Whether you call it the Windy City, Pie Town, or the Hub of the Midwest, you'll find great deals to Chicago!
| Flight + Hotel* | Hotel Only** | |
Featured Property
Area: Chicago
The Amalfi Hotel Chicago is situated two blocks from the Magnificent Mile and the Theater District, approximately...
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$442 per person
Save 31%
Dec
11 -13
includes flight + 2 nights hotel, taxes & fees
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$109 per night
includes hotel only, excludes taxes and fees
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Area: Chicago
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$401 per person
Save 28%
Jan
15 -17
includes flight + 2 nights hotel, taxes & fees
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Check Prices
includes hotel only, excludes taxes and fees
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Area: Chicago
Hyatt is connected to the McCormick Place and Arie Crown Theater via a grand concourse pedestrian walkway.
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$468 per person
Save 25%
Jan
21 -24
includes flight + 3 nights hotel, taxes & fees
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$71 per night
includes hotel only, excludes taxes and fees
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Area: Chicago
The 30-story Hilton Suites Chicago is one block from the Magnificent Mile, two miles from Old Town, and...
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$387 per person
Save 22%
Dec
11 -13
includes flight + 2 nights hotel, taxes & fees
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$79 per night
includes hotel only, excludes taxes and fees
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Area: Chicago
Residentially inspired with a touch of contemporary sophistication, the Conrad Chicago welcomes guests with...
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$474 per person
Save 21%
Dec
11 -13
includes flight + 2 nights hotel, taxes & fees
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$123 per night
includes hotel only, excludes taxes and fees
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Area: Chicago
The Westin is a retreat offering a full spectrum of services that provide everything from tranquility to...
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$414 per person
Save 21%
Dec
11 -13
includes flight + 2 nights hotel, taxes & fees
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$119 per night
includes hotel only, excludes taxes and fees
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Area: Chicago
This property is the only hotel located on the ground of O'Hare International Airport, easily accessible to three...
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$482 per person
Save 21%
Jan
21 -24
includes flight + 3 nights hotel, taxes & fees
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$82 per night
includes hotel only, excludes taxes and fees
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Area: Chicago
Soaring 46 stories into the skyline above the famed Magnificent Mile, this Chicago luxury hotel rises to every...
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$467 per person
Save 21%
Jan
21 -24
includes flight + 3 nights hotel, taxes & fees
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$149 per night
includes hotel only, excludes taxes and fees
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Area: Chicago
Right on downtown's Miracle Mile, the Westin is the perfect spot to anchor a sophisticated Chicago weekend.This...
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$407 per person
Save 20%
Jan
15 -17
includes flight + 2 nights hotel, taxes & fees
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$118 per night
includes hotel only, excludes taxes and fees
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Area: Chicago
Club Quarters is an exclusive and club-like hotel that ensures privacy and tranquility.
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$420 per person
Save 20%
Jan
21 -24
includes flight + 3 nights hotel, taxes & fees
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$94 per night
includes hotel only, excludes taxes and fees
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