Cook County Holidays

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Top destinations in Cook County

A cityscape with a marina, river, and high-rise buildings.
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Chicago Heights

Chicago Heights

Our pick of the best Cook County Hotel Deals

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 NZ$287 per night from 29 June to 30 June
NZ$287
29 June - 30 June
includes taxes & fees
8/10 Very good! (10,129 reviews)
"Great experience! Close to everywhere we wanted to go!"

Reviewed on 26 June 2026

Congress Plaza Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is NZ$257 per night from 28 June to 29 June
NZ$257
28 June - 29 June
includes taxes & fees
8.8/10 Excellent! (2,726 reviews)
"Requested more hand towels, had to wait until the next day. Thermostat light dimmed bright to dark all night, kept waking me up both nights."

Reviewed on 25 June 2026

Hyatt Regency O'Hare Chicago
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$427 per night from 5 July to 6 July
NZ$427
5 July - 6 July
includes taxes & fees
9.4/10 Exceptional! (4,538 reviews)
"The hotel room cleanliness is of a very high standard. The complementary breakfast is extraordinary with a different majority of food and with a good procedure to take care of guests. The rooftop bar was sophisticated and attracts high class clientele. The room space is big enough to feel comfortable. ..."

Reviewed on 25 June 2026

Hotel Riu Plaza Chicago
See all 4,851 properties in Cook County
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 Cook County holiday package cost?
Explore the best of Cook County from as little as . We offer a wonderful selection of flights, rental cars and hotels to suit every budget. Land even more discounts when you add a couple of sightseeing tours to your package.
How do I get a cheap travel package to Cook County?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we've got them all. Choose a combination that suits you and see your savings stack up. We know a package deal is never a one-size-fits-all. That's why we offer more than 550 airlines and 1 000 000 hotel options across the globe, which lets you customize your Cook County holiday.
Where should I stay in Cook County?
Tinley Park is first up on many Cook County itineraries. Hollywood Casino Amphitheatre plays a big part in that.
What are the top hotels in Cook County?
Check out Congress Plaza Hotel and LondonHouse Chicago, Curio Collection by Hilton. They're top picks for lots of travellers to Orland Park. If Tinley Park is on your itinerary, The Whitehall Hotel and Hyatt Regency Chicago are a couple of cosy options.
How far in advance should I book my Cook County holiday?
Savvy travellers book early. Air carriers typically advertise flights up to a year prior to departure, and this is your chance to land some rock-bottom prices. Boss just told you to use up all your holiday days next week? That's fine too — Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Cook County travel package include?
Hotels, rental cars and flights — we have them well covered. With Expedia, you can create your Cook County package just the way you want. All you have to do is decide exactly what you need. Once you've made your booking, you can add on fun things like experiences and activities. The more you bundle, the more you save!
What should I know before booking a Cook County travel package?
Whether it's adventure or relaxation you're craving, a Cook County holiday package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Cook County Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Cook County holiday package?
We totally understand — unexpected stuff happens. If you've booked a Cook County holiday package and need to amend or cancel it, we're here to help. It's always worth browsing our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's more than 24 hours, your airline, hotel or car rental company may impose a fee.

Stay near popular Cook County attractions

Photo by © City of Chicago
Open Photo by © City of Chicago

Wrigley Field

9.0/5 (11,704 reviews)
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.