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Search results; Over 1,000 homes

Top guest favourite
Flat in Chicago
Balcony • Near O’Hare + Transit
6-min walk
9–14 Aug
4.94 out of 5 average rating, 298 reviews
Guest favourite
Place to stay in Chicago
Private Bedroom in Norwood Park
10-min drive
3–8 Aug
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Place to stay in Chicago
The Native Garden at the City's Edge
10-min drive
8–13 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Des Plains
Rosemont 4BD2BA house with Pool
20-min drive
30 Aug – 4 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Chicago
3BD Home Mins from Airport | Free Wi-Fi + Parking
10-min drive
30 Aug – 4 Sept
4.96 out of 5 average rating, 161 reviews
Top guest favourite
Home in Chicago
Nathan's vintage bungalow
10-min walk
30 Aug – 4 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Room in Chicago
Historic North Park home
30-min drive
13–18 Sept
4.97 out of 5 average rating, 113 reviews
Top guest favourite
Flat in Skokie
Quiet Cozy Ent.Unit free Parking 12 Min 2 Lake
20-min drive
20–25 Jul
4.89 out of 5 average rating, 241 reviews
Superhost
Flat in Chicago
Cozy Condo Near O'Hare & Train, Balcony, Pet Ok
20-min drive
1–6 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Place to stay in Wilmette
Queen Bed w/ Private Bath 5 minutes from 94 Expwy
30-min drive
6–11 Sept
5.0 out of 5 average rating, 27 reviews
Guest favourite
Flat in Bellwood
Bellwood Getaway
40-min drive
21–26 Sept
4.86 out of 5 average rating, 132 reviews
Guest favourite
Shipping container in Evanston
Container home. Walk to NWU and Central Street.
40-min drive
19–24 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Des Plains
Luxury 4 Bed 2.5 Bath near Chicago O'Hare Airport
20-min drive
9–14 Aug
4.88 out of 5 average rating, 145 reviews
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
30-min drive
15–20 Aug
4.96 out of 5 average rating, 161 reviews
Top guest favourite
Flat in Chicago
Lovely 1 bedroom w/ office space and free parking.
20-min drive
9–14 Aug
4.93 out of 5 average rating, 176 reviews
Guest favourite
Home in Des Plains
Modern Cozy Retreat by O’Hare
20-min drive
3–8 Aug
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Home in Chicago
Big house in the BEST Location!
20-min drive
22–27 Sept
4.98 out of 5 average rating, 62 reviews
Flat in Chicago
Close to Wrigley Field, The Beach & Downtown
20-min drive
10–15 Aug
New place to stay