Deals on vacations and trips to Cook County

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Search vacation packages deals in Cook County's top destinations

A serene lake with reflections of trees and a cloudy sky.

Tinley Park

Vacations
Tinley Park

Cook County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was $705, price is now $509 per person
$509
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This smoke-free hotel includes 3 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was $1,134, price is now $758 per person
$758
per person
Feb 3 - Feb 9
found 13 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
Downtown Chicago
Price was $1,001, price is now $695 per person
$695
per person
Feb 3 - Feb 9
found 13 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a lobby fireplace, and express check-in are also offered.
Stay One Chicago

Stay One Chicago

4 out of 5
Downtown Chicago
Price was $1,800, price is now $1,273 per person
$1,273
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
This smoke-free hotel includes 3 restaurants, an indoor pool, and A 24-hour gym. Enjoy the seasonal outdoor pool and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and coffee shop.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was $693, price is now $511 per person
$511
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

Top Cook County hotels deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $127 total per night
$127 total
Nov 22 - Nov 23
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
Free WiFi
Restaurant
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $138 total per night
$138 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A lobby fireplace, luggage storage, and wedding services are also on offer.
Pet friendly
Free WiFi
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $117 total per night
$117 total
Dec 10 - Dec 11
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and dry cleaning are also on offer.
Pet friendly
Free WiFi
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $141 total per night
$141 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and express check-out are also provided.
Pool
Pet friendly
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $135 total per night
$135 total
Nov 23 - Nov 24
Total with taxes and fees
This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and wedding services.
Pet friendly
Free WiFi
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$160 nightly
The price is $190 total per night
$190 total
Nov 22 - Nov 23
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.
Pool
Hot Tub
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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.

Stay near popular Cook County attractions

An aerial view of a baseball stadium surrounded by urban buildings.
Photo by © City of Chicago
Open Photo by © City of Chicago

Wrigley Field

9.0/10 (11,704 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
See properties

Photos of local treasures

Browse Cook County vacation photos for more inspiration

A city skyline with skyscrapers, a river, and a bridge.
A city skyline with a prominent mosque featuring a green dome, a waterfront promenade, and a large Ferris wheel.
A city skyline with modern skyscrapers and a large green park in the foreground.
A city skyline with a prominent skyscraper, a river, and a bridge.
A cityscape with a river, modern skyscrapers, and a sunset sky.

Frequently asked questions

How much are vacation packages to Cook County?
Exciting adventures await in Cook County, with Travelocity vacation packages from as low as $509. Including flights and hotels, these incredible deals make it a breeze to experience all corners of the globe.
Where can I get the best vacation package deals for Cook County?
It's hard to top Travelocity when it comes to finding your Cook County package deal. There are at least 400 air carriers and 1,000,000 worldwide properties to choose from. Lock in your trip now and get ready to cross another amazing place off your to-do list.
Why should I book my Cook County vacation bundle via Travelocity?
Whether you're planning a month-long vacation or a last-minute weekend trip, we have many attractive destinations to choose from at an affordable rate. What's more, we provide support 24/7, high-quality service and a Price Match Guarantee. Save yourself time and money and lock in your dream vacation now.
Can I save on my Cook County car rental if I book it with hotels and flights?
You sure can with our Cook County vacation packages. With one of these, there are plenty of ways to make your travel budget go further. Bundle any two or more car, hotel, flight and tour bookings and watch the savings pile up. With your own ride, all the attractions in and around Cook County are just a road trip away.
Which airport is best for Cook County?
O'Hare Intl. Airport (ORD) is where many travelers choose to touch down. Depending on your Cook County itinerary, Midway Intl. Airport (MDW) and Lewis University Airport (LOT) are other choices for you to consider.
What is there to do in Cook County?
You'll be happy to know Cook County is full of fabulous things to see and do, however Hollywood Casino Amphitheatre and Odyssey Fun World are two you shouldn't miss.