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Guest favorite
Condo in East Rogers Park
Cozy 3BR on Chicago's North Side & Free Parking
6 guests3 bedrooms3 beds1.5 baths
Aug 11 – 16
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Aug 11 – 16
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R35,286 ZAR for 5 nights
for 5 nights

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Guest favorite
Shared hotel room in Chicago
Convenient Stay In The Heart of River North
1 single bed
May 19 – 24
R4,385 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
Hotel in Chicago
Queen Bed | Breakfast Included. No Cleaning Fee
Free cancellation
May 18 – 23
R14,917 ZAR for 5 nights
for 5 nights
4.71 out of 5 average rating, 49 reviews
Guest favorite
Hotel in Rosemont
Relaxing Standard Room l Free Airport Shuttle
Free cancellation
May 18 – 23
R10,072 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 229 reviews
Hotel in Chicago
Classic luxury on iconic Michigan Ave
1 king bed
Jun 11 – 16
R19,426 ZAR for 5 nights
for 5 nights
4.56 out of 5 average rating, 837 reviews
Superhost
Hotel in Chicago
All-glass gem by Chicago architect Harry Weese
1 double bed
May 13 – 18
R28,053 ZAR for 5 nights
for 5 nights
4.74 out of 5 average rating, 77 reviews
Guest favorite
Hotel in Chicago
Iconic City | Riverwalk. Free Breakfast
Free cancellation
May 25 – 30
R15,665 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
Guest favorite
Room in North Riverside
Stay with MaribelHosting for 8 years,
The Albany Park Room at the Cape Cod in Riverside
Jun 2 – 7
R8,572 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 206 reviews
Superhost
Apartment in Chicago
Designer Garden Unit in Bridgeport
Free cancellation
Jun 1 – 6
R19,531 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Top guest favorite
Room in Palos Park
Stay with IrisEducation,
Lower level private room (full basement).
Jun 8 – 13
R7,053 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 22 reviews
Hotel in Chicago
Lincoln Park gem with storied jazz & rock history
1 double bed
May 18 – 23
R19,027 ZAR for 5 nights
for 5 nights
4.57 out of 5 average rating, 376 reviews
Hotel in Chicago
Double Beds | Breakfast Included. No Cleaning Fee
Free cancellation
May 19 – 24
R16,390 ZAR for 5 nights
for 5 nights
4.6 out of 5 average rating, 53 reviews
Guest favorite
Apartment in Forest Park
City-Accessible Basement Retreat
Free cancellation
Aug 17 – 22
R10,525 ZAR for 5 nights
for 5 nights
4.85 out of 5 average rating, 109 reviews
Hotel in Chicago
1927 gem, once home of Capone Speakeasy
2 double beds
May 18 – 23
R20,284 ZAR for 5 nights
for 5 nights
4.58 out of 5 average rating, 202 reviews
Guest favorite
Room in Skokie
Stay with MusaPersonal trainer,
Room near Northwestern & Downtown Chicago!
Jun 30 – Jul 5
R5,968 ZAR for 5 nights
for 5 nights
4.84 out of 5 average rating, 95 reviews
Room in Des Plaines
Stay with Addy
Unique place
May 26 – 31
R6,706 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Room in Oak Park
Stay with JeffreyHosting for 7 years,
Victorian Gem in Heart of FLW District/2nd floor
Jul 6 – 11
R9,983 ZAR for 5 nights
for 5 nights
4.87 out of 5 average rating, 201 reviews
Room in Chicago
Stay with GenovaLmt, cmldt, hvac,
Pine View, Yellow Key - Place 1
Aug 16 – 21
R3,448 ZAR for 5 nights
for 5 nights
4.8 out of 5 average rating, 5 reviews
Apartment in Chicago
Modern 2BR Gem in Andersonville
2 queen beds
May 19 – 24
R10,872 ZAR for 5 nights
for 5 nights
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