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Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 157 Apartments in Glenwood with updated reviews, rates, and availability.

Charming 3BR Chicago Apt in Prime Location
Fridge, microwave, oven, stovetop

Charming 3BR Chicago Apt in Prime Location

9.4 out of 10, Exceptional, (8)
"The location is great if you are attending an event at the UChicago. The apartment is big and bright. A couple of small issues - the paint in the shower (the tiles were painted over!) is peeling and falling off while you shower and the cleaning needs to be a little more thorough with the floor boards. The biggest problem was the heat. It is a radiator system. I am sure it works great when the building people actually turn it on, but it was not on when we were there. It was 39 degrees outside,...
Charming 3BR Chicago Apt in Prime Location
The Vibe Headquarters
Living area

The Vibe Headquarters

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very clean and cozy! Home away from home!"
The Vibe Headquarters
Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago
Private kitchen

Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago

10.0 out of 10, Exceptional, (1)
"My trip was the best place was nicè will book again"
Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
Food and drink

Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago

2.0 star property
9.6 out of 10, Exceptional, (5)
"I stayed at this rental during my birthday trip to Chicago, and overall, it was a great experience. Communication with the host was absolutely on point—responsive, accommodating, and very helpful. My plane landed late, and I arrived at the rental around 1 a.m. They made everything seamless, which I appreciated. This was my first visit to Chicago, so arriving late and staying in a basement apartment initially felt a little sketchy, but once I got settled, I felt completely safe. The place had...
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
Charming 3-bedroom apartment in superb Chicago with WiFi
Fridge, microwave, oven, stovetop

Charming 3-bedroom apartment in superb Chicago with WiFi

Charming 3-bedroom apartment in superb Chicago with WiFi
Private cozy Apartment 1Bed+1Bath “Entire place only for you” WiFi-Parking
Exterior

Private cozy Apartment 1Bed+1Bath “Entire place only for you” WiFi-Parking

Private cozy Apartment 1Bed+1Bath “Entire place only for you” WiFi-Parking
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
Smart TV

Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum

9.6 out of 10, Exceptional, (69)
"Nice place, not alot of parking "
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community
Private kitchen

Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community

9.2 out of 10, Wonderful, (9)
"The aesthetic was very welcoming and the vibe was perfect. The house description is very accurate, clean and cozy. Thank you! "
Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
2 bedrooms, iron/ironing board, WiFi, bed sheets

Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

9.0 out of 10, Wonderful, (15)
"This is a very nice place to stay lo ation in convenient. Only issue is that its kinda noisy you can hear train and traffic. "
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
Spacious 3-bedroom apartment in awesome Chicago with AC, WiFi
Outdoor dining

Spacious 3-bedroom apartment in awesome Chicago with AC, WiFi

2.0 star property
Spacious 3-bedroom apartment in awesome Chicago with AC, WiFi
Sunflower Apt 12 Min from Downtown CHI
Fridge, microwave, oven, stovetop

Sunflower Apt 12 Min from Downtown CHI

9.2 out of 10, Wonderful, (12)
"Freddy is a great host, the apartment is very nice and comfortable. It is within walking distance of several shops/restaurants. It was very quiet and peaceful there. I would give 10 stars if possible!"
The price is SAR 240
SAR 856 total
includes taxes & fees
19 Mar - 20 Mar
Sunflower Apt 12 Min from Downtown CHI
1 Mi to University of Chicago: Urban Escape!
Exterior

1 Mi to University of Chicago: Urban Escape!

1 Mi to University of Chicago: Urban Escape!
Gorgeous 4BDR in Chicago / 15mins from DWTN Brand New!
Smart TV, fireplace

Gorgeous 4BDR in Chicago / 15mins from DWTN Brand New!

2.0 star property
10.0 out of 10, Exceptional, (3)
"The property was ideally situated, just the right distance from my destination in Chicago. The entrance code arrived right on time, as promised. As I ascended the chilly stairs to the penthouse, I wasn’t sure what to expect. But the moment I opened the door, I was greeted by the striking elegance of a first-class, four-bedroom apartment. My stay was nothing short of exceptional."
Gorgeous 4BDR in Chicago / 15mins from DWTN Brand New!
Toca Bella ~ 7mins to Downtown
1 bedroom, WiFi

Toca Bella ~ 7mins to Downtown

10.0 out of 10, Exceptional, (8)
"My girlfriend and I loved this home, it was exactly like the pictures plus more in person. This lovely home made us feel at home. The host is very attentive and understanding. This was my first home I booked on Vrbo and I would love to book this stay everytime I need a vacation.This home is remarkable and made us feel at home. Thank you to the host again allowing us to enjoy our vacation in this sophisticated, comfortable home. I love it. "
Toca Bella ~ 7mins to Downtown
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
Dining

Dalia Flat - Sleeps 10 - 10 minutes to Downtown

9.4 out of 10, Exceptional, (6)
"Beautiful place to stay while passing through Chicago! Family friendly and clean. "
The price is SAR 236
SAR 914 total
includes taxes & fees
20 Mar - 21 Mar
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
2BR Modern APT Near University of Chicago & Dining
Fridge, microwave, oven, stovetop

2BR Modern APT Near University of Chicago & Dining

2BR Modern APT Near University of Chicago & Dining
Lovely 3-bedroom apartment in Bronzeville
Smart TV, stereo

Lovely 3-bedroom apartment in Bronzeville

9.6 out of 10, Exceptional, (22)
"The proximity to McCormick Place and grocery stores was perfect for our first time exhibiting. The convenient, free on-street parking made coming & going a breeze. Samanta was very kind and helpful; giving restaurant suggestions for the area. It was also fantastic to receive a text response saying we didn't need to take out trash or strip beds because, "You are our guests". Our trip went better than I could have ever expected in part due to this convenient, reasonably priced property. "
Lovely 3-bedroom apartment in Bronzeville
Chic 2-bedroom apartment in phenomenal Chicago with AC, WiFi
Private kitchen

Chic 2-bedroom apartment in phenomenal Chicago with AC, WiFi

Chic 2-bedroom apartment in phenomenal Chicago with AC, WiFi
Spacious 3-Bedroom Haven Near Chicago's Top Attractions
Exterior

Spacious 3-Bedroom Haven Near Chicago's Top Attractions

2.0 star property
6.0 out of 10, (1)
"Needs a new toilet"
Spacious 3-Bedroom Haven Near Chicago's Top Attractions
Charming 2-bedroom apartment in awesome Chicago with WiFi, AC
Fridge, microwave, oven, stovetop

Charming 2-bedroom apartment in awesome Chicago with WiFi, AC

2.0 star property
Charming 2-bedroom apartment in awesome Chicago with WiFi, AC
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.
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Other property types in Glenwood

Spacious Family Glenwood Estates Home w/ Hot Tub!
Indoor spa tub

Spacious Family Glenwood Estates Home w/ Hot Tub!

9.4 out of 10, Exceptional, (14)
"Place was perfect! I grew up in the suburbs of Chicago and wanted to come back to honor my grandmother's 90th birthday. This place was perfect. It had a piano and the pastor was able to serinate her in playing church hymnals. Of course, her famiy, fch family, family and friends were all able to show"
Spacious Family Glenwood Estates Home w/ Hot Tub!
Comfort Inn Chicago Wind Creek Casino
Comfort Double Room | Desk, laptop workspace, blackout drapes, free WiFi

Comfort Inn Chicago Wind Creek Casino

2.5 star property
4.0 out of 10, (7)
"False advertising, based off the pictures, the new hotel was an old run down hotel. I called the number and there was not even a greeting. The man that answered just said hello and I was thinking is this the correct number. Finally I said I’m calling a hotel number if this it, then he said oh yes this is hotel. I asked where it was and he said we’re here in the court yard and I looked and said nope, nothing like the pictures so I left and booked with IHG Matteson, IL, new and clean"
The price is SAR 335
SAR 378 total
includes taxes & fees
13 Apr - 14 Apr
Comfort Inn Chicago Wind Creek Casino
The Vibe Headquarters
Living area

The Vibe Headquarters

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very clean and cozy! Home away from home!"
The Vibe Headquarters
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.

Frequently asked questions

What's it like to stay at an apartment in Glenwood?
You might have as many choices centrally in Glenwood, but Expedia can help you locate accommodations in the area similar to apartments. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can even filter by similar properties such as vacation homes, condos, or guest houses.
Are you thinking about an apartment instead of a traditional hotel?
Often offering more space than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the best apartment I should consider for a stay in Glenwood?
Listed below are some of the favorite apartments in the area to choose from: The Vibe Headquarters: Situated in Chicago, 16.7 mi/26.9 km from the heart of Glenwood. Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum: It’s situated in Chicago, 18.7 mi/30 km away. Includes free WiFi, sofa beds, and Smart TVs. Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago: 16 mi/25.7 km away in Chicago. Cozy 2- bedroom w/ patio mins from Midway Airport: It’s located in Chicago, 17.4 mi/28 km from Glenwood. Includes free WiFi, private patios, and Smart TVs.
What will the weather be like in Glenwood?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Glenwood. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Glenwood is 49 inches.
What should I see in Glenwood?
Explore the area and family-friendly sights such as Odyssey Fun World, or get out into nature at a spot like Centennial Park. River Oaks Center and Hammond Civic Center are a couple of places you’ll find in the larger area.
What's the best way to get to and around Glenwood?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Chicago Midway Airport (MDW), which is located 18.4 mi (29.7 km) away from the heart of the city. If you’d like to venture out around the area, you may want a rental car for your journey.