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
The Latest Rush Street Vacation Packages
- Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination
Sept 11 - Sept 14Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination + Flight
Joliet3 nights3.5 star property8.6/10 - Excellent (1,002 reviews)"Staff was very friendly. Was left alone in my room. Gambling area was Vegas style. Rick Bayless place was awesome."Reviewed July 18, 2026Roundtrip • Toronto (YYZ) - Chicago (ORD)YYZ - ORD • Nonstop ORD - YYZ • NonstopCA $1,031CA $741found 1 day agoper traveller - Hotel Riu Plaza Chicago
Sept 5 - Sept 8Hotel Riu Plaza Chicago + Flight
Downtown Chicago3 nights4.0 star property9.4/10 - Exceptional (4,756 reviews)"Big rooms, nice lobby, and great breakfast. Good location and easy check in."Reviewed July 20, 2026Roundtrip • Hamilton (YHM) - Chicago (ORD)YYZ - ORD • Nonstop ORD - YTZ • NonstopCA $1,790CA $1,272found 15 hours agoper traveller - Hotel Felix River North/Magnificent Mile
Sept 5 - Sept 8Hotel Felix River North/Magnificent Mile + Flight
Downtown Chicago3 nights4.0 star property8.2/10 - Very good (2,850 reviews)"The hotel location is excellent, the room was per expectations, and the staff were super helpful and friendly."Reviewed July 20, 2026Roundtrip • Hamilton (YHM) - Chicago (ORD)YYZ - ORD • Nonstop ORD - YTZ • NonstopCA $1,178CA $855found 15 hours agoper traveller - Swissotel - Chicago
Sept 25 - Sept 27Swissotel - Chicago + Flight
Downtown Chicago2 nights4.5 star property9.0/10 - Wonderful (3,501 reviews)"Good and easy service"Reviewed July 20, 2026Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - MDW • Nonstop MDW - YTZ • NonstopCA $1,028CA $755found 1 day agoper traveller - Sable at Navy Pier Chicago, Curio Collection by Hilton
Sept 5 - Sept 8Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight
Downtown Chicago3 nights4.0 star property9.4/10 - Exceptional (2,604 reviews)"The Navy Pier where this out standing property is a wonderful location in a wonderful city. The view is fantastic and the room perfect. The amenities around could not be better. Highly suggested on our side"Reviewed July 20, 2026Roundtrip • Hamilton (YHM) - Chicago (ORD)YYZ - ORD • Nonstop ORD - YTZ • NonstopCA $1,737CA $1,296found 15 hours agoper traveller
Rush Street Hotel Deals
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago Riverwalk
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkFrequently Asked Questions
How much does a Rush Street vacation package cost?
Our Rush Street vacation packages, which start from as low as CA $741, 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.