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Chicago
Illinois
United States of America
North America
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Itasca Flight + Hotel Packages

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

Hotel Riu Plaza Chicago

4 out of 5

Save 100% on your flight

Price was $466, price is now $266 per person

$266

per person

Dec 5 - Dec 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The French Country Inn Lake Geneva

3 out of 5

Price was $855, price is now $382 per person

$382

per person

Dec 16 - Dec 22

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

Stay at this 3-star hotel in Lake Geneva. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Geneva National Golf Club and Lake Como are located nearby.

Art Villa

5 out of 5

Save 100% on your flight

Price was $1,371, price is now $741 per person

$741

per person

Dec 30 - Jan 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

Stay at this 5-star luxury aparthotel in Chicago. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions United Center and Chicago Riverwalk are located nearby.

The Emily Hotel

4 out of 5

Save 100% on your flight

Price was $1,312, price is now $748 per person

$748

per person

Nov 25 - Dec 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5

Save 100% on your flight

Price was $715, price is now $413 per person

$413

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 3.5-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Trump International Hotel & Tower Chicago

5 out of 5

Save 100% on your flight

Price was $1,123, price is now $659 per person

$659

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Waldorf Astoria Chicago

5 out of 5

Save 100% on your flight

Price was $1,306, price is now $788 per person

$788

per person

Dec 31 - Jan 3

just found

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

Stay at this 5-star 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.

Pendry Chicago

4.5 out of 5

Save 100% on your flight

Price was $762, price is now $462 per person

$462

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.