Cook County Vacations & Trips from $297

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Your Cook County Vacation

Embark on your next adventure with a Cook County vacation package, and leave knowing the finer details have been taken care of. Plus with the ability to tailor your escape, you know it'll be one to remember. Want to know where to go on your trip to Cook County? Tinley Park is a popular city you won't want to miss. Whether you're planning to travel on a shoestring or want to splurge, Expedia are here to help you customize your next dream Cook County vacation.

Top destinations in Cook County

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Tinley Park

Tinley Park

The Latest Cook County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
HYATT house Chicago/Schaumburg

HYATT house Chicago/Schaumburg

3.5 out of 5
Save 100% on your flight
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7.8/10 Good! (1,013 reviews)
Nice hotel in a nice area

Reviewed on Aug 5, 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (2,525 reviews)
Great stay for a family of four. Very walkable and very clean. Would stay there again and again.

Reviewed on Aug 4, 2025

La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
per person
Oct 6 - Oct 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (431 reviews)
This is my go to place in the south suburbs.

Reviewed on Jul 30, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul 22, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,253 reviews)
Very affordable and in a great location.

Reviewed on Aug 5, 2025

Best Places to Vacation in Cook County

1. Book your ideal Schaumburg with a vacation package

Rosemont, Illinois offers a diverse range of activities and experiences for families on vacation. Whether you're into hockey, shopping, dining, or entertainment, Rosemont has something for everyone. Explore the local biking trails and enjoy outdoor recreation, or catch a live theater performance or live music show. The vibrant bar scene is perfect for adults looking to unwind. Rosemont is also known for its business opportunities, making it a great destination for both work and play. With a wide range of destination activities and things to do, Rosemont guarantees a memorable family vacation.

  • The peak season is from May to July
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Schaumburg

2. Find your perfect Rosemont vacation

Schaumburg, Illinois is a vibrant destination perfect for a family vacation. With its convenient location, there are plenty of opportunities for shopping, dining, and engaging in various sports activities like football. The friendly people of Schaumburg make it a welcoming place for visitors. Families can enjoy horseback riding, live music, and other entertainment options. The town offers a range of family-friendly activities and things to do, making it an ideal destination for a memorable vacation. Whether you're looking for a fun-filled adventure or a relaxing getaway, Schaumburg has something for everyone.

  • The peak season is from July to September
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Rosemont

3. Plan your dream getaway to Evanston

Evanston, Illinois is the perfect destination for a family vacation. This charming city offers a variety of experiences for all ages. Explore the vibrant downtown area with its abundance of shops, restaurants, and cafes. Take a leisurely stroll along the beautiful Lake Michigan shoreline or enjoy a picnic in one of the many parks. Evanston is also home to Northwestern University, providing a unique college town atmosphere. Catch a live music performance or visit one of the local theaters for a memorable evening. Sports enthusiasts can cheer on the Northwestern Wildcats football team. There is something for everyone in Evanston!

  • The peak season is from May to July
  • The off-peak season is from November to January
  • Travelers tend to stay 3 days in Evanston

4. Experience Skokie with a travel package

Tinley Park, located in Illinois, offers a diverse range of experiences for a family vacation. The town is known for its friendly atmosphere and attractions suitable for all ages. Visitors can enjoy exploring the local aquarium, indulging in delicious seafood, and experiencing live music performances. There are also various tours available, showcasing the area's rich history and culture. Families can catch a show at the local theater, go shopping, and dine at family-friendly restaurants. Tinley Park is a great destination for those looking to have a fun and memorable vacation with their loved ones.

  • The peak season is from June to August
  • The off-peak season is from November to January
  • Travelers tend to stay 2 days in Skokie

6. Discover Tinley Park with our vacation deals

Schiller Park in Illinois offers a diverse range of experiences for a family vacation. The town is conveniently located near shopping centers, making it an ideal place for retail therapy. Visitors can also enjoy outdoor activities like running or exploring the local parks. Schiller Park is known for its family-friendly atmosphere, with friendly locals and plenty of entertainment options. There are numerous cafes and restaurants to dine at, offering a taste of local cuisine. Whether you're visiting for business or leisure, Schiller Park provides a welcoming and enjoyable experience for the whole family.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Tinley Park

5. Explore Bridgeview with a vacation package

Skokie, Illinois offers a diverse and family-friendly atmosphere for vacationers. The city is known for its excellent shopping and dining options, as well as its beautiful gardens and nature areas. The friendly people and sunny weather make it a welcoming place to visit. Families can enjoy a variety of activities, including destination activities, theme parks, and water parks. Skokie has something for everyone, whether you're looking for outdoor adventures or indoor entertainment. Come and experience all that Skokie has to offer!

  • The peak season is from May to July
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Bridgeview

Find the Best Cook County Vacation Packages

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
$157 nightly
The price is $184 total per night from Sep 1 to Sep 2
$184 total
Sep 1 - Sep 2
Total includes taxes and fees
7.8/10 Good! (8,956 reviews)
"We stayed in a family suite. Both rooms were large. The beds were comfortable."

Reviewed on Aug 4, 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
$198 nightly
The price is $229 total per night from Aug 22 to Aug 23
$229 total
Aug 22 - Aug 23
Total includes taxes and fees
8.2/10 Very Good! (1,830 reviews)
"Love the gym!"

Reviewed on Aug 5, 2025

Palmer House a Hilton Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
$146 nightly
The price is $171 total per night from Aug 24 to Aug 25
$171 total
Aug 24 - Aug 25
Total includes taxes and fees
8.8/10 Excellent! (1,344 reviews)
"Great location! Clean rooms. Comfy beds."

Reviewed on Aug 5, 2025

Crowne Plaza Chicago West Loop by IHG
See all 4,804 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Cook County vacation package cost?
Handcraft your Cook County package from just $297. Pick from any combination of hotels, flights and rental cars to pull together the escape you've been dreaming about for ages. Be sure to add on some activities and experiences!
How do I get a cheap travel package to Cook County?
If you love bargains, bundle your bookings into a Cook County vacation package. Whether you're looking for flights, hotels, rental cars or activities, you can browse and book them all in one place. You'll have a wealth of choice at your fingertips as well. Expedia has over 550 airlines and 1,000,000 hotel options worldwide to pick from. Fly with who you want, stay wherever you like and save precious dollars — now that's the perfect vacation!
How far in advance should I book my Cook County vacation?
While prices do change, we generally advise booking your spot as early as possible. Most international airfares are found on Expedia up to 12 months in advance. If you're booking late, you might still be in luck. Cheap journeys to Cook County sometimes appear only weeks before departure.
What does an Expedia Cook County travel package include?
With Expedia, you can choose any combination of flights, car rentals and hotels to create your perfect Cook County travel package. Once you've made your booking, you can add on all the fun stuff like day tours and activities. Remember, the more you bundle, the more dollars you'll save!
What should I know before booking a Cook County travel package?
We already have low prices. However, you'll pick up even more savings if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Cook County Expedia vacation package?
Yes, so take your pick! We offer more than 550 partner airlines throughout the world, so you can customize your Cook County adventure according to your budget and travel needs.
Does Expedia offer Book Now, Pay Later Cook County vacation packages?
Any trip away can become costly, so it's nice to know that Expedia is able to make things easier. Thanks to our partnership with online lender Affirm, you can now make the most out of your hard-earned dollars with a Book Now, Pay Later vacation package.
If I'm not able to travel, can I cancel my Cook County vacation package?
If your vacation plans in Cook County have changed, it's a relief to know that it's possible to cancel your booking. If you booked in the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may charge a cancellation fee. For more information, visit our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.