Bloomingdale Holidays from NZ$11,381

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The Latest Bloomingdale Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
30 Oct - 2 Nov
found 20 hours ago
Return flight included
Dunedin (DUD) 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

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
30 Oct - 2 Nov
found 20 hours ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
One of the best hotels. I will definitely stay here again.

Reviewed on 16 Aug. 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
30 Oct - 2 Nov
found 20 hours ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 10 Aug. 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
30 Oct - 2 Nov
found 20 hours ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
Loved the atmosphere and friendly atmosphere

Reviewed on 18 Aug. 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
30 Oct - 2 Nov
found 20 hours ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
The most beautiful hotel !

Reviewed on 17 Aug. 2025

Bloomingdale Holiday

Our pick of the best Bloomingdale Hotel Deals

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 NZ$268 per night from 5 Sept to 6 Sept
NZ$268
5 Sept - 6 Sept
includes taxes & fees
8.4/10 Very Good! (1,127 reviews)
"Room was grear & bed super comfortable"

Reviewed on 18 Aug. 2025

Marriott Chicago O'Hare
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 NZ$355 per night from 12 Sept to 13 Sept
NZ$355
12 Sept - 13 Sept
includes taxes & fees
8.2/10 Very Good! (2,088 reviews)
"Very convenient for early/late flights, room clean, overall quiet, bed was pretty soft/low to the ground, service a little slow."

Reviewed on 12 Aug. 2025

Hilton Chicago O'Hare Airport
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 NZ$275 per night from 1 Sept to 2 Sept
NZ$275
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,852 reviews)
"Something black was all over our car parked in the garage. It had to have fallen from the ceiling. It was tarlike spots. The breakfast buffet was way too expensive for us retirees. Maybe when we win the lottery!"

Reviewed on 18 Aug. 2025

Hyatt Regency O'Hare Chicago
See all 1,767 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 which includes a city, central business district and a sporting event

Wrigley Field

A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.

Wrigley Field
Navy Pier

Navy Pier

One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.

Navy Pier
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

What to do in Bloomingdale

River tour boat in Chicago

Architecture River Tour

NZ$69
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

NZ$75
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

NZ$68
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Bloomingdale

Frequently asked questions

How much does a Bloomingdale holiday package cost?
You can snap up a holiday package to this popular destination from NZ$11,381 on Expedia. But how much your holiday 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 holiday packages. Opting to travel in quieter periods means you can generally find lower prices on flights and accommodation.
How many days is enough for Bloomingdale?
For a Bloomingdale holiday, 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 holiday package to Bloomingdale?
Known for its golfing, nature and plenty of other highlights, you can be certain Bloomingdale is a good holiday 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 holiday.
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 holiday package as early as possible.
Is it cheaper to book a Bloomingdale holiday as a package?
You can enjoy significant savings on your Bloomingdale getaway by booking a customised holiday package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. 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 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 holiday.
How to plan a trip to Bloomingdale?

  1. Pick your dates: The things you'd like to do in Bloomingdale and your favourite 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 holiday. 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 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.