Bloomingdale Vacations from ￥351,842

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The Latest Bloomingdale Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
The room was excellent and clean! And such a great location!

Reviewed on Jul 23, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Accessibility to Wendella Tours, shopping and the ‘L’ to go sightseeing

Reviewed on Jul 24, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul 22, 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.8/10 Exceptional! (1,002 reviews)
Beautiful, welcoming, quiet, lovely linens and bed

Reviewed on Jul 20, 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
A wonderful property - courteous and caring.

Reviewed on Jul 21, 2025

Find the Best Bloomingdale Vacation Packages

Bloomingdale Hotel Deals

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is ￥21,037 per night from Jul 27 to Jul 28
￥21,037
￥23,978 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (1,777 reviews)
"The staff was very friendly and helpful. Everyone seemed happy to help."

Reviewed on Jul 23, 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
Fully refundable
The price is ￥19,185 per night from Aug 24 to Aug 25
￥19,185
￥21,867 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (2,322 reviews)
"I enjoyed my very short one-night stay at the Crowne Plaza Chicago Ohare Hotel & Conf Ctr. Staff was welcoming and the food from the bar was delicious. I was super tired and fell asleep fast in the very comfy king bed. The room and bathroom were clean, and I was able to shuttle to the airport in ..."

Reviewed on Jul 23, 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 ￥26,251 per night from Aug 22 to Aug 23
￥26,251
￥30,817 total
Aug 22 - Aug 23
includes taxes & fees
8/10 Very Good! (2,072 reviews)
"Overall a great hotel for my needs. Had my flight come in late at night and next segment early in am."

Reviewed on Jul 23, 2025

Hilton Chicago O'Hare Airport
See all 1,784 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.

Discover the most popular places to visit in Bloomingdale

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

What to do in Bloomingdale

River tour boat in Chicago

Architecture River Tour

￥7,149
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

￥6,597
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

￥6,597
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
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 ￥351,842 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.