Photo by Steve Luzzo

Search Apartments in Far Southwest Side

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Featured Apartments in Far Southwest Side

The Oak Park Loft
Stunning views of a historic castle with multiple towers and a central structure.

The Oak Park Loft

2.0 star property
10.0 out of 10, Exceptional, (5)
"This apartment was is so cute! Hosts were awesome."
The price is P11,151
P18,357 total
includes taxes & fees
Aug 7 - Aug 8
The Oak Park Loft
At Home in Oak Park
Relax on the covered porch with a bench and two chairs, surrounded by lush greenery and a charming flower pot.

At Home in Oak Park

3.5 star property
9.6 out of 10, Exceptional, (4)
"Great stay! Hosts were accessible and friendly!"
The price is P14,477
P22,165 total
includes taxes & fees
Aug 25 - Aug 26
At Home in Oak Park
Comfy One Bed Apartment in Forest Park
Enjoy cooking in this well-equipped kitchen with a gas stove, refrigerator, and dining area.

Comfy One Bed Apartment in Forest Park

2.0 star property
6.0 out of 10, (1)
"I recently had the opportunity to stay at "Comfy One Bed Apartment in Forest Park", and I wanted to share my experience. Overall, the rental was sufficient and adequate for my needs. The property was cute and suitably decorated. I appreciated the amenities provided, such as a full kitchen stocked with coffee and snacks, which made it feel more like home. However, I did find the pre-arrival communication to be somewhat excessive. I received numerous text messages and emails leading up to my...
Comfy One Bed Apartment in Forest Park
Dog-friendly Blue Island Apt w/ Backyard!
Interior

Dog-friendly Blue Island Apt w/ Backyard!

3.0 star property
Dog-friendly Blue Island Apt w/ Backyard!
Walk to Metra: Pet-friendly Blue Island Apt
Interior

Walk to Metra: Pet-friendly Blue Island Apt

3.0 star property
10.0 out of 10, Exceptional, (1)
"I like everything about that place will remind it to friends"
Walk to Metra: Pet-friendly Blue Island Apt
Historic Oak Park Residence
Enjoy a serene suburban setting with a beautifully maintained front yard featuring lush greenery and a paved walkway.

Historic Oak Park Residence

2.0 star property
9.4 out of 10, Exceptional, (10)
"over all it was good "
The price is P10,844
P18,005 total
includes taxes & fees
Aug 24 - Aug 25
Historic Oak Park Residence
Historic Oak Park Home
Relax in comfort on the plush sofa, surrounded by natural views and elegant decor.

Historic Oak Park Home

2.0 star property
10.0 out of 10, Exceptional, (4)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
The price is P13,637
P22,014 total
includes taxes & fees
Aug 17 - Aug 18
Historic Oak Park Home
Spacious Oak Park Home, 11 Mi to Downtown Chicago!
Interior

Spacious Oak Park Home, 11 Mi to Downtown Chicago!

3.5 star property
10.0 out of 10, Exceptional, (1)
Spacious Oak Park Home, 11 Mi to Downtown Chicago!
Dyer Family Escape - 20 Mi to Lake Michigan!
Interior

Dyer Family Escape - 20 Mi to Lake Michigan!

3.5 star property
10.0 out of 10, Exceptional, (1)
"The home was just as pictured and in excellent condition. The host had snacks, coffee and drinks available upon our arrival. The host also personally checked in to be sure we had everything we needed. We enjoyed the balcony porch overlooking a large pond. All in all, a perfect place. "
Dyer Family Escape - 20 Mi to Lake Michigan!
Townhome < 5 Mi to Naperville & Morton Arboretum
Interior

Townhome < 5 Mi to Naperville & Morton Arboretum

3.5 star property
Townhome < 5 Mi to Naperville & Morton Arboretum
Peaceful 1BR Escape in Evanston - Hinman
Private kitchen

Peaceful 1BR Escape in Evanston - Hinman

3.5 star property
Peaceful 1BR Escape in Evanston - Hinman
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Far Southwest Side Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Great North river hotel with a fantastic breakfast."
Vic 2-night trip
Posted 18 hours ago
Embassy Suites by Hilton Chicago Downtown River North