
- The Loop Vacations
- Water Tower Place
- Willis Tower
- Wrigley Building
- Car rentals near John Hancock Center
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.









