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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 Downtown Hotel 1 West Wacker Drive Chicago, IL Quality Rating:  Hotel Guest Rating: 9.0
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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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Sofitel Chicago Water Tower 20 East Chestnut Street Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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Westin Chicago River North 320 North Dearborn Street Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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Chicago Marriott Downtown Magnificent Mile 540 North Michigan 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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Swissotel Chicago 323 East Wacker Drive Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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Monaco Chicago, A Kimpton Hotel 225 N Wabash Ave At Wacker Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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Burnham, A Kimpton Hotel 1 West Washington Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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Residence Inn By Marriott Chicago Downtown Magnificent Mile 201 East Walton Place Chicago, IL Quality Rating:  Hotel Guest Rating: 9.0
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Hilton Suites Chicago/Magnificent Mile 198 E. Delaware 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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The Westin Michigan Avenue Chicago 909 North Michigan Avenue Chicago, IL Quality Rating: Hotel Guest Rating: 8.5
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The Sutton Place Hotel-Chicago 21 East Bellevue Place 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 Avenue Chicago, IL Quality Rating: Hotel Guest Rating: 8.5
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Courtyard By Marriott Chicago Downtown River North 30 East Hubbard Chicago, IL Quality Rating: Hotel Guest Rating: 9.0
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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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More Chicago Hotels
- Monaco Chicago, A Kimpton Hotel
- Burnham, A Kimpton Hotel
- Embassy Suites Hotel Chicago-Downtown/Lakefront
- Residence Inn By Marriott Chicago Downtown Magnificent Mile
- Hilton Suites Chicago/Magnificent Mile
- Courtyard By Marriott Chicago Magnificent Mile
- Hilton Garden Inn Chicago Downtown/Magnificent Mile
- The Westin Michigan Avenue Chicago
- The Sutton Place Hotel-Chicago
- Hilton Chicago
- View (65) More…
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