Rush Street Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Hotel Riu Plaza Chicago
Downtown Chicago
CA $1,128
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (5,404 reviews)
Beautiful hotel! Super clean and everyone was super kind. Breakfast was also amazing! Great stay!
Reviewed on Oct 10, 2026
The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
CA $944
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8/10 Very good! (2,382 reviews)
We loved the location. The hotel lobby and bar was nice. The breakfast buffet was an average buffet, nothing fancy. Our room was on the small side and the furniture needs some upgrading. The room was clean and we would stay there again.
Friendly staff. The person whom booked on Expedia in front of me had there room denied, due to overbooking. They did not offer them a room at another hotel. The staff told the person to contact Expedia. You may want to call the hotel a couple of days before to make sure your booking is accepted. My booking was luckily accepted.
Tip for dog owners: if your dog is only urinates on grass, there are patches of grass a couple of blocks east on Lake Shore Drive.
Reviewed on Oct 10, 2026
Park Hyatt Chicago
Downtown Chicago
CA $1,460
per person
Dec 11 - Dec 13
found 15 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (1,003 reviews)
Excellent experience. I’d recommend this property for their outstanding service and updated rooms.
Reviewed on Oct 9, 2026
Ready to book your vacation to Rush Street?
Rush Street Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $159
CA $189 total
Nov 10 - Nov 11
includes taxes & fees
8/10 Very good! (10,146 reviews)
"It was a wonderful stay!"
Reviewed on Oct 10, 2026
River Hotel
75 East Wacker Drive Chicago IL
CA $217
CA $258 total
Oct 25 - Oct 26
includes taxes & fees
8.8/10 Excellent! (5,513 reviews)
"The staff is so friendly. The location is amazing. I wish the coffee was 24:7 maybe it was just like an off day or so. It was just empty a few times but I sleep in. I loved this place"
Reviewed on Oct 10, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $203
CA $242 total
Nov 1 - Nov 2
includes taxes & fees
8/10 Very good! (2,459 reviews)
"We loved the location. The hotel lobby and bar was nice. The breakfast buffet was an average buffet, nothing fancy. Our room was on the small side and the furniture needs some upgrading. The room was clean and we would stay there again. Friendly staff. The person whom booked on Expedia in front of ..."
Reviewed on Oct 10, 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 $59
per adult
88% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Frequently asked questions
How much does a Rush Street vacation package cost?
Our Rush Street vacation packages, which start from as low as CA $941, are the perfect way to save loads of cash. Pick your favorite hotels, flights and more to create your perfect escape.
How do I get a cheap travel package to Rush Street?
Combine your bookings with Expedia to save big on your next adventure. With more than 550 air carriers and 1,000,000 properties globally, your Rush Street vacation package can be customized exactly to suit your travel style. With all that extra money, why not include one or two exciting activities and tours? It's an easy way to unlock even more savings. That dream vacation to Rush Street is much closer than you thought!
Where should I stay in Rush Street?
Travelers come from all over to experience McCormick Place and Millennium Park in Rush Street. Book a hotel close to these popular attractions and visit them at your leisure.
What are the top hotels in Rush Street?
Thompson Chicago, part of Hyatt is one of Rush Street's leading hotels. Reserve a room here and you can sleep soundly knowing you're in good hands.
How far in advance should I book my Rush Street vacation?
Search Expedia to compare international airfares as soon as you know your travel dates. You can normally purchase a seat up to a year before departure. If you don't see your preferred air carrier, or you have to book last minute, fear not. Cheap tickets to Rush Street sometimes appear just weeks before departure.
What does an Expedia Rush Street travel package include?
With Expedia, you can choose a combination of car rentals, hotels and flights to build your perfect Rush Street travel package. Once you've made your booking, you can add on fun stuff like tours and experiences. Don't forget, the more you bundle, the more deals you'll score!
What should I know before booking a Rush Street travel package?
Bundling your bookings into a Rush Street vacation package is the easiest way to organize your trip. Not only that, you'll save big when you combine your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Rush Street Expedia vacation package?
Definitely. Expedia has more than 550 partner airlines to pick from worldwide. With so much choice, finding the ideal carrier to bring you to Rush Street won't be hard.
If I'm not able to travel, can I cancel my Rush Street vacation package?
Whether it's your hotel or flight, you can cancel and rebook it. Locked in your Rush Street vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. If it's been longer than that, you may be charged a fee by your airline, hotel or car rental company. For more information, visit our Customer Service Portal. We'll help you every step of the way.
Explore a world of travel with Expedia
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- Flights from Kitchener (YKF) to Chicago (ORD)
- Flights from Detroit (DTW) to Chicago (ORD)
- Flights from Chicago
- Flights from New York (LGA) to Chicago (ORD)
- Flights from Calgary (YYC) to Chicago (ORD)
- Flights from Edmonton (YEG) to Chicago (ORD)
- Flights from Toronto (YYZ) to Chicago (MDW)
- Flights from Hamilton (YHM) to Chicago (ORD)
- Flights from Vancouver (YVR) to Chicago (ORD)
- Flights from Winnipeg (YWG) to Chicago (ORD)
- Flights from Toronto (YTZ) to Chicago (MDW)
- Flights to Chicago
- Flights from Regina (YQR) to Chicago (ORD)
- Flights from O'Hare Intl.
- Flights from Montreal (YUL) to Chicago (ORD)
- Flights from Buffalo (BUF) to Chicago (ORD)
- Flights from Toronto (YYZ) to Chicago (ORD)
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- Flights from Windsor (YQG) to Chicago (ORD)
- Flights from Saskatoon (YXE) to Chicago (ORD)
- Flights from Halifax (YHZ) to Chicago (ORD)
- Flights from London (YXU) to Chicago (ORD)
- 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.
