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
Any
Home
Hotel
Filters
Show map
Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Top guest favourite
Guest favourite
Flat in Chicago
Gym, Garage Parking, Balcony, Sleeps 4
2 bedrooms
,
·
2 beds
,
·
2 private bathrooms
14–19 Aug
14–19 Aug
$3,689 SGD
Show price breakdown
for 5 nights
$3,689 SGD for 5 nights
,
·
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Flat in Chicago
Modern studio w/ workspace & TV
2 beds
2 beds
1 bathroom
,
·
1 bathroom
21–26 Jun
21–26 Jun
$858 SGD
Show price breakdown
for 5 nights
$858 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Chicago
Cozy, Quiet, Garden Getaway!
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
1 bathroom
,
·
1 bathroom
9–14 Aug
9–14 Aug
$909 SGD
Show price breakdown
for 5 nights
$909 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 521 reviews
4.92 (521)
Top guest favourite
Guest favourite
Flat in Chicago
Top-Floor 1BR | Steps to Train + Free Parking
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
17–22 Oct
17–22 Oct
$853 SGD
Show price breakdown
for 5 nights
$853 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 70 reviews
5.0 (70)
Top guest favourite
Guest favourite
Place to stay in Berwyn
room in family home
1 bedroom
1 bedroom
1 bed
,
·
1 bed
1 bathroom
,
·
1 bathroom
1–6 Dec
1–6 Dec
$344 SGD
Show price breakdown
for 5 nights
$344 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Place to stay in Des Plains
Your home away from home
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
1 bathroom
,
·
1 bathroom
10–15 Jul
10–15 Jul
$432 SGD
Show price breakdown
for 5 nights
$432 SGD for 5 nights
Free cancellation
4.88 out of 5 average rating, 270 reviews
4.88 (270)
Top guest favourite
Guest favourite
Room in Oak Park
Antique Filled Home
1 bed
1 bed
1 bathroom
,
·
1 bathroom
1–6 Oct
1–6 Oct
$546 SGD
Show price breakdown
for 5 nights
$546 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 434 reviews
4.94 (434)
Guest favourite
Guest favourite
Guest house in Chicago
Guesthouse | Near public transit and Lake front
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
1 bathroom
,
·
1 bathroom
20–25 Jul
20–25 Jul
$878 SGD
Show price breakdown
for 5 nights
$878 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 118 reviews
4.91 (118)
Top guest favourite
Guest favourite
Flat in Chicago
Private studio near Wrigley
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
20–25 Sept
20–25 Sept
$945 SGD
Show price breakdown
for 5 nights
$945 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 133 reviews
4.92 (133)
Top guest favourite
Guest favourite
Flat in Chicago
Balcony • Near O’Hare + Transit
1 bedroom
1 bedroom
1 king bed
,
·
1 king bed
1 bathroom
,
·
1 bathroom
21–26 Jun
21–26 Jun
$914 SGD
Show price breakdown
for 5 nights
$914 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 292 reviews
4.93 (292)
Top guest favourite
Guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
26 Sept – 1 Oct
26 Sept – 1 Oct
$891 SGD
Show price breakdown
for 5 nights
$891 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 181 reviews
4.98 (181)
Top guest favourite
Guest favourite
Room in La Grange
Victorian Charm Private Guest Suite - Monthly disc
1 queen bed
1 queen bed
1 bathroom
,
·
1 bathroom
7–12 Jul
7–12 Jul
$1,017 SGD
$844 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 148 reviews
4.99 (148)
Guest favourite
Guest favourite
Flat in Chicago
Beverly Cottage Loft
2 bedrooms
2 bedrooms
1 bathroom
,
·
1 bathroom
2–7 Aug
2–7 Aug
$932 SGD
Show price breakdown
for 5 nights
$932 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 120 reviews
4.94 (120)
Top guest favourite
Guest favourite
Guest suite in Evanston
A guest suite centrally located, but so quiet
1 bedroom
1 bedroom
4 beds
,
·
4 beds
1 bathroom
,
·
1 bathroom
27 Oct – 1 Nov
27 Oct – 1 Nov
$902 SGD
Show price breakdown
for 5 nights
$902 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 287 reviews
4.98 (287)
Guest favourite
Guest favourite
Room in Chicago
Blue in Green - Stylish & Cozy Room in Wrigley
1 queen bed
1 queen bed
1 bathroom
,
·
1 bathroom
30 Jun – 5 Jul
30 Jun – 5 Jul
$951 SGD
Show price breakdown
for 5 nights
$951 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 92 reviews
4.97 (92)
Place to stay in Chicago
Cozy Room W/ Full & Twin Bed | Free Parking (Rm 2)
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
8–13 Sept
8–13 Sept
$594 SGD
Show price breakdown
for 5 nights
$594 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed
1 queen bed
1 bathroom
,
·
1 bathroom
21–26 Jun
21–26 Jun
$644 SGD
Show price breakdown
for 5 nights
$644 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 255 reviews
4.93 (255)
Top guest favourite
Guest favourite
Room in Evanston
Welcoming Evanston Home
1 queen bed
1 queen bed
1 bathroom
,
·
1 bathroom
9–14 Aug
9–14 Aug
$674 SGD
Show price breakdown
for 5 nights
$674 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 237 reviews
4.94 (237)
Top guest favourite
Guest favourite
Flat in Oak Park
A Little Slice of Heaven in Oak Park, IL
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
1 bathroom
,
·
1 bathroom
26 Sept – 1 Oct
26 Sept – 1 Oct
$938 SGD
Show price breakdown
for 5 nights
$938 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 189 reviews
4.89 (189)
1
2
3
4
…
15