Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Chicago
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Top guest favourite
Guest favourite
Flat in Chicago
Bridgeport Garden Apartment
1 bedroom
,
·
2 beds
,
·
1 bathroom
21–26 Aug
21–26 Aug
$1,026 SGD
Show price breakdown
for 5 nights
$1,026 SGD for 5 nights
,
·
4.98 out of 5 average rating, 219 reviews
4.98 (219)
Guest favourite
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
20–25 Sept
20–25 Sept
$3,336 SGD
$2,939 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 23 reviews
4.91 (23)
Guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
23–28 Jul
23–28 Jul
$2,785 SGD
$2,294 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 95 reviews
4.97 (95)
Flat in Skokie
Skokie Serenity - 3 queen beds
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
26–31 Jul
26–31 Jul
$1,519 SGD
$1,226 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
25–30 Oct
25–30 Oct
$1,331 SGD
$1,134 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 121 reviews
4.95 (121)
Top guest favourite
Guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
15–20 Nov
15–20 Nov
$2,481 SGD
Show price breakdown
for 5 nights
$2,481 SGD for 5 nights
5.0 out of 5 average rating, 54 reviews
5.0 (54)
Superhost
Superhost
Flat in Chicago
Luxury Loft Collection 01 - Terrace - River North
3 bedrooms
3 bedrooms
,
·
8 beds
8 beds
23–28 Aug
23–28 Aug
$6,051 SGD
$3,908 SGD
Show price breakdown
for 5 nights
4.9 out of 5 average rating, 122 reviews
4.9 (122)
Top guest favourite
Guest favourite
Home in Brookfield
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
26–31 Jul
26–31 Jul
$2,604 SGD
Show price breakdown
for 5 nights
$2,604 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Guest favourite
Guest favourite
16
Reviews
5.0
Stars
Rating
2
Years hosting
Place to stay in Chicago
x3 Private room with bath Hyde Park UChicago
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
17–22 Aug
17–22 Aug
$580 SGD
$501 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Top guest favourite
Guest favourite
Flat in Forest Park
Walk to Dining & L Train • King Bed • Patio
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
16–21 Aug
16–21 Aug
$1,388 SGD
$1,091 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 40 reviews
4.98 (40)
Guest favourite
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
15–20 Aug
15–20 Aug
$1,569 SGD
Show price breakdown
for 5 nights
$1,569 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 161 reviews
4.96 (161)
Top guest favourite
Guest favourite
Flat in Oak Park
Stylish & Spacious Duplex Near Downtown w/Parking
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,661 SGD
$1,925 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 87 reviews
5.0 (87)
Guest favourite
Guest favourite
11
Reviews
5.0
Stars
Rating
1
Month hosting
Place to stay in Bridgeview
Comfortable Private Room with Easy Chicago Access
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
21–26 Jul
21–26 Jul
$483 SGD
Show price breakdown
for 5 nights
$483 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Top guest favourite
Guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
23–28 Aug
23–28 Aug
$1,302 SGD
Show price breakdown
for 5 nights
$1,302 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Flat in Chicago
Kasa Lake Shore Chicago | Two Bedroom King & Queen
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
19–24 Jul
19–24 Jul
$5,237 SGD
Show price breakdown
for 5 nights
$5,237 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,669 SGD
Show price breakdown
for 5 nights
$1,669 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Home in Forest Park
Renovated 2 bedroom - 1.5 bath Coach House
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
6–11 Aug
6–11 Aug
$2,034 SGD
Show price breakdown
for 5 nights
$2,034 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Place to stay in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
10–15 Aug
10–15 Aug
$670 SGD
Show price breakdown
for 5 nights
$670 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
23–28 Aug
23–28 Aug
$1,861 SGD
Show price breakdown
for 5 nights
$1,861 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 14 reviews
4.93 (14)
1
2
3
4
…
15
