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Guest favorite
Condo in Wrigleyville
Wrigleyville Inn. Historic Greystone, Free Parking
6 guests3 bedrooms3 beds2 baths
Jul 6 – 11
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Jul 6 – 11
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R46,252 ZAR for 5 nights
for 5 nights

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Guest favorite
Room in Chicago
Stay with GenovaLmt, cmldt, hvac,
Sweet Pea - Blue Key - Place 3
Aug 24 – 29
R2,902 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 11 reviews
Hotel in Chicago
Classic luxury on iconic Michigan Ave
1 king bed
Jul 6 – 11
R10,425 ZAR for 5 nights
for 5 nights
4.57 out of 5 average rating, 903 reviews
Guest favorite
Room in Oak Park
Stay with John CWe are both nurses.,
Single bedroom with Asian decor in family home
Aug 16 – 21
R6,274 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 307 reviews
Superhost
Apartment in Berwyn
Berwyn Musical Apartment
Free cancellation
Aug 22 – 27
R9,315 ZAR for 5 nights
for 5 nights
4.86 out of 5 average rating, 420 reviews
Guest favorite
Room in Chicago
Stay with TippiHosting for 14 years,
Lovely Bedroom 3 in a New Renovated Apartment
Aug 18 – 23
R7,495 ZAR for 5 nights
for 5 nights
4.83 out of 5 average rating, 210 reviews
Top guest favorite
Room in Chicago
Stay with EbonyHosting for 13 years,
Lower Level Oasis - Bed, Bath & Living Rooms
Jul 19 – 24
R7,709 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 28 reviews
Guest favorite
Room in Chicago
Stay with TimCoffee,
Fantastic Location / Private Room
Jul 5 – 10
R8,565 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 100 reviews
Guest favorite
Room in Chicago
Stay with DonaldHosting for 8 years,
ChicagoTreasure, Art Gallery w/Parking
Aug 7 – 12
R8,721 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 207 reviews
Room in Chicago
Stay with AndyChemical engineer,
Hyde Park/UC Newly Renovated Private Room #3
Jul 1 – 6
R4,818 ZAR for 5 nights
for 5 nights
4.74 out of 5 average rating, 143 reviews
Guest favorite
Room in Chicago
Stay with RyanComputer science,
Egyptian Room - Free Parking, 1 block to CTA
Jul 21 – 26
R4,427 ZAR for 5 nights
for 5 nights
4.84 out of 5 average rating, 526 reviews
Guest favorite
Room in Chicago
Stay with TimCoffee,
Convenient Location / Private Room (Queen Bed)
Jul 6 – 11
R8,201 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 103 reviews
Guest favorite
Room in Chicago
Stay with ErikHosting for 11 years,
The Blue Room
Aug 4 – 9
R4,369 ZAR for 5 nights
for 5 nights
4.83 out of 5 average rating, 539 reviews
Place to stay in Berwyn
The Garden Getaway (private upper level)
2 beds
Jul 20 – 25
R10,225 ZAR for 5 nights
for 5 nights
New place to stay
Superhost
Place to stay in Chicago
Chicago Speakeasy-Style Loft (Room 2B)
Free cancellation
Oct 26 – 31
R13,169 ZAR for 5 nights
for 5 nights
4.87 out of 5 average rating, 213 reviews
Superhost
Room in Evanston
Stay with MusaPersonal trainer,
Room in Evanston, Mins to Downtown Chi!
Jul 20 – 25
R5,889 ZAR for 5 nights
for 5 nights
4.83 out of 5 average rating, 58 reviews
Superhost
Room in Chicago
Stay with LynneSocial work business,
Daniel’s Room/Private Bedroom/ Lincoln Park
Jul 13 – 18
R9,165 ZAR for 5 nights
for 5 nights
4.82 out of 5 average rating, 224 reviews
Superhost
Room in Oak Park
Stay with TaraTeacher,
Little Gem Double Rm Home Base for Chicago Trips!
Aug 24 – 29
R6,402 ZAR for 5 nights
for 5 nights
4.73 out of 5 average rating, 298 reviews
Superhost
Room in Chicago
Stay with LydiaUx design,
Bohemian Retreat Room – Near Downtown & UC!
Jul 1 – 6
R8,394 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 24 reviews