An aerial view of a park with a lake, walking paths, tennis courts, and surrounding greenery.

Bloomingdale Vacations from $608

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The Latest Bloomingdale Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Oct 16 - Oct 19

    Level Chicago – Old Town + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (504 reviews)
    "Good"
    Reviewed July 20, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - MDWNonstop ORD - ATLNonstop
    Save 100% on your flight
    $986
    $608
    per traveler
    found 1 day ago
    Level Chicago – Old Town
  • Sep 23 - Sep 28

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (4,763 reviews)
    "Excellent!!"
    Reviewed July 21, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $1,542
    $878
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • Sep 23 - Sep 28

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.2/10 - Wonderful (533 reviews)
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $1,650
    $943
    per traveler
    found 1 day ago
    Level Chicago Fulton Market
  • Sep 23 - Sep 28

    Hotel Saint Clair- Magnificent Mile + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    8.4/10 - Very Good (2,051 reviews)
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $1,040
    $667
    per traveler
    found 1 day ago
    Hotel Saint Clair- Magnificent Mile
  • Sep 24 - Sep 27

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,606 reviews)
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $1,066
    $702
    per traveler
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton

Discover the most popular places to visit in Bloomingdale

Bloomingdale Hotel Deals

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.

Frequently Asked Questions

How much does a Bloomingdale vacation package cost?

You can snap up a vacation package to this popular destination from $608 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.

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