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
Few hotels combine luxury with such sleek style, and no hotel looks directly over Lake Michigan except W.
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$347 per person
Save 32%
Jan 28-Feb 1
includes flight + 4 nights hotel, taxes & fees
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$109 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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$297 per person
Save 28%
Jan
15 -18
includes flight + 3 nights hotel, taxes & fees
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$118 per night
includes hotel only, excludes taxes and fees
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Area: Chicago
Holiday Inn Elmhurst is located approximately two miles from Oak Brook Center Mall, seven miles from O'Hare...
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$255 per person
Save 24%
Dec
27 -30
includes flight + 3 nights hotel, taxes & fees
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$72 per night
includes hotel only, excludes taxes and fees
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Area: Chicago
This hotel is located on the shore of Lake Michigan with panoramic views of the Chicago River and city skyline.
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$361 per person
Save 23%
Dec
4 -7
includes flight + 3 nights hotel, taxes & fees
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$129 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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$307 per person
Save 23%
Jan
15 -18
includes flight + 3 nights hotel, taxes & fees
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$109 per night
includes hotel only, excludes taxes and fees
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Area: Chicago
Located a few miles south of Woodfield Mall, the hotel offers complimentary breakfast and parking, cable...
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$183 per person
Save 22%
Jan
15 -18
includes flight + 3 nights hotel, taxes & fees
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$42 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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$408 per person
Save 20%
Dec 29-Jan 1
includes flight + 3 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 world-famous Palmer House Hilton complements its luxurious interiors with service, style, and exceptional...
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$350 per person
Save 20%
Dec
4 -7
includes flight + 3 nights hotel, taxes & fees
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$95 per night
includes hotel only, excludes taxes and fees
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Area: Chicago
Come experience first-class service and spacious hotel accommodations overlooking the Chicago River and Lake...
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$365 per person
Save 18%
Dec
4 -7
includes flight + 3 nights hotel, taxes & fees
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$89 per night
includes hotel only, excludes taxes and fees
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Area: Chicago
InterContinental Chicago is the only downtown Chicago hotel with a front entrance onto the Magnificent Mile.
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$363 per person
Save 18%
Dec
19 -22
includes flight + 3 nights hotel, taxes & fees
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$80 per night
includes hotel only, excludes taxes and fees
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