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Search results; Over 1,000 places

Boutique hotel in Gold Coast
Luxury Stay - Claridge House, Queen Room
1 queen bed
Apr 28 – May 3
4.43 out of 5 average rating, 689 reviews
Hotel room in Near North Side
Hotel Perks - Private Bedroom | Private Bathroom
1 queen bed
Apr 20 – 25
4.48 out of 5 average rating, 3620 reviews
Hotel in River North
Playful spirit and sustainable practices
1 queen bed
Apr 20 – 25
4.5 out of 5 average rating, 161 reviews
Apartment in Magnificent Mile
Standard King Bed Hotel Room at Magnificent Mile
1 king bed
Apr 28 – May 3
4.59 out of 5 average rating, 109 reviews
Hotel in River North
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
1 king bed
Apr 24 – 29
4.54 out of 5 average rating, 1216 reviews
Apartment in Magnificent Mile
Standard Double Hotel Room at Magnificent Mile
2 double beds
Apr 28 – May 3
4.75 out of 5 average rating, 155 reviews
Apartment in The Loop
Sentral Premium 2BR Apt South Loop Chicago
2 queen beds
Apr 21 – 26
4.62 out of 5 average rating, 234 reviews
Apartment in Near North Side
Kasa | Enjoy City Views on Your Balcony | Chicago
1 queen bed
Apr 21 – 26
4.83 out of 5 average rating, 417 reviews
Superhost
Apartment in The Loop
Comfy 2BR-2BTH, Ideally Located!
3 beds
Apr 21 – 26
New place to stay
Guest favorite
Apartment in Streeterville
Lake, City, & River View Condo
Apr 20 – 25
5.0 out of 5 average rating, 9 reviews
Guest favorite
Apartment in Chicago
The Central Sanctuary (2BD/2BA)
Apr 22 – 27
4.88 out of 5 average rating, 41 reviews
Superhost
Apartment in The Loop
Cozy 2BR-2BA steps from 'The Bean' & Michigan Ave
Apr 20 – 25
4.9 out of 5 average rating, 136 reviews
Guest favorite
Apartment in Magnificent Mile
Elegant Suite in Gold Coast
1 king bed
Jul 27 – Aug 1
4.98 out of 5 average rating, 83 reviews
Guest favorite
Apartment in River North
Cloud9 | Fire Pits|Gaming Center|Gym |The Lion
4 beds
Apr 20 – 25
4.96 out of 5 average rating, 28 reviews
Guest favorite
Home in Lincoln Park
Charming 3-BED in Lincoln Park/ Old Town & Parking
3 beds
Apr 28 – May 3
5.0 out of 5 average rating, 44 reviews
Guest favorite
Apartment in Magnificent Mile
Urban Oasis in Vibrant Gold Coast
1 bed
Jul 6 – 11
4.96 out of 5 average rating, 24 reviews
Guest favorite
Condo in Lincoln Park
Old Town Pied-à-Terre w/Pvt Terrace and Parking
3 beds
Apr 24 – 29
4.91 out of 5 average rating, 244 reviews
Superhost
Apartment in Magnificent Mile
Gold Coast Pristine Paradise 3BR/2BA. Free Parking
3 beds
Apr 27 – May 2
5.0 out of 5 average rating, 3 reviews