York Center Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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
Price found within the past 48 hours. Click for updated prices.
Eaglewood Resort and Spa

Eaglewood Resort and Spa

S$581
per person
2 Oct - 4 Oct
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
8.8/10 Excellent! (1,249 reviews)
Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

S$678
per person
2 Oct - 4 Oct
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
Chicago Marriott Oak Brook

Chicago Marriott Oak Brook

S$637
per person
2 Oct - 4 Oct
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
8.4/10 Very good! (1,001 reviews)
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

S$611
per person
2 Oct - 4 Oct
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9/10 Wonderful! (3,140 reviews)
Nice view of planes landing, but still quiet.

Reviewed on 24 Aug, 2026

The Hotel at Midtown

The Hotel at Midtown

Bucktown
S$972
per person
2 Oct - 4 Oct
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9/10 Wonderful! (905 reviews)

Where to stay in York Center

Find the best York Center areas and neighborhoods for the activities you enjoy most. Learn more about York Center
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago
A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

Find hotels in The Loop
A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

Find hotels in Magnificent Mile
A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Find hotels in River North
A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Find hotels in Lincoln Park

Top hotels in York Center

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$154
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,314 reviews)
"Great location, serious service and sanitation failures. Rooms are dated, which could be charming. The TV has basic channels only, so bring a Chromecast or Roku. The in room tablet is useless; that money should have gone to the TVs. Room service never came. I ordered biscuits and gravy and pancakes. ..."

Reviewed on 25 Aug, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
S$202
31 Aug - 1 Sept
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
S$381
18 Sept - 19 Sept
includes taxes & fees
8.4/10 Very good! (2,442 reviews)
"It is located walking distance within the airport"

Reviewed on 25 Aug, 2026

Hilton Chicago O'Hare Airport
See all 4,799 properties in York Center
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.

Frequently asked questions

How much does a York Centre holiday package cost?
From just S$581. Yes, you read that correctly. Our York Centre holiday packages are an awesome way to stretch your budget. Bundle your preferred flights, hotels and rental car and get out and see this destination your way.
How do I get a cheap travel package to York Centre?
One word: bundle. Hotels, rental cars and flights — combine whatever you need into a York Centre holiday package and save. Score even bigger bargains when you include extras such as tours or experiences to your booking. But that's not the only impressive part. You have the freedom to put together your holiday your own way. We offer more than 550 airlines and 1,000,000 properties across the world, so that everyone has an opportunity to travel and fulfil those holiday dreams.
Where should I stay in York Centre?
York Centre is home to several fascinating places to discover, including Drury Lane Theatre. Spend your nights in a hotel close by and make sightseeing hassle-free.
How far in advance should I book my York Centre holiday?
It depends on the air carrier, but you can usually browse through international fares on Expedia up to a year in advance. While it's advisable to book ahead of time, lucky customers will occasionally score a cheaper seat just weeks prior to their intended journey.
What does an Expedia York Centre travel package include?
Expedia has everything you need to organise your York Centre getaway, but what your package looks like is totally up to you. Pick from any combination of flights, hotels and rental cars. Chasing some tours or activities to keep you on the go? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a package to suit your needs.
What should I know before booking a York Centre travel package?
A travel package can be more affordable than individually booking all you need for your getaway. For example, bundle your hotels, flights and rental cars and save big. Whatever kind of holiday you're planning, you're bound to find a package within your budget.
Can I choose my airline with a York Centre Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our holiday packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my York Centre holiday package?
It is possible to cancel your York Centre booking if your plans have been upended. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Stay near popular York Center attractions

Loyola Medicine Oakbrook Terrace

If Loyola Medicine Oakbrook Terrace is what brings you to town, hopefully you'll have a chance to explore more of Oakbrook Terrace.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$35
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$32
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Chicago's Navy Pier Centennial Wheel Ticket

Chicago's Navy Pier Centennial Wheel Ticket

S$31
per adult
100% of travellers recommend
Chicago's Navy Pier Centennial Wheel Ticket
See all activities in Chicago

* 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.