Bloomingdale Vacations from $149

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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.

The Latest Bloomingdale vacation packages

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $308, price is now $149 per person
$149
per person
Jan 22 - Jan 25
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18/10 Exceptional! (1,001 reviews)
Everything was perfect

Reviewed on Nov 12, 2025

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $1,139, price is now $473 per person
$473
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
17.6/10 Exceptional! (1,074 reviews)
I didn’t have breakfast. Just coffee from the Starbucks kiosk.

Reviewed on Nov 17, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $384, price is now $196 per person
$196
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.8/10 Exceptional! (1,130 reviews)
The room had no soundproofing. Every night a car was revving loudly across Michigan Ave around midnight, making it impossible to sleep without noise-cancelling AirPods.

Reviewed on Nov 18, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $493, price is now $263 per person
$263
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.

Reviewed on Nov 9, 2025

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $312, price is now $175 per person
$175
per person
Jan 22 - Jan 25
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18/10 Exceptional! (1,001 reviews)
Best location to stay

Reviewed on Oct 25, 2025

Don't see what you're looking for?
See all available trips from Columbus to Bloomingdale
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Discover the most popular places to visit in Bloomingdale

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

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
Navy Pier featuring a sunset and rides

Navy Pier

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

Navy Pier

What to do in Bloomingdale

River tour boat in Chicago

Architecture River Tour

$49
per adult
96% of travellers recommend
Architecture River Tour
Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

$44
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Bloomingdale

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
$196 nightly
The price is $230 total per night from Dec 12 to Dec 13
$230 total
Dec 12 - Dec 13
Total with taxes and fees
8.2/10 Very Good! (2,163 reviews)
Clean and quiet and comfortable

Reviewed on Nov 14, 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
$139 nightly
The price is $158 total per night from Nov 24 to Nov 25
$158 total
Nov 24 - Nov 25
Total with taxes and fees
8.6/10 Excellent! (2,115 reviews)
Really good experience! Really nice and clean

Reviewed on Nov 12, 2025

Hyatt Regency O'Hare Chicago
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2 Rosemont IL
Fully refundable
$114 nightly
The price is $129 total per night from Nov 27 to Nov 28
$129 total
Nov 27 - Nov 28
Total with taxes and fees
8.8/10 Excellent! (2,599 reviews)
Staff was friendly, helpful and efficient. Room was clean, comfortable.

Reviewed on Nov 16, 2025

Holiday Inn Chicago O'Hare – Rosemont by IHG
See all 1,826 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.

Find the Best Bloomingdale Vacation Packages

Bloomingdale Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
22,300
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Rosemont Theatre, Parkway Bank Park Entertainment District and Rainbow Falls Waterpark

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Frequently asked questions

How much does a Bloomingdale vacation package cost?
You can snap up a vacation package to this popular destination from $149 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?
January, September and November are the best times to look for cheap Bloomingdale vacation packages. Traveling in less busy months means you'll typically find reduced prices on flights and hotels.
How many days is enough for Bloomingdale?
For a Bloomingdale vacation, a handful of days will be enough to explore the highlights. Be sure to stop by Bloomingdale Golf Club — it's one of the major attractions in this destination. If you're after more adventure, think about basing yourself here and setting off on some trips from Bloomingdale.
Is it worth booking a vacation package to Bloomingdale?
Well 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 stick on your to-do list? Check out 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.
Does Expedia offer Book Now, Pay Later Bloomingdale vacation packages?
Your Bloomingdale getaway should be a relaxing escape from your busy life, not a source of money-related stress. So to allow you more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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