
Rush Street Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Rush Street Vacation Deals
Price found within the past 48 hours. Click for updated prices.



Trump International Hotel & Tower Chicago
Downtown Chicago
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Terrace 16 resto has the best view in Chicago outstanding service.
Hotel is located right next to the river cruises.
Walgreens is 3 minutes away by foot.
Very safe neighborhood several excellent restaurants within 10 minutes on foot.
Try Wildberry resta for breakfast excellent food.
Sanda for Asian food and Grand Boucher French
The pizza place next to hotel (bonjiourno) overrated and subpar
Reviewed on Aug. 12, 2025

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
Overall the staff were very prompt and helpful. My only complaints with the hotel is the rooms are smaller than I expected, the 4 of us had a hard time fitting into a double bed room. It would have been nice to know that most of the food places around the hotel close on the weekend. Definitely not the best choice for a family. Proximity to activities were doable , but a little far. Wells street at night was a little scary over the weekend. Parking in Chicago is really crazy but I found parking for $18 a night on the same block without in and out access. We parked and left the car the whole time. Overall staff was amazing, nothing bad to say there, but I was disappointed as a first time visitor with the size of the hotel rooms, the cleanliness was fair, dark room, windows you couldn’t see out of well. The room temp was set at 65 but we were all swearing overnight and had to purchase a fan to help.
Reviewed on Aug. 13, 2025
Rush Street Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Sep 1 to Sep 2
CA $185
CA $217 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (8,958 reviews)
"Super convenient to everything we needed or wanted Hotel is good, location is great"
Reviewed on Aug. 11, 2025

Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $239 per night from Aug 21 to Aug 22
CA $239
CA $315 total
Aug 21 - Aug 22
includes taxes & fees
8.4/10 Very Good! (1,848 reviews)
"5 star rating! The vibe of the hotel is amazing and you can’t beat the location."
Reviewed on Aug. 11, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Sep 3 to Sep 4
CA $198
CA $232 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very Good! (3,648 reviews)
"Good"
Reviewed on Aug. 10, 2025
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
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Rush Street

Chicago By Night River & Lake Cruise
CA $62
per adult
96% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
CA $56
per adult
94% of travellers recommend
Frequently asked questions
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
Expedia's Latest Trends
Hotels
- Hotel Am Parkring
- Hôtel & Spa Le Germain Charlevoix
- Hilton Garden Inn Winnipeg South
- Les Bains Paris
- Banff National Park hotels
- Country Inn & Suites by Radisson, Fargo, ND
- Hotels near New York Airport
- Hotels in San Antonio
- Travelodge by Wyndham Hotel & Convention Centre Quebec City
- Toronto Rooms and Suites
- All Inclusive Resorts and Hotels in Turks and Caicos
- Hotels in Pendleton
- Excellence Riviera Cancun - Adults Only All Inclusive
- All Inclusive Resorts and Hotels in Tortola
Flights
General
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.