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
Superhost
Superhost
Apartment in Chicago
Chicago Tropical Condo
3 bedrooms
,
·
7 beds
,
·
2 private bathrooms
19–24 Aug
19–24 Aug
$3,764 SGD
Show price breakdown
for 5 nights
$3,764 SGD for 5 nights
,
·
4.76 out of 5 average rating, 34 reviews
4.76 (34)
Flat in Chicago
Northside Chicago Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$724 SGD
Show price breakdown
for 5 nights
$724 SGD for 5 nights
Free cancellation
New place to stay
New
Superhost
Superhost
Home in Schaumburg
Chicagoland-Schaumburg/ORD 3BR Ranch Home, sleeps7
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,798 SGD
Show price breakdown
for 5 nights
$1,798 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$975 SGD
Show price breakdown
for 5 nights
$975 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 335 reviews
4.93 (335)
Superhost
Superhost
Apartment in Chicago
Elegant Historic Duplex | Old Town • Lincoln Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
22–27 Aug
22–27 Aug
$2,579 SGD
Show price breakdown
for 5 nights
$2,579 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
11–16 Jul
11–16 Jul
$3,522 SGD
Show price breakdown
for 5 nights
$3,522 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Flat in Chicago
Lake Shore Condo | Beach | North Chicago
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
26–31 Jul
26–31 Jul
$1,911 SGD
Show price breakdown
for 5 nights
$1,911 SGD for 5 nights
New place to stay
New
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,683 SGD
Show price breakdown
for 5 nights
$1,683 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$1,233 SGD
Show price breakdown
for 5 nights
$1,233 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
23–28 Oct
23–28 Oct
$608 SGD
$555 SGD
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 20 reviews
4.95 (20)
Guest favourite
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$3,603 SGD
$3,172 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Top guest favourite
Guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,377 SGD
Show price breakdown
for 5 nights
$1,377 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 63 reviews
4.97 (63)
Top guest favourite
Guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$798 SGD
$718 SGD
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 678 reviews
4.95 (678)
Top guest favourite
Guest favourite
Flat in Chicago
Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
21–26 Sept
21–26 Sept
$1,167 SGD
Show price breakdown
for 5 nights
$1,167 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 124 reviews
4.99 (124)
Top guest favourite
Guest favourite
Rooms in Chicago
Historic North Park home
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$651 SGD
Show price breakdown
for 5 nights
$651 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 110 reviews
4.97 (110)
Guest favourite
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,456 SGD
$1,215 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Flat in Chicago
Retro Logan Square Retreat • Blue Line
1 bedroom
1 bedroom
,
·
1 bunk bed
1 bunk bed
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$953 SGD
Show price breakdown
for 5 nights
$953 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$785 SGD
Show price breakdown
for 5 nights
$785 SGD for 5 nights
4.88 out of 5 average rating, 433 reviews
4.88 (433)
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Aug
9–14 Aug
$3,243 SGD
Show price breakdown
for 5 nights
$3,243 SGD for 5 nights
Free cancellation
New place to stay
New
1
2
3
4
…
15