Bloomingdale Holidays from NZ$3,018
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Bloomingdale Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NZ$5,787, price is now NZ$4,480 per person
NZ$4,480
per person
14 Aug - 19 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
We love the pool, cleanliness in the room .Friendly staff
Reviewed on 6 June 2026
Level Chicago Fulton Market
Downtown Chicago
Price was NZ$4,504, price is now NZ$3,493 per person
NZ$3,493
per person
14 Aug - 19 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (491 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on 22 May 2026
The Langham, Chicago
Downtown Chicago
Price was NZ$6,320, price is now NZ$4,955 per person
NZ$4,955
per person
14 Aug - 19 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.8/10 Exceptional! (1,002 reviews)
Incredible hotel and staff. The bar was great and the food was delicious. We would definitely stay here again.
Reviewed on 10 June 2026
Omni Chicago Hotel
Downtown Chicago
Price was NZ$3,997, price is now NZ$3,250 per person
NZ$3,250
per person
14 Aug - 19 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (1,791 reviews)
Old hotel and rooms. All the outlets in our room were titled and so hard to plug things in them. The outlets near the nightstands on either sides can’t accommodate a charger because they’re stuck on the side of the nightstand between it and the side of the bed. Hairdryer so old and didn’t work. Check in was exactly at 4, they weren’t lenient when I showed up at 2:40.
Reviewed on 10 June 2026
Bloomingdale Holiday
Our pick of the best Bloomingdale Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is NZ$312 per night from 28 June to 29 June
NZ$312
28 June - 29 June
includes taxes & fees
8.8/10 Excellent! (2,646 reviews)
"The shuttle was a plus!"
Reviewed on 10 June 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$513 per night from 4 July to 5 July
NZ$513
4 July - 5 July
includes taxes & fees
8.4/10 Very Good! (2,335 reviews)
"The staff was excellent and you can’t beat the proximity to the airport."
Reviewed on 10 June 2026
Marriott Chicago O'Hare
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$326 per night from 4 July to 5 July
NZ$326
4 July - 5 July
includes taxes & fees
8.6/10 Excellent! (1,280 reviews)
"Overpriced compared to other hotels, no breakfast, old property"
Reviewed on 9 June 2026
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
4.5/5(21 reviews)
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
4.5/5(64 reviews)
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
What to do in Bloomingdale
Chicago Sightseeing River and Lake Cruise
NZ$78
per adult
100% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
