West Chicago Holidays

Photo by Khryz Garcia

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Top hotels in West Chicago

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
The price is S$210 per night from 7 Aug to 8 Aug
S$210
7 Aug - 8 Aug
includes taxes & fees
8.6/10 Excellent! (1,757 reviews)
"It was a great hotel, clean, great ambience, open space. Clean rooms"

Reviewed on 19 Jul, 2025

Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd, Rosemont, IL
The price is S$186 per night from 10 Aug to 11 Aug
S$186
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (2,302 reviews)
"Accessible to public transportation particularly the CTA Blue Line. Easy trip to Downtown Chicago."

Reviewed on 18 Jul, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$269 per night from 22 Aug to 23 Aug
S$269
22 Aug - 23 Aug
includes taxes & fees
8/10 Very Good! (2,067 reviews)
"So glad they help my family and I when the other hotel we booked at gave our room away"

Reviewed on 20 Jul, 2025

Hilton Chicago O'Hare Airport
See all 1,255 properties in West Chicago
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

4.5/5(40 reviews)

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

4.5/5(36 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.

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

Millennium Park

4.5/5(147 reviews)

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 West Chicago

River tour boat in Chicago

Architecture River Tour

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

Chicago By Night River & Lake Cruise

S$58
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in West Chicago

Frequently asked questions

How much does a West Chicago holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday to West Chicago costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to West Chicago?
You can usually find reduced prices and better availability in January, September and December. Browse our cheap West Chicago holiday packages and you could land some excellent off-season deals.
How many days is enough for West Chicago?
With a well-organised schedule, you can easily hit the top West Chicago sights in a few days. But if you'd like to discover hidden gems or take day trips, think about booking your West Chicago holiday for longer.
Is it worth booking a holiday package to West Chicago?
Known for its nature, golfing and a host of other highlights, you can be certain West Chicago is a good holiday destination. Some of the most popular attractions to put on your itinerary? Visit St Andrews Golf and Country Club and Prairie Landing during your West Chicago holiday.
How to find the best West Chicago package deals?
Landing a cheap West Chicago package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, add some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly West Chicago package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a West Chicago holiday as a package?
You can enjoy significant savings on your West Chicago escape by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to browse some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to West Chicago?
If you're considering a spontaneous West Chicago getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking ahead.
How to plan a trip to West Chicago?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit West Chicago.
  2. Budget wisely: Besides the price of your accommodation, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that could crop up during your trip to West Chicago.
  3. Decide how long to go for: Now that you're up to speed on West Chicago, you can work out the perfect length of your holiday. Put together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalised West Chicago holiday package.

* 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.