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Check prices for these dates

Next weekend
7 Mar - 9 Mar
In two weeks
14 Mar - 16 Mar
In one month
28 Mar - 30 Mar
In two months
25 Apr - 27 Apr

Compare 153 Apartments in Glenwood with updated reviews, rates, and availability.

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

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
Chic Euro City Getaway- Close to Downtown

Chic Euro City Getaway- Close to Downtown

9.8 out of 10, Exceptional, (6)
"We absolutely loved the property!!! It had everything we needed and within a short drive from downtown. The host is super friendly and responsive. Overall, the best spot you will find in Chicago!!!"
Chic Euro City Getaway- Close to Downtown
Pueblo Magíco: Modern-Rustic Central City Gem
Living area

Pueblo Magíco: Modern-Rustic Central City Gem

9.4 out of 10, Exceptional, (3)
"Very cute house, lots of beds good for children/family. Free laundry and parking on site a huge plus."
Pueblo Magíco: Modern-Rustic Central City Gem
3BR Prime Hyde Park Location Near University of Chicago and Dining
Living area

3BR Prime Hyde Park Location Near University of Chicago and Dining

2.0 star property
10.0 out of 10, Exceptional, (2)
"Stayed for two nights with a few college friends. We’re able to find street parking pretty easily but the parking is full all up and down. Apartment is on third floor, so need to be able to carry luggage up and down. Space was clean and we enjoyed hanging out in the dining and living room. Beds were huge and so comfy! Just be careful taking garbage out the back stairs, as steps were slippery from rain. "
3BR Prime Hyde Park Location Near University of Chicago and Dining
Great suburban location! Perfect for solo or couple travelers
Room

Great suburban location! Perfect for solo or couple travelers

8.6 out of 10, Excellent, (17)
"Nice place very helpful Joanna was so cool Thank you Joanna"
Great suburban location! Perfect for solo or couple travelers
Charming 3BR Chicago Apt in Prime Location
Living area

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
Dalia Flat - Sleeps 10 - 10 minutes to Downtown

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 AED 195
AED 850 total
includes taxes & fees
5 Mar - 6 Mar
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago
Living area

Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago

6.0 out of 10, (2)
"Very nice place! So much space. Quiet neighborhood. "
Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
Living area

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
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
Living area

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

2.0 star property
Charming 2-bedroom apartment in awesome Chicago with WiFi, AC
The Vibe Headquarters
Interior

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
Cozy 2- bedroom w/ patio mins from Midway Airport
Living room

Cozy 2- bedroom w/ patio mins from Midway Airport

9.8 out of 10, Exceptional, (10)
"We very much enjoyed our long weekend here. The kitchen items were somewhat limited, but we managed to cook a lovely breakfast while there and enjoyed several meals at the house. It was a warm and welcoming environment, and we’d gladly stay again. Street parking was somewhat of a challenge when we arrived late at night, but it all worked out."
Cozy 2- bedroom w/ patio mins from Midway Airport
Walk to Metra: Pet-friendly Blue Island Apt
Living area

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

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

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

2.0 star property
Spacious 3-bedroom apartment in awesome Chicago with AC, WiFi
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN
Interior

LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN

9.4 out of 10, Exceptional, (6)
"Was concerned about the neighborhood. Was pleasantly surprised that I was concerned for no reason at all. Nice four-bedroom apartment. Would recommend."
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN
Midway Gem: Comfort and Transportation
Living area

Midway Gem: Comfort and Transportation

Midway Gem: Comfort and Transportation
Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
Living area

Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!

8.0 out of 10, Very Good, (8)
"Place was clean & smelled good. Easy parking out front & getting in & felt safe. We had 5 adults, wish the beds were actually Queen not full/queen. A few discrepancies in listing but over-all good"
Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
Sunflower Apt 12 Min from Downtown CHI

Sunflower Apt 12 Min from Downtown CHI

9.2 out of 10, Wonderful, (11)
"The listing was immaculate. Very close to downtown and the West Loop. Amenities were plentiful and tge host was especially communicative and helpful. Will be nooking in the future. "
The price is AED 165
AED 753 total
includes taxes & fees
26 Feb - 27 Feb
Sunflower Apt 12 Min from Downtown CHI
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!
Glenwood Vacation Rental | 4BR | 2.5BA | 2,442 Sq Ft | Step-Free Entry

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
Front of property

Comfort Inn Chicago Wind Creek Casino

2.5 star property
6.0 out of 10, (2)
The price is AED 328
AED 371 total
includes taxes & fees
27 Mar - 28 Mar
Comfort Inn Chicago Wind Creek Casino
Spacious 3br home near Chicago, fenced yard for pets
Exterior

Spacious 3br home near Chicago, fenced yard for pets

2.0 star property
10.0 out of 10, Exceptional, (3)
"GREAT"
The price is AED 455
AED 1,139 total
includes taxes & fees
3 Mar - 4 Mar
Spacious 3br home near Chicago, fenced yard for pets
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?
Below are some of the top apartments in the area to choose from: Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum: Situated in Chicago, 18.7 mi/30 km from the heart of Glenwood. Includes free WiFi, sofa beds, and Smart TVs. Charming 3BR Chicago Apt in Prime Location: Located 17.6 mi/28.4 km away in Chicago. Free WiFi and Smart TVs are included. Access to a hot tub is available on site. The Vibe Headquarters: It’s located in Chicago, 16.7 mi/26.9 km away. Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago: It’s situated in Chicago, 16 mi/25.7 km from Glenwood.
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. Ravisloe Country Club and River Oaks 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.