Book Exclusive Cook County Vacation Packages

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Search vacation packages deals in Cook County's top destinations

649-36 Hammel Creek Dusted in Snow

Tinley Park

Vacations
Tinley Park

Cook County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,259, price is now CA $893 per person
CA $893
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,466, price is now CA $1,571 per person
CA $1,571
per person
Sep 7 - Sep 14
found 13 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $2,766, price is now CA $1,881 per person
CA $1,881
per person
Aug 25 - Aug 31
found 15 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,529, price is now CA $1,113 per person
CA $1,113
per person
Sep 6 - Sep 10
found 23 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

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
The price is CA $191 per night
CA $191
CA $227 total
Jun 29 - Jun 30
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby.
Free WiFi
Restaurant
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Free cancellation
Reserve now, pay when you stay
The price is CA $189 per night
CA $189
CA $215 total
Jun 28 - Jun 29
includes taxes & fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rosemont Theatre and Allstate Arena are located nearby.
Free airport shuttle
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
The price is CA $191 per night
CA $191
CA $227 total
Jun 30 - Jul 1
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
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
The price is CA $215 per night
CA $215
CA $256 total
Jun 29 - Jun 30
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $195 per night
CA $195
CA $232 total
Jun 30 - Jul 1
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pool
Pet-friendly
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
Free cancellation
The price is CA $273 per night
CA $273
CA $373 total
Jul 1 - Jul 2
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pool
Spa
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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.

Photos of local treasures

Browse Cook County vacation photos for more inspiration

Beautiful Sunsets behind Chicago
Stunning panorama of entire Navy Pier on Lake Michigan in Chicago with skyline during morning light
Skyline of Chicago at Grant Park in Illinois - United States
Sunset behind Chicago in the Winter
Chicago aerial view, river from a drone panorama

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 CA $893. 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.