Chicago Guest Houses

City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day

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Our top choices for Chicago guest houses

Chicago Avenue Inn

Humboldt Park

"Location worked very well for our needs. Location was a bit sketchy but we came across zero issues with the neighborhood. Room wasn’t perfect and could have been a little more clean as there was a dirty rag on the floor and the bed sheets/pillows had some questionable stains. Best New Subs across the street was delicious and worth stopping by. Keep in mind all amenities, bathrooms, kitchen, lounge areas are all shared spaces. Doors to the rooms could have been more secured with deadbolts."

Julian

RM564 total

includes taxes & fees

30 Jun - 1 Jul

Mccormick Place Guest House

Bronzeville

Joshua

RM460 total

includes taxes & fees

9 Jun - 10 Jun

Villa Dubois Guest House

Bronzeville

Stefano

RM628 total

includes taxes & fees

8 Jun - 9 Jun

The Plainfield Inn

Plainfield

Lucas

RM440 total

includes taxes & fees

10 Jun - 11 Jun

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Top Chicago Hotel Reviews

Hyatt Regency O'Hare Chicago

10/10 Excellent

"Beautiful hotel! I found it very challenging to spend cash on site. Would have been nice to know ahead of time that this was a cash free hotel only. Minor inconvenience having to run back to the room to retrieve a cc."

Fairmont Chicago at Millennium Park

2/10 Terrible

"Horrible. We switched hotels after the 1st night. The room had a musky/moldy smell. We got a 1 bedroom room and we were travelling with our kids and reserved the room for 4 people. When we got to the hotel that night there were no sheets on the pull out bed, no sheets or pillows or blankets for it in the room. When we called down they said they would send someone up. They came, dropped the pillows and sheets on the couch and left. The shower has NO water pressure. The bath tub had hair in it (no ours). The shower head was filthy. The in room hair dryer was partially melted and dirty (like sticky). The curtains on the windows were broken so they wouldn't close all the way. Overall the hotel was dark and dingy. Never again."

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