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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 186 Apartments in Glenwood with updated reviews, rates, and availability.

The Vibe Headquarters
Living area

The Vibe Headquarters

2.0 star property
8.8 out of 10, Excellent, (3)
"It was great she is a lovely host great communication the neighborhood was clam the place is so beautiful I really had a nice time will definitely book again "
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 2- bedroom w/ patio mins from Midway Airport
Smart TV, books

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
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
Fridge, microwave, oven, stovetop

Dalia Flat - Sleeps 10 - 10 minutes to Downtown

9.6 out of 10, Exceptional, (10)
"The home was very nice and clean. We did not have any problems. The slow water run down in sink in bathroom is because of the drainage catcher. This helps with things falling in the sink. We removed it when it became to slow. BBut that "
The price is AED 345
AED 1,119 total
includes taxes & fees
21 May - 22 May
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
Chic 2-bedroom apartment near Hyde Park/ University of Chicago Campus
Microwave, oven, stovetop, dishwasher

Chic 2-bedroom apartment near Hyde Park/ University of Chicago Campus

Chic 2-bedroom apartment near Hyde Park/ University of Chicago Campus
3BR Prime Hyde Park Location Near University of Chicago and Dining
Fridge, microwave, oven, stovetop

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"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
Sunflower Apt 12 Min from Downtown CHI
Fridge, microwave, oven, stovetop

Sunflower Apt 12 Min from Downtown CHI

9.0 out of 10, Wonderful, (15)
"Everything was clean and exactly as described. Easy check in and check out and the location is convenient to downtown and Midway."
The price is AED 489
AED 1,139 total
includes taxes & fees
16 May - 17 May
Sunflower Apt 12 Min from Downtown CHI
2BR Modern APT Near University of Chicago & Dining
Fridge, microwave, oven, stovetop

2BR Modern APT Near University of Chicago & Dining

5.0 out of 10, (2)
"Overall the apartment was clean but outdated. "
2BR Modern APT Near University of Chicago & Dining
Cozy 3BR Hyde Park Oasis Near UChi, Shops & Dining
Fridge, microwave, oven, stovetop

Cozy 3BR Hyde Park Oasis Near UChi, Shops & Dining

2.0 star property
9.0 out of 10, Wonderful, (2)
"Great location for UChicago related events"
Cozy 3BR Hyde Park Oasis Near UChi, Shops & Dining
Charming 3BR Chicago Apt in Prime Location
Fridge, microwave, oven, stovetop

Charming 3BR Chicago Apt in Prime Location

9.4 out of 10, Exceptional, (10)
"We truly enjoyed our stayed and will be back next month. The host/owner responds quickly to questions and is a great resource. The neighborhood is safe and many shops and restaurants are easily walkable. The only option is street parking but we did not have trouble finding a spot when needed. "
Charming 3BR Chicago Apt in Prime Location
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

9.0 out of 10, Wonderful, (11)
"Very nice house, and the host was very communicative. "
Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community
Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
Interior

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

8.4 out of 10, Very Good, (9)
"We will not be strangers to this spot in the future , our stay was comfortable and nothing was missed ! "
Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
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
A Chic 8th Floor Studio Inside Vintage Style Building With Spectacular Lake View
1 bedroom, free WiFi, bed sheets

A Chic 8th Floor Studio Inside Vintage Style Building With Spectacular Lake View

A Chic 8th Floor Studio Inside Vintage Style Building With Spectacular Lake View
1 Mi to University of Chicago: Urban Escape!
Exterior

1 Mi to University of Chicago: Urban Escape!

10.0 out of 10, Exceptional, (1)
"I booked it for my cousin. He stayed there and loved it. He will definitely stay again!"
1 Mi to University of Chicago: Urban Escape!
Toca Bella ~ 7mins to Downtown
1 bedroom, WiFi

Toca Bella ~ 7mins to Downtown

10.0 out of 10, Exceptional, (11)
"The location and the host were both wonderful. Perfect little place for a few friends to reconnect. Thank you Toca Bella!"
Toca Bella ~ 7mins to Downtown
Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago
Smart TV

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

8.0 out of 10, Very Good, (4)
"My stay was very relaxing and amazing I really enjoyed when we arrived everything was clean the block that the property on was very quiet I will definitely stay here again if we needed anything Stephanie was on it I really appreciate your hospitality thank you "
Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago
Lovely 3-bedroom apartment in Bronzeville
Fridge, microwave, oven, stovetop

Lovely 3-bedroom apartment in Bronzeville

9.6 out of 10, Exceptional, (24)
"The location was a great base of operations for our Spring Break visit. The owner communicated with us, and the check in/out process was simple. The wi-fi was a bit slow, but I wasn't there to game or stream video, so I don't count that as a real negative. The rooms were nice, and the beds were comfortable. The stairs were narrow as noted in other reviews, but they weren't a big problem for me or my kids. "
Lovely 3-bedroom apartment in Bronzeville
Dog-Friendly Blue Island Apt w/ Backyard!
TV, books

Dog-Friendly Blue Island Apt w/ Backyard!

2.0 star property
8.0 out of 10, Very Good, (2)
"Property was close to our family and all good"
Dog-Friendly Blue Island Apt w/ Backyard!
Luxurious 3Br with parking on premises 🌔
Terrace/patio

Luxurious 3Br with parking on premises 🌔

9.4 out of 10, Exceptional, (12)
"This is our second time staying at this property and everything was just as great as the last time. We had everything we needed and communication was quick and easy."
Luxurious 3Br with parking on premises 🌔
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
3.8 out of 10, (20)
"Lower level had a smell"
The price is AED 328
AED 371 total
includes taxes & fees
24 Apr - 25 Apr
Comfort Inn Chicago Wind Creek Casino
LakeHouse
Fridge, microwave, oven, stovetop

LakeHouse

10.0 out of 10, Exceptional, (16)
"Host was perfect an house was perfect!!! It's my second time renting an I will be back again!!"
LakeHouse
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: Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago: Situated in Chicago, 16 mi/25.7 km from the heart of Glenwood. Dalia Flat - Sleeps 10 - 10 minutes to Downtown: Located 20.1 mi/32.3 km away in Chicago. The Vibe Headquarters: It’s located in Chicago, 16.7 mi/26.9 km away. Cozy 2- bedroom w/ patio mins from Midway Airport: 17.4 mi/28 km away in Chicago. Free WiFi, private patios, and Smart TVs are included. LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN: It’s located in Chicago, 15.7 mi/25.3 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. 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.