Bloomingdale Vacations from ￥322,754

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The Latest Bloomingdale Vacation Packages

Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was ￥371,021, price is now ￥322,754 per person
￥322,754
per person
Dec 24 - Dec 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,881 reviews)
Great Location

Reviewed on Nov 9, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥440,564, price is now ￥343,515 per person
￥343,515
per person
Dec 24 - Dec 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (5,555 reviews)
The staff were more ghan helpful even when checking in after midnight The room was very spacious and clean The breakfast selection catered for everyone with good quality food foe everyone Had a wonderful stay, could not find a fault Thank you for your hospitality during our stsy

Reviewed on Nov 9, 2026

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was ￥405,868, price is now ￥332,054 per person
￥332,054
per person
Dec 24 - Dec 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,962 reviews)
Good but the condition of the room wasn’t the best.

Reviewed on Nov 8, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was ￥397,070, price is now ￥331,151 per person
￥331,151
per person
Dec 24 - Dec 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,572 reviews)

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was ￥396,881, price is now ￥331,043 per person
￥331,043
per person
Dec 24 - Dec 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)
Not worth it for the money. Good location but nothing special.

Reviewed on Nov 8, 2026

Find the Best Bloomingdale Vacation Packages

Bloomingdale 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 ￥35,967 per night from Dec 10 to Dec 11
￥35,967
￥42,223 total
Dec 10 - Dec 11
includes taxes & fees
8.6/10 Excellent! (2,605 reviews)
"Nice rooms"

Reviewed on Nov 9, 2026

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 ￥8,914 per night from Dec 9 to Dec 10
￥8,914
￥9,893 total
Dec 9 - Dec 10
includes taxes & fees
7.2/10 Good! (1,904 reviews)
"So So please do yourself a favor, spend a few more dollars and pick another location. The rooms are outdated, mold on the walls. Floor was coming up in sections. The bathroom was outdated. This is a no go."

Reviewed on Nov 9, 2026

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 ￥22,678 per night from Nov 25 to Nov 26
￥22,678
￥26,621 total
Nov 25 - Nov 26
includes taxes & fees
Marriott Chicago O'Hare
See all 1,891 properties in Bloomingdale
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 Bloomingdale attractions

Bloomingdale Golf Club

8.0/10 (12 reviews)
This historic 1924 course offers a balanced challenge with well-maintained fairways and minimal water hazards. Enjoy the modern clubhouse with a full-service restaurant after your round.
See properties

What to do in Bloomingdale

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 Bloomingdale

Frequently asked questions

How much does a Bloomingdale vacation package cost?
You can snap up a vacation package to this popular destination from ￥322,754 on Expedia. But how much your vacation to Bloomingdale costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Bloomingdale?
February, April and October are the best times to look for cheap Bloomingdale vacation packages. Opting to travel in quieter periods means you can generally find lower prices on flights and accommodations.
How many days is enough for Bloomingdale?
For a Bloomingdale vacation, a few days will be enough to see the top spots. Make sure to visit Bloomingdale Golf Club — it's one of the most popular sights in this destination. If you want more activities, consider basing yourself here and setting off on some day tours from Bloomingdale.
Is it worth booking a vacation package to Bloomingdale?
Known for its golfing, nature and plenty of other highlights, you can be certain Bloomingdale is a good vacation destination. Some of the most popular attractions to put on your itinerary? Don't miss The Oasis Water Park and Bloomingdale Golf Club during your Bloomingdale vacation.
How to find the best Bloomingdale package deals?
Use Expedia's filters to find some of the best Bloomingdale package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Bloomingdale package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Bloomingdale vacation as a package?
You can enjoy significant savings on your Bloomingdale getaway by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. 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 Bloomingdale?
Secure fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Bloomingdale vacation.
How to plan a trip to Bloomingdale?

  1. Pick your dates: The things you'd like to do in Bloomingdale and your favorite season can help you decide when to travel.
  2. Set your budget: Factor in expenses such as flights, food and transportation when working out how much to put aside for your trip to Bloomingdale. Then, select a hotel that matches your budget, whether that's an affordable stay or a deluxe getaway.
  3. Decide how long to go away for: Now that you're up to speed on Bloomingdale, you can work out the ideal length of your vacation. Create a rough plan and give yourself enough time for all the things you want to do.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Bloomingdale vacation 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.