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Plan your next epic party in Chicago, IL

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Hotel

Ambassador Gold Coast, The Chicago Hotel Collection image 1

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Ambassador Gold Coast, The Chicago Hotel Collection

From $140/night

Hotel

Staypineapple: Iconic Boutique Hotel in The Loop image 1

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Staypineapple: Iconic Boutique Hotel in The Loop

4.9 (10)

From $139/night

Hotel

The Chicago Hotel Collection Magnificent Mile Hotel & Suites image 1

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The Chicago Hotel Collection Magnificent Mile Hotel & Suites

From $125/night

Explore your destination through the lens of someone who’s already been there done that!

Rental

The Lucky Penny: Lincoln Park 3-Story Townhome & Rooftop Oasis image 1

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The Lucky Penny: Lincoln Park 3-Story Townhome & Rooftop Oasis image 54

The Lucky Penny: Lincoln Park 3-Story Townhome & Rooftop Oasis

Sleeps 10

From $590/night

Rental

The Victorian Fox: Charming 5-Bedroom Historic Farmhouse image 1

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The Victorian Fox: Charming 5-Bedroom Historic Farmhouse

Sleeps 12

From $500/night

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