York Center Holidays from £839
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Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
£1,245
per person
6 Nov - 9 Nov
found 12 hours ago
Return direct flight included
Bridgetown (BGI) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
We had the most memorable time… we flew out from California to see my 5 yr old granddaughter for the weekend . Thank you Sharon and staff for making my weekend with her a day she will always remember. I have highly recommended this hotel to all my law enforcement partners. Thank you and we will be back.
Reviewed on 7 Oct 2026
The Glen Club
£958
per person
16 Nov - 23 Nov
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (394 reviews)
There are only a small number of rooms, located above the golf club house. Our room overlooked the course. They are beautiful! Highly recommended.
Reviewed on 4 Oct 2026
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
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.
Magnificent Mile
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
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.
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.
Top hotels in York Center
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£114
4 Nov - 5 Nov
includes taxes & fees
8/10 Very good! (10,201 reviews)
"The hotel is very old so if you want something modern this is not where to go. The elevators are very slow and old better to take the stairs but the carpets are all broken. For the price I would have expected a bigger room and bathroom."
Reviewed on 7 Oct 2026
River Hotel
75 East Wacker Drive Chicago IL
£150
1 Nov - 2 Nov
includes taxes & fees
8.8/10 Excellent! (5,504 reviews)
"Clean and very helpful staff. Great location!"
Reviewed on 7 Oct 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£129
1 Nov - 2 Nov
includes taxes & fees
8/10 Very good! (2,428 reviews)
"N/A"
Reviewed on 7 Oct 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.
Frequently asked questions
Why should I book my York Centre holiday with Expedia?
Expedia has you covered for every aspect of your upcoming York Centre holiday. You'll always land the best prices around, but when you bundle your accommodation, flights and/or car hire into a holiday package, you'll score even bigger savings. Keen to really make the most of your escape? Add a few fun activities and tours to your customised package. We offer flexible cancellation policies on most bookings, so you won't need to worry if your plans change. Visit our Customer Service Portal link to discover more.
When is the best time of year to holiday in York Centre?
If you want to experience the buzz of York Centre in the high season, lock in your getaway for May, June and July. November, December and January are generally the quietest months of the year. Plan your escape to York Centre according to what kind of adventure you're looking for. January is the coolest time of year, when daytime temperatures average -3ºC. In July, the warmest period, you will experience temperatures of around 24ºC during the day.
How do I get a cheap holiday to York Centre?
Browse and book everything in the one place with our York Centre holidays. We have deals on flights, hotels and more that'll keep your pocket happy and adventurous side satisfied. And, with more than 400 air carriers and 321,000 hotels worldwide to select from, you have countless opportunities to mix and match all you want. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my York Centre holiday?
Sightseeing is a must for any holiday in York Centre. Two leading attractions are Drury Lane Theatre and Loyola Ambulatory Centre. If there's time to explore more, drop in on other notable sights in this destination.
Do I need a visa for my York Centre holiday?
Visa requirements for York Centre vary depending on your nationality and reason for your visit. Make sure you check official government websites to determine if you need a visa for your trip. Here you'll also find the most up-to-date information, including details about application procedures or any supporting documentation that might be necessary. Enquire about your visa requirements well in advance to ensure a travel experience that's hassle free. Also make sure your passport is valid for a further six months from the date of your return.
What should I wear on my York Centre holiday?
First, consider the sorts of activities you have planned during your York Centre holiday and select versatile pieces that can be mixed and matched. For fashion inspiration or information on any dress codes, look up style blogs or social media accounts.
What does an Expedia York Centre holiday include?
Flights, hotels and car hires, or any combination of the three — it's your pick! Whether you're headed to York Centre on a family road trip or travelling solo, there's a bundle to fit your budget and style. Once you've made your booking, why not add on some tours or activities? We've got an endless array of properties, including private holiday homes, which are the favoured option in York Centre. Whoever you're taking time off with and whatever you hope to do, customising your escape is easy with Expedia.
Does Expedia offer Book Now, Pay Later York Centre holidays?
Your bank balance shouldn't get in the way of going on holiday, so Expedia has devised a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Check out these flexible payment options:
- Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's easy payment plans. If paying bite-sized amounts each month sounds right for you, pick this option during the checkout process.
- No-deposit holidays: Clicking the "book now" button is easier with this payment plan. With no deposit required for your escape, you can Book Now, Pay Later and start packing your suitcase.
Can I choose my airline with a York Centre Expedia holiday?
You can, and with more than 400 airlines to pick from throughout the world, you have plenty of choice. Scroll through the available options and find out which airline suits your needs and budget.
Things to do
Skydeck Chicago at Willis Tower
£32
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
£30
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.