West Chicago Vacations from ￥324,302

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The Latest West Chicago Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was ￥362,624, price is now ￥324,302 per person
￥324,302
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)
Staff was great and the room was clean!

Reviewed on Oct 29, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥450,470, price is now ￥354,306 per person
￥354,306
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (5,555 reviews)
Great staff they accommodating us.

Reviewed on Oct 30, 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was ￥387,122, price is now ￥344,046 per person
￥344,046
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was ￥372,024, price is now ￥333,468 per person
￥333,468
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,881 reviews)

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was ￥378,291, price is now ￥339,630 per person
￥339,630
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (3,572 reviews)

Find the Best West Chicago Vacation Packages

West Chicago Hotel Deals

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 ￥28,832 per night from Nov 28 to Nov 29
￥28,832
￥33,846 total
Nov 28 - Nov 29
includes taxes & fees
Hilton Chicago O'Hare Airport
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
The price is ￥8,868 per night from Nov 30 to Dec 1
￥8,868
￥9,841 total
Nov 30 - Dec 1
includes taxes & fees
Chicago Club Inn & Suites
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥22,561 per night from Nov 27 to Nov 28
￥22,561
￥26,484 total
Nov 27 - Nov 28
includes taxes & fees
8.6/10 Excellent! (1,443 reviews)
"Good room and near the airport"

Reviewed on Oct 29, 2026

Marriott Chicago O'Hare
See all 1,340 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.

Stay near popular West Chicago attractions

Prairie Landing

4.8/10 (3 reviews)
This links-style course by Robert Trent Jones Jr. features undulating greens and strategic bunkers amid prairie grasses. Enjoy the comprehensive practice facility before tackling the challenging 18 holes.
See properties

What to do in West Chicago

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

￥3,809
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

￥6,269
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

￥6,636
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
See all activities in West Chicago

Frequently asked questions

How much does a West Chicago vacation package cost?
You can snap up a vacation package to this destination from ￥324,302 on Expedia. However, how much your vacation 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 vacation packages and you could land some excellent off-season deals.
How many days is enough for West Chicago?
With a well-organized 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 vacation for longer.
Is it worth booking a vacation package to West Chicago?
Known for its nature, golfing and a host of other highlights, you can be certain West Chicago is a good vacation 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 vacation.
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 vacation as a package?
You can enjoy significant savings on your West Chicago escape by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation 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, favorite 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 accommodations, 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 vacation. 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 personalized West Chicago vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.