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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Apartments in Chicago and around

Clean & Equipped 1BR Apt
Relax in comfort with a large bed, featuring a dark headboard and crisp white bedding, and a cozy throw blanket.

Clean & Equipped 1BR Apt

7.6 out of 10, Good, (9)
The price is €182
includes taxes & fees
6 Aug - 7 Aug
Clean & Equipped 1BR Apt
Lakeview 2BR Apartment
Fridge, microwave, oven, stovetop

Lakeview 2BR Apartment

9.4 out of 10, Exceptional, (8)
The price is €195
includes taxes & fees
6 Aug - 7 Aug
Lakeview 2BR Apartment
Cozy, Fully Set-Up 1BR Space
Enjoy cooking and entertaining in this well-equipped kitchen with stainless steel appliances and sleek cabinetry.

Cozy, Fully Set-Up 1BR Space

9.2 out of 10, Wonderful, (7)
"Great place! 15 min walk to Wrigley "
The price is €186
includes taxes & fees
11 Aug - 12 Aug
Cozy, Fully Set-Up 1BR Space
Charming 2BR in Vibrant Lakeview
Cozy retreat with a large bed and a bedside table.

Charming 2BR in Vibrant Lakeview

9.8 out of 10, Exceptional, (6)
The price is €204
includes taxes & fees
11 Aug - 12 Aug
Charming 2BR in Vibrant Lakeview
Cozy studio in Andersonville Chicago
Relax in this inviting bedroom with a comfortable bed, sofa, and lush greenery.

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (15)
"It was a great location, internet was a little spotty on streaming services but we were in walking distance to so much it was worth it "
The price is €155
includes taxes & fees
5 Aug - 6 Aug
Cozy studio in Andersonville Chicago
Nice 1BR Spot, Unwind & Relax
TV

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (6)
The price is €178
includes taxes & fees
12 Aug - 13 Aug
Nice 1BR Spot, Unwind & Relax
Huge Projector and Designated Workspace - Near Wrigley!
Restful retreat with a neatly made bed and a bedside lamp.

Huge Projector and Designated Workspace - Near Wrigley!

The price is €255
includes taxes & fees
12 Aug - 13 Aug
Huge Projector and Designated Workspace - Near Wrigley!
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Enjoy cooking and dining in this well-equipped kitchen with a gas stove, sink, and dining table.

3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi

9.0 out of 10, Wonderful, (7)
"This location was 15-20 minutes from anywhere that we needed to go. Base, mall, food, shopping, and the lake were all within a reasonable driving distance. "
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
4BR Home – Well-Furnished, Garage Included
Property grounds

4BR Home – Well-Furnished, Garage Included

5.0 out of 10, (2)
"There we 5 of us. Great location my only suggestion is that the bedrooms needed fans on some sort the master with the 2 double beds had a ceiling fan. The 3rd floor was way to warm. All in a great place. Very comfortable location "
4BR Home – Well-Furnished, Garage Included
Comfy 2BR in Heart of Lakeview
Two beds with white bedding and black and white striped pillows, a bedside table with a lamp and a cup, and abstract artwork adorn this serene space.

Comfy 2BR in Heart of Lakeview

9.0 out of 10, Wonderful, (2)
"Great location for a short stay. Owner answers very quickly and is helpful. Check in and check out are very clear."
The price is €200
includes taxes & fees
11 Aug - 12 Aug
Comfy 2BR in Heart of Lakeview
Your Perfect 2BR Home w/ Parking
Prepare meals in the fully equipped kitchen with a gas stove, microwave, and dishwasher.

Your Perfect 2BR Home w/ Parking

8.0 out of 10, Very good, (4)
"Great location, close to United Center. Our host was super and was able to help me when I couldn't follow the instructions (lol). Wish I could have had a longer stay."
The price is €222
includes taxes & fees
2 Sept - 3 Sept
Your Perfect 2BR Home w/ Parking
2-bedroom apartment just 2 minutes drive to Wrigley Field
Stroll through the beautifully maintained garden surrounding this charming two-story building with a covered porch area.

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.4 out of 10, Exceptional, (32)
"Easy to find, slept like a baby. "
The price is €334
includes taxes & fees
2 Sept - 3 Sept
2-bedroom apartment just 2 minutes drive to Wrigley Field
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
Fridge, microwave, oven, stovetop

Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!

8.8 out of 10, Excellent, (33)
"It was what I thought it would be "
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
1BR Apt - Clean & Comfy
Relax in comfort with a large sofa and flat-screen TV, surrounded by lush greenery and natural light.

1BR Apt - Clean & Comfy

9.4 out of 10, Exceptional, (3)
"Great apartment, great location, and excellent host."
The price is €182
includes taxes & fees
4 Aug - 5 Aug
1BR Apt - Clean & Comfy
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Enjoy breathtaking views of the city from this rooftop terrace with a glass door and windows.

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

10.0 out of 10, Exceptional, (37)
"This was convenient and check-in process was easy. We would stay here again."
The price is €201
includes taxes & fees
11 Aug - 12 Aug
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Relax in a serene space with a large bed, bedside tables, and lamps.

Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!

9.0 out of 10, Wonderful, (96)
"Nice property, enjoyed the stay."
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Spacious 3BR | 2BA Family-Friendly Home
Enjoy cooking in this well-equipped kitchen with a refrigerator, stove, microwave, and dishwasher.

Spacious 3BR | 2BA Family-Friendly Home

10.0 out of 10, Exceptional, (1)
"Good location! Brewery, coffee shop, sandwich shop and nice restaurants all within walking distance! Host was very responsive"
The price is €285
includes taxes & fees
19 Aug - 20 Aug
Spacious 3BR | 2BA Family-Friendly Home
Your 2BR Home in the City
TV

Your 2BR Home in the City

The price is €214
includes taxes & fees
6 Aug - 7 Aug
Your 2BR Home in the City
Upscale 4BR Retreat: Wicker Park
Kitchen features a microwave, stove, oven, and sink with a faucet.

Upscale 4BR Retreat: Wicker Park

9.4 out of 10, Exceptional, (3)
"Place was clean, safe, parking was easy along side streets. Very spacious and reasonably priced! Will stay again! "
The price is €379
includes taxes & fees
4 Aug - 5 Aug
Upscale 4BR Retreat: Wicker Park
Bright & Roomy 4BR in Pilsen
Enjoy cooking and dining in this well-equipped kitchen with a refrigerator, microwave, and oven.

Bright & Roomy 4BR in Pilsen

7.4 out of 10, Good, (6)
The price is €396
includes taxes & fees
5 Aug - 6 Aug
Bright & Roomy 4BR in Pilsen
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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Top Chicago Hotel Reviews

Freehand Chicago

Freehand Chicago

10/10 Excellent
"🤘"
Ronald 1-night trip
Posted 10 hours ago
Freehand Chicago

Frequently asked questions

What's it like to stay at an apartment in Chicago?
You'll find 2718 apartments to choose from in Chicago for your holiday. Make sure you enjoy the notable monuments and array of shops in this vibrant area. Michigan Avenue and Navy Pier are top sights to enjoy.
How do you know if an apartment is a good option for your stay?
Offering a kitchen for convenient meals, an apartment is usually more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, and also for families wanting the conveniences of home.
What's the best apartment I should consider for a stay in Chicago?
Lakeview 2BR Apartment: Located in Lakeview neighbourhood . Clean & Equipped 1BR Apt: Neighbourhood: Lakeview . Cozy, Fully Set-Up 1BR Space: Located in Lakeview neighbourhood . Charming 2BR in Vibrant Lakeview: Neighbourhood: Lakeview .
How many apartments will I be able to find in Chicago?
Expedia has 2718 apartments to book in Chicago.
What can I expect from the weather when I travel to Chicago?
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Chicago. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
What are the must-see places to visit in Chicago?
Travellers appreciate Chicago for its monuments and shops. Six Flags Great America and Field Museum of Natural History are a couple of the family-friendly sights, whereas cultural attractions include CIBC Theatre and Symphony Center. You can also visit some other popular places in town, such as Michigan Avenue and Navy Pier.
What's the best way to get to and around Chicago?
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 8.6 mi (13.9 km) away. Otherwise, you can search for flights to Chicago O'Hare International Airport (ORD), which is 15.7 mi (25.3 km) away. Nearby metro stations include Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.