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Sherman's Travel

Hand-Picked Deals, Expert Advice

Great Hotel Deals vetted by our Experts

Chicago and Midwest — Whether you’re looking for accommodations on the Magnificent Mile or the Loop, our travel deal experts have picked a selection of amazing Chicago & Midwest hotel deals you can’t pass up.
Find hotel Deals in Popular Destinations
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Hand-Picked Chicago and Midwest Hotel Deals

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$109

per night

Milwaukee Downtown Hotel in Summer

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$119

per night

Saint Louis: Downtown 4-Star Casino Hotel, Save 40%

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$93

per night

Miami: Sombrero Resort & Marina in June

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$104

per night

Chicago: The Champagne Lodge & Luxury Suites in June, Save 20%

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$90

per night

Chicago: Best Western Chicagoland - Countryside Hotel in June, Save 20%

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$108

per night

Chicago: Hilton Garden Inn in June

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$100

per night

Chicago: Wyndham Lisle-Chicago Hotel & Executive Meeting Center in June, Save 30%

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$109

per night

Chicago: Pheasant Run Resort in June

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$92

per night

Chicago: Hampton Inn Chicago/Naperville in June

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$93

per night

Chicago: Hilton Garden Inn Schaumburg in June

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$135

per night

Chicago: 4-Star Hyatt Regency O'Hare Hotel in June

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$112

per night

Chicago: Hyatt Rosemont Near O'Hare Hotel in June, Save 30%

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$66

per night

Chicago: Wyndham Garden Hotel - Buffalo Grove in June, Save 30%

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Compare Rates to Chicago and Midwest

Lisa_hubner

“Ask the locals where to eat – they usually know the best places to grab a cheap and tasty bite.”

Lisa Hubner Travel Deal Expert

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