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Chicago Vacation Packages
Compare air+hotel deals in Chicago at top travel sites.
Chicago Vacation Package Deals
- Priceline.com – Vacation Packages in Chicago
Save up to $200 more when you package your Air+Hotel together.
Hotel Vacation Packages in Chicago (+ Add nearby cities)
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Renaissance Chicago Hotel One West Wacker Drive Chicago, IL Quality Rating:  Hotel Guest Rating: 9.5
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Omni Chicago Hotel 676 North Michigan Avenue Chicago, IL Quality Rating: Hotel Guest Rating: 9.5
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Le Meridien Chicago 520 North Michigan Avenue Chicago, IL Quality Rating: Hotel Guest Rating: 9.5
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The Westin River North 320 North Dearborn Avenue Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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The Drake 140 East Walton Place Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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Hotel Monaco Chicago 225 N Wabash Ave At Wacker Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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Swissotel Chicago 323 East Wacker Drive Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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Hotel Burnham Chicago 1 West Washington Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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Marriott Chicago Downtown Magnificent Mile 540 North Michigan Avenue Chicago, IL Quality Rating:  Hotel Guest Rating: 9.0
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Doubletree Guest Suites Chicago-Downtown 198 E. Delaware Place Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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The Westin Michigan Avenue Chicago 909 North Michigan Avenue Chicago, IL Quality Rating: Hotel Guest Rating: 8.5
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Wyndham Chicago Downtown 633 North St Clair Street Chicago, IL Quality Rating: Hotel Guest Rating: 8.5
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Hilton Chicago 720 South Michigan Avenue Chicago, IL Quality Rating: Hotel Guest Rating: 8.5
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Embassy Suites Hotel Chicago Downtown 600 North State Street Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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InterContinental Chicago 505 North Michigan Ave Chicago, IL Quality Rating: Hotel Guest Rating: 8.5
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Sutton Place Hotel 21 East Bellevue Place Chicago, IL Quality Rating: Hotel Guest Rating: 8.5
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Sheraton Chicago Hotel Tower 301 East North Water Street Chicago, IL Quality Rating: Hotel Guest Rating: 8.5
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Hyatt Regency Chicago 151 East Wacker Drive Chicago, IL Quality Rating: Hotel Guest Rating: 8.5
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Residence Inn Chicago Downtown Magnificent Mile 201 East Walton Place Chicago, IL Quality Rating:  Hotel Guest Rating: 9.0
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Courtyard by Marriott Chicago Magnificent Mile 165 East Ontario Street Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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Popular Chicago Hotels
- Renaissance Chicago Hotel
Chicago, IL - Omni Chicago Hotel
Chicago, IL - Le Meridien Chicago
Chicago, IL - Amalfi Hotel Chicago
Chicago, IL - The Westin River North
Chicago, IL - The Drake
Chicago, IL - Hotel Monaco Chicago
Chicago, IL - Embassy Suites Hotel Chicago-Downtown/Lakefront
Chicago, IL - Swissotel Chicago
Chicago, IL - Hotel Burnham Chicago
Chicago, IL
Popular Illinois Destinations
More Chicago Hotels
- Marriott Chicago Downtown Magnificent Mile
- Renaissance Suites Chicago O'Hare
- Doubletree Guest Suites Chicago-Downtown
- The Westin Michigan Avenue Chicago
- Wyndham Chicago Downtown
- Hilton Chicago
- The Fairmont Chicago
- The Hyatt Lodge at Mcdonalds
- Embassy Suites Hotel Chicago Downtown
- InterContinental Chicago
- View (65) More…
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