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Shared living in Chicago

Choose a neighborhood around the life you plan to lead: routine, transport, budget and household expectations all matter.

Make location part of the shortlist

Chicago is more useful to explore when you start with your daily route. Compare each Homestay host's current terms before booking.

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Change the destination, dates, or guest count to search current Homestay availability.

Available homestays

Chicago, Illinois homestay in Chicago

Homestay room · Homestay.com

Chicago, Illinois

Approximate area in Chicago

From USD $81.00 / night

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Friendly Family in Chicago homestay in Chicago

Homestay room · Homestay.com

Friendly Family in Chicago

Approximate area in Chicago

From USD $28.00 / night

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Fun family that loves the outdoors. homestay in Chicago

Homestay room · Homestay.com

Fun family that loves the outdoors.

Approximate area in Chicago

From USD $62.50 / night

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Fun family that loves the outdoors homestay in Chicago

Homestay room · Homestay.com

Fun family that loves the outdoors

Approximate area in Chicago

From USD $29.67 / night

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Cozy Garden Apartment homestay in Chicago

Homestay room · Homestay.com

Cozy Garden Apartment

Approximate area in Chicago

From USD $60.00 / night

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Clean and Cozy Studio Space homestay in Chicago

Homestay room · Homestay.com

Clean and Cozy Studio Space

Approximate area in Chicago

From USD $64.86 / night

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Walk to Lake Michigan homestay in Chicago

Homestay room · Homestay.com

Walk to Lake Michigan

Approximate area in Chicago

From USD $41.00 / night

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Richardsonian Romanesque Victorian homestay in Chicago

Homestay room · Homestay.com

Richardsonian Romanesque Victorian

Approximate area in Chicago

From USD $25.00 / night

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Clean & Comfy Updated Apt homestay in Chicago

Homestay room · Homestay.com

Clean & Comfy Updated Apt

Approximate area in Chicago

From USD $73.33 / night

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Convenient Room w/Private Bathroom homestay in Chicago

Homestay room · Homestay.com

Convenient Room w/Private Bathroom

Approximate area in Chicago

From USD $33.33 / night

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Close to lake and transportation homestay in Chicago

Homestay room · Homestay.com

Close to lake and transportation

Approximate area in Chicago

From USD $30.00 / night

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family in chicago homestay in Chicago

Homestay room · Homestay.com

family in chicago

Approximate area in Chicago

From USD $28.33 / night

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Selected dates and guest count are passed to Homestay. Homestay is an independent provider. FlatShare.net may earn a referral commission.

Agree on the basics

  • Record rent, payment dates, deposit conditions and included utilities in writing.
  • Clarify check-in, guests, quiet hours and common-space expectations.
  • See the room in person or by live video before sending money.