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Over 1,000 places in Chicago Loop

Hotel room in Near North Side

Hotel Perks - Private Bedroom | Private Bathroom

1 queen bed

Apr 20 – 25

$85 per night, originally $97

4.48 out of 5 average rating, 3620 reviews

Apartment in The Loop

Sentral Premium 2BR Apt South Loop Chicago

2 queen beds

Apr 21 – 26

$254 per night, originally $350

4.62 out of 5 average rating, 234 reviews

Superhost

Apartment in The Loop

Lavish 2BR/2BA Loft I Next to Grant Park & Museums

5 beds

Apr 21 – 26

$164 per night, originally $223

4.91 out of 5 average rating, 138 reviews

Hotel in River North

Playful spirit and sustainable practices

1 queen bed

Apr 20 – 25

$99 per night

4.5 out of 5 average rating, 161 reviews

Guest favorite

Apartment in The Loop

The South Loop Reserve I Sleep 6 I Top Rated

5 beds

Apr 21 – 26

$154 per night, originally $237

4.93 out of 5 average rating, 159 reviews

Superhost

Apartment in The Loop

Cozy 2BR-2BA steps from 'The Bean' & Michigan Ave

Apr 20 – 25

$177 per night, originally $315

4.9 out of 5 average rating, 136 reviews

Guest favorite

Apartment in The Loop

Lovely 1-bedroom serviced apartment near Museums!

3 beds

Apr 26 – May 1

$154 per night, originally $225

4.88 out of 5 average rating, 111 reviews

Guest favorite

Apartment in The Loop

Spacious 1-bedroom South Loop Loft I Sleep 5

4 beds

Apr 26 – May 1

$148 per night, originally $218

4.91 out of 5 average rating, 117 reviews

Superhost

Hotel in Magnificent Mile

Classic luxury on iconic Michigan Ave

1 king bed

Apr 20 – 25

$86 per night

4.62 out of 5 average rating, 29 reviews

Superhost

Apartment in The Loop

Comfy 2BR-2BTH, Ideally Located!

3 beds

Apr 21 – 26

$275 per night

New place to stay

Apartment in The Loop

Sentral 1BR Premium Apt in South Loop Chicago

1 bed

Apr 21 – 26

$206 per night, originally $257

4.61 out of 5 average rating, 92 reviews

Guest favorite

Apartment in The Loop

1BR South Loop Loft I SuperHost + Top Rated!

1 king bed

Apr 25 – 30

$183 per night, originally $211

4.9 out of 5 average rating, 186 reviews

Superhost

Apartment in The Loop

Spacious & Stylish 2BR-2BA Apt Steps from The Bean

4 queen beds

Apr 21 – 26

$215 per night, originally $350

4.79 out of 5 average rating, 138 reviews

Guest favorite

Apartment in West Loop

Peaceful River West Apt with free parking

2 queen beds

Apr 27 – May 2

$187 per night

4.99 out of 5 average rating, 353 reviews

Apartment in The Loop

Live, Downtown Chicago the luxurious way!

Apr 22 – 27

$325 per night

5.0 out of 5 average rating, 3 reviews

Guest favorite

Apartment in Little Italy

Spacious 2BR on Quiet St - Free Park/Late Checkout

2 queen beds

Oct 1 – 6

$168 per night

4.98 out of 5 average rating, 197 reviews

Guest favorite

Apartment in The Loop

Homey 2BR-2BA steps from The Bean & Michigan Ave

3 beds

May 20 – 25

$363 per night, originally $502

4.95 out of 5 average rating, 142 reviews

Guest favorite

Apartment in The Loop

Bright 2BR-2BA steps from The Bean & Michigan Ave

2 beds

Aug 4 – 9

$540 per night

4.91 out of 5 average rating, 107 reviews