Bloomingdale Vacation Packages

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Your Bloomingdale Vacation

Book a custom vacation package to Bloomingdale and prepare to experience this exciting city how you like. Think about spending some time in the neighborhood of Medinah, which is good for golfing and a whole lot more. You'll want to sightsee during your trip to Bloomingdale. Carve out some time for leading attractions such as LEGOLAND® Discovery Center, The Water Works Indoor Water Park and TopGolf Chicago. Your ideal Bloomingdale vacation is just clicks away. Explore hotels, airfares and more on Expedia for a getaway that's tailored just for you.

Top Bloomingdale Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,134, price is now CA $821 per person
CA $821
per person
Jan 21 - Jan 24
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,117, price is now CA $1,438 per person
CA $1,438
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,692, price is now CA $1,262 per person
CA $1,262
per person
Jan 1 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
Price was CA $1,638, price is now CA $1,242 per person
CA $1,242
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,106 reviews)

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,132, price is now CA $863 per person
CA $863
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)
I’ve stayed at Talbott before and enjoyed it, but this time was pretty disappointing! Towel and amenity services were awful and the shower was very poor pressure.

Reviewed on Nov 8, 2026

Ready to book your vacation to Bloomingdale?

 

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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 CA $291 per night from Nov 29 to Nov 30
CA $291
CA $341 total
Nov 29 - Nov 30
includes taxes & fees
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 CA $79 per night from Dec 7 to Dec 8
CA $79
CA $88 total
Dec 7 - Dec 8
includes taxes & fees
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 CA $202 per night from Nov 25 to Nov 26
CA $202
CA $237 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.
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Stay near popular Bloomingdale attractions

Bloomingdale Golf Club

8.0/10 (12 reviews)
Enjoy a round of golf in Bloomingdale at Bloomingdale Golf Club. Attend a sporting event while in this family-friendly area or simply enjoy the top-notch restaurants.
See properties

What to do in Bloomingdale

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $57
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 vacation package cost?
You'll find cheap prices from CA $821 on Expedia for your Bloomingdale getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Bloomingdale costs.
What are the cheapest months to go to Bloomingdale?
You can typically find lower rates and better availability in February, April and October. Check out our cheap Bloomingdale vacation packages and you could score some great off-season deals.
How many days is enough for Bloomingdale?
Generally, a few days is great for a Bloomingdale vacation. With a detailed itinerary, you can visit all the main attractions such as The Oasis Water Park, as well as explore some hidden gems along the way.
Is it worth booking a vacation package to Bloomingdale?
Known for its golfing, nature and plenty of other highlights, you can be assured Bloomingdale is a good vacation destination. Some of the top attractions to put on your itinerary? Visit The Oasis Water Park and Bloomingdale Golf Club during your Bloomingdale vacation.
How to find the best Bloomingdale package deals?
Landing a cheap Bloomingdale package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Bloomingdale package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Bloomingdale vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still get the flexibility to create a customized Bloomingdale vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Bloomingdale?
Score incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Bloomingdale break.
How to plan a trip to Bloomingdale?

  1. Choose your dates: What you want to do in Bloomingdale and your preferred season will help you decide when to get away.
  2. Plan your budget wisely: Besides the cost of your stay, you'll need to factor in other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that could arise during your trip to Bloomingdale.
  3. Determine how many days away: Start by listing all the sights and activities you want to experience in Bloomingdale. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your accommodations and airfare: Once you've settled on your trip dates and duration, lock in the ideal Bloomingdale vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.