Country Club Hills Holidays

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Country Club Hills Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was S$3,839, price is now S$2,719 per person
S$2,719
per person
9 Oct - 15 Oct
found 18 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
Check in and out was seamless! Got excellent help with bags and access to amenities! Great location it was about a 9 min walk to Riverwalk, Hop on Bus; felt safe and area was clean

Reviewed on 18 Aug, 2025

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$4,369, price is now S$2,983 per person
S$2,983
per person
9 Oct - 15 Oct
found 18 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Loved the hotel. Very clean and comfortable. The gentleman who checked us out was not the most friendly, but everyone else was super helpful!

Reviewed on 18 Aug, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$4,258, price is now S$2,932 per person
S$2,932
per person
9 Oct - 15 Oct
found 18 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (2,063 reviews)
My family and I love this place

Reviewed on 19 Aug, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$5,300, price is now S$3,680 per person
S$3,680
per person
9 Oct - 15 Oct
found 18 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug, 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was S$3,827, price is now S$2,741 per person
S$2,741
per person
9 Oct - 15 Oct
found 18 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
8.2/10 Very Good! (1,991 reviews)
Terrible mattresses, old and crunchy or something; bad lumpy pillows. No coffee or water in the room. If you want free coffee, you gotta track to the lobby during coffee hours and pay a "resort" fee for the experience.

Reviewed on 17 Aug, 2025

Top hotels in Country Club Hills

Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway, Willowbrook, IL
Fully refundableReserve now, pay when you stay
The price is S$85 per night from 15 Sept to 16 Sept
S$85
15 Sept - 16 Sept
includes taxes & fees
6.2/10 (1,004 reviews)
"Chilis Target"

Reviewed on 16 Aug, 2025

Red Roof Inn PLUS+ Chicago - Willowbrook
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is S$153 per night from 8 Sept to 9 Sept
S$153
8 Sept - 9 Sept
includes taxes & fees
8.4/10 Very Good! (1,202 reviews)
"The oversized jacuzzi in the room"

Reviewed on 16 Aug, 2025

The Champagne Lodge & Luxury Suites
Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave, Oak Lawn, IL
The price is S$188 per night from 26 Aug to 27 Aug
S$188
26 Aug - 27 Aug
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Thanks you for us being there"

Reviewed on 12 Aug, 2025

Hilton Chicago/Oak Lawn
See all 981 properties in Country Club Hills
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.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

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.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

What to do in Country Club Hills

River tour boat in Chicago

Architecture River Tour

S$53
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

S$58
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$52
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Country Club Hills

Frequently asked questions

How much does a Country Club Hills holiday package cost?
Offering great value package deals from S$2,719 on Expedia, you'll be thrilled with how little a holiday to Country Club Hills costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Country Club Hills?
The off-season is the best time to visit Country Club Hills if you're trying to keep costs down. Another tip for finding cheap Country Club Hills holiday packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Country Club Hills?
The ideal duration for your Country Club Hills holiday depends on what you'd like to do and see. Generally, a few days to a week will give you plenty of time to go to all the top attractions and explore some hidden gems along the way.
How to find the best Country Club Hills package deals?
Finding a cheap Country Club Hills package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can customise your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Country Club Hills package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Country Club Hills holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a customised Country Club Hills holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Country Club Hills?
Enjoy incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Country Club Hills escape.
How to plan a trip to Country Club Hills?

  1. Choose your dates: The things you want to do in Country Club Hills and your preferred season will help you decide when to get away.
  2. Set your budget: Consider expenses like flights, meals and transportation when calculating how much to put aside for your trip to Country Club Hills. Then, pick a property that suits your budget, whether that's a wallet-friendly stay or a more luxurious getaway.
  3. Decide how long to go for: Now that you're more familiar with Country Club Hills, you can work out the perfect length of your break. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Country Club Hills holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.