Rush Street Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Rush Street

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$379 per night from 7 Sept to 8 Sept
S$379
7 Sept - 8 Sept
includes taxes & fees
7.8/10 Good! (8,981 reviews)
"I love it"

Reviewed on 5 Aug, 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$294 per night from 22 Aug to 23 Aug
S$294
22 Aug - 23 Aug
includes taxes & fees
8.4/10 Very Good! (1,830 reviews)
"Great time. Wonderful people!"

Reviewed on 7 Aug, 2025

Palmer House a Hilton Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is S$214 per night from 24 Aug to 25 Aug
S$214
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,350 reviews)
"Wonderful property but at this price i expect parking or at least a discount option"

Reviewed on 5 Aug, 2025

Crowne Plaza Chicago West Loop by IHG
See all 4,636 properties in Rush Street
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.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

What to do in Rush Street

River tour boat in Chicago

Architecture River Tour

S$53
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

S$58
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$52
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Rush Street

Frequently asked questions

How much does a Rush Street holiday package cost?
Our Rush Street holiday packages, which start from as low as , are the perfect way to save loads of cash. Pick your favourite 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 holiday 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 holiday to Rush Street is much closer than you thought!
Where should I stay in Rush Street?
Travellers 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 holiday?
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 holiday package is the easiest way to organise 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 holiday 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 holiday package?
Whether it's your hotel or flight, you can cancel and rebook it. Locked in your Rush Street holiday 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.