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.
Kinzie Hotel
Downtown Chicago
CA $1,044
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,187 reviews)
The hotel was clean, comfortable, and reasonably priced for the area. The staff were so friendly and helpful! Great location, too.
Reviewed on Oct 8, 2026
Silversmith Hotel Chicago Downtown
Downtown Chicago
CA $1,057
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,414 reviews)
My stay was great...I was treated very well, especially by Beverly (I hope I got your name right, gurl!!)! I'm kinda used to breakfast being provided (kind of a perk for me when staying at a hotel). The hotel is nice, clean, and comfortable! The BEST thing about the Silversmith is the LOCATION! Close to everything, especially transportation! I would stay there again!! Oh, and I left my prescription eyeglasses behind. They were mailed to me, for a nominal fee for shipping (Thank you Victor!), and I received them about 7 days after I'd checked out. So, all in all, it was a GREAT trip, I had a GREAT time in a wonderful and comfortable hotel!!
Reviewed on Oct 8, 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 $165
CA $197 total
Nov 5 - Nov 6
includes taxes & fees
8/10 Very good! (10,134 reviews)
"Ok"
Reviewed on Oct 8, 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
CA $217
CA $258 total
Oct 25 - Oct 26
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $204
CA $242 total
Nov 1 - Nov 2
includes taxes & fees
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 $1,044, 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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- All Inclusive Resorts and in Chicago
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- Lincoln Park Hotels
- 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)
- Flights from Seattle (SEA) 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.
