Cook County Holidays & Package Deals 2026

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Top destinations in Cook County

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

Our pick of the best Cook County Hotel Deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

NZ$213

8 Sept - 9 Sept

includes taxes & fees

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Fully refundableReserve now, pay when you stay

NZ$288

30 Aug - 31 Aug

includes taxes & fees

8/10 Very good! (1,979 reviews)

"Lobby staff was helpful. Room was not worth the cost - all white furniture with stains on the couch and big moisture stains on the chair in the bedroom. 2 tiny glass cups, crack in bathroom sink, doors hard to latch and got stuck in the frame. Curtains had stains and were pulled off the rod so they ..."

Reviewed on 10 Aug 2026

The Allegro Royal Sonesta Hotel Chicago Loop

171 W Randolph St Chicago IL

Fully refundableReserve now, pay when you stay

NZ$416

10 Sept - 11 Sept

includes taxes & fees

9/10 Wonderful! (2,753 reviews)

"Great place to stay in downtown. Perfect for walking to many locations. Highly professional staff. We'll kept jewel of the city. I wouldn't hesitate staying here again on my next visit."

Reviewed on 10 Aug 2026

See all 4,664 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

An aerial view of a baseball stadium surrounded by urban buildings.

Wrigley Field

9.0/10 (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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A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)

One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.

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A large stadium surrounded by a cityscape with modern buildings.

Soldier Field

8.8/10 (7,063 reviews)

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

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A modern cityscape with tall buildings, a clear sky, and a tree-lined street.

McCormick Place

8.8/10 (9,822 reviews)

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.

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A river with boats, surrounded by tall buildings and a clear sky.

Chicago Riverwalk

9.6/10 (13,574 reviews)

Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.

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