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Our editors have hand-picked these unbeatable Chicago hotel deals and promotions currently available. Only the most competitive hotel deals make the Top Picks list.
Please check back often as deals are updated frequently.
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Four Points Chicago Downtown Magnificent Chicago |
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Traveler reviews | |
| The Four Points by Sheraton Chicago Downtown/Magnificent Mile features a spectacular river north location that's second to none. Just off Chicago's renowned ... more | Book now and save 15% | from:$165 | ||
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Raffaello Hotel Chicago |
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Traveler reviews | |
| The Raffaello Hotel is a completely non-smoking boutique hotel nestled one block east of the Magnificent Mile. ... more | Summer Special - Save 5% | from:$151 | ||
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Chicago Essex Inn Chicago |
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Traveler reviews | |
| Chicago has so much to offer and the Essex Inn is within reach of just about anything your heart desires. ... more | 2 Free Art Institute of Chicago tickets! | from:$109 | ||
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Congress Plaza Hotel Chicago |
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Traveler reviews | |
| Originally built to accommodate visitors to the World?s Columbian Exposition in 1893 the guest rooms and suites of the Congress Plaza Hotel are truly ... more | Book now and save 10%! | from:$98 | ||
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Omni Chicago Hotel Chicago |
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Traveler reviews | |
| With a prestigious address on Michigan Avenue in the heart of the Magnificent Mile the Omni Chicago Hotel exudes the luxury and sophistication one expects ... more | Stay 2 nights save 15% | from:$199 | ||
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Tremont Hotel Chicago |
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Traveler reviews | |
| Tremont is home to Mike Ditka's with two floors of fine dining and Mike's prized collection of sports memorabilia. ... more | Stay 2 nights and save 10% | from:$149 | ||
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W Chicago City Center Chicago |
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Traveler reviews | |
| Welcome to that toddlin' town. Set in the middle of the famed Chicago Loop W Chicago City Center is close to the Sears Tower the Chicago Art Institute ... more | Pride Weekend: Upgrade+2 Welcome Cocktails! | from:$179 | ||
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W Chicago Lakeshore Chicago |
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Traveler reviews | |
| Few hotels combine luxury with such sleek style and no hotel looks directly over Lake Michigan except W. ... more | Stay 2 nights and save 10% | from:$195 | ||
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Amalfi Hotel Chicago Chicago |
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Traveler reviews | |
| Amalfi Hotel Chicago a luxury contemporary hotel located in Chicago's River North District offers a unique experience. ... more | Book now and save 15% | from:$169 | ||
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Travelodge Chicago Chicago |
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Traveler reviews | |
| Enjoy The Charm and Ambience of Old Chicago in Our Comfortable Renovated Rooms on Your Next Visit to Chicago Effective Jan. 15 2008 this hotel will be ... more | Quick Saver-Last Minute Special | from:$129 | ||
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Club Quarters Wacker at Michigan Chicago |
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Traveler reviews | |
| Club Quarters is an exclusive and club-like hotel that ensures privacy and tranquility. ... more | Stay on Sunday-Save 15%! | from:$80 | ||
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Courtyard Chicago Downtown Chicago |
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Traveler reviews | |
| Among downtown Chicago hotels Courtyard by Marriott Chicago Downtown stands out as a haven of urban sophistication. ... more | Includes Breakfast Buffet for 1 Daily | from:$139 | ||
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