Bloomingdale Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Bloomingdale

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
The price is S$210 per night from 7 Aug to 8 Aug
S$210
7 Aug - 8 Aug
includes taxes & fees
8.6/10 Excellent! (1,757 reviews)
"It was a great hotel, clean, great ambience, open space. Clean rooms"

Reviewed on 19 Jul, 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
The price is S$186 per night from 10 Aug to 11 Aug
S$186
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (2,302 reviews)
"Accessible to public transportation particularly the CTA Blue Line. Easy trip to Downtown Chicago."

Reviewed on 18 Jul, 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 S$283 per night from 17 Aug to 18 Aug
S$283
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (2,058 reviews)
"Hotel is just ok but we were delayed all day on a flight got in at 1:00am and obviously missed our connection. So we had about 5 hours before catching a new flight the next morning and you can literally walk to and from the hotel to the departure area in 5 mins. Staff was very friendly and ..."

Reviewed on 17 Jul, 2025

Hilton Chicago O'Hare Airport
See all 1,787 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.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

4.5/5(36 reviews)

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
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

4.5/5(147 reviews)

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

What to do in Bloomingdale

River tour boat in Chicago

Architecture River Tour

S$53
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

S$52
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

S$58
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 holiday package cost?
You can snap up a holiday package to this popular destination 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.