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Bloomingdale Vacation Packages

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ChildrenAges 2 to 17

InfantsYounger than 2

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

Bloomingdale
Chicago
Illinois
United States of America
North America
Hotwire.com

Bloomingdale Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

The Glen Club

4 out of 5

Save 100% on your flight

Price was $450, price is now $295 per person

$295

per person

Dec 5 - Dec 8

found 17 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this golf hotel in Glenview. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions The Glen Club and The Glen Town Center are located nearby.

Level Chicago – Old Town

4 out of 5

Save 100% on your flight

Price was $1,119, price is now $652 per person

$652

per person

Dec 31 - Jan 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The stay was all good as represented on the site!

Reviewed on Oct 12, 2026

Level Chicago Fulton Market

4 out of 5

Save 100% on your flight

Price was $837, price is now $500 per person

$500

per person

Dec 8 - Dec 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Hotel Riu Plaza Chicago

4 out of 5

Save 100% on your flight

Price was $880, price is now $556 per person

$556

per person

Dec 23 - Dec 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pendry Chicago

4.5 out of 5

Save 100% on your flight

Price was $871, price is now $565 per person

$565

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Park Hyatt Chicago

5 out of 5

Save 100% on your flight

Price was $1,125, price is now $774 per person

$774

per person

Dec 17 - Dec 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Excellent experience. I’d recommend this property for their outstanding service and updated rooms.

Reviewed on Oct 9, 2026

Level Chicago - River North

4 out of 5

Save 100% on your flight

Price was $908, price is now $626 per person

$626

per person

Dec 31 - Jan 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Sofitel Chicago Magnificent Mile

4.5 out of 5

Save 100% on your flight

Price was $904, price is now $627 per person

$627

per person

Dec 31 - Jan 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.