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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Apartments in Winnetka

Cozy studio in Andersonville Chicago
Iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

9.6 out of 10, Exceptional, (5)
"I thought I was in a $300 night hotel, private, and serene surrounding"
The price is SAR 357
SAR 663 total
includes taxes & fees
15 Jul - 16 Jul
Cozy studio in Andersonville Chicago
Luxurious 3 Bedroom Apartment in Chicago
Microwave, oven, stovetop, dishwasher

Luxurious 3 Bedroom Apartment in Chicago

9.8 out of 10, Exceptional, (8)
"Great property! Would visit again!"
Luxurious 3 Bedroom Apartment in Chicago
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (21)
"This place was perfect for our overnight stay in Chicago! Thank you to the owners for making everything super easy and smooth. "
The price is SAR 672
SAR 1,452 total
includes taxes & fees
22 Jun - 23 Jun
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!

9.2 out of 10, Wonderful, (21)
"The stay was amazing I enjoyed myself "
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
Very clean, cozy IRVING PARK & ELSTON FREE STREET PARKING
Interior

Very clean, cozy IRVING PARK & ELSTON FREE STREET PARKING

3.0 star property
8.2 out of 10, Very Good, (17)
"The property was excellent, for my stay "
Very clean, cozy IRVING PARK & ELSTON FREE STREET PARKING
Serene 3-bedroom apartment in Chicago
Smart TV

Serene 3-bedroom apartment in Chicago

9.6 out of 10, Exceptional, (4)
"I wish we had stayed longer!"
Serene 3-bedroom apartment in Chicago
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Terrace/patio

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

10.0 out of 10, Exceptional, (29)
"Fun 1br stay. Great for a getaway or weekend stay."
The price is SAR 443
SAR 1,085 total
includes taxes & fees
22 Jun - 23 Jun
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Chic, Cozy home, by Blue Line Train Stop + Free parking
Interior

Chic, Cozy home, by Blue Line Train Stop + Free parking

9.4 out of 10, Exceptional, (54)
"This property was clean, and the host provided clear instructions for access. I reached out to the host/owner and they were immediately responsive. Overall a great experience."
Chic, Cozy home, by Blue Line Train Stop + Free parking
Charming Wrigleyville Home Close to the Cubs!
Interior

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (22)
"This place was perfect for us, and right where we needed it to be. "
Charming Wrigleyville Home Close to the Cubs!
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
Fridge, microwave, oven, stovetop

Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

10.0 out of 10, Exceptional, (111)
"Fantastic location and wonderful stay. The host was wonderful and great communication. Highly recommend staying here for a Chicago visit!!!"
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
Relaxing Chicago Studio
Desk, iron/ironing board, WiFi, bed sheets

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (1)
"The location was perfect. It was clean and just as pictured. For a studio, it had plenty of room. "
The price is SAR 375
SAR 755 total
includes taxes & fees
17 Jun - 18 Jun
Relaxing Chicago Studio
Animal House Near Sox Stadium
Terrace/patio

Animal House Near Sox Stadium

9.6 out of 10, Exceptional, (4)
" Cute place. Ideal setup up for your pets. Great location."
Animal House Near Sox Stadium
Beautiful apartment in peaceful Elk Grove
Lobby

Beautiful apartment in peaceful Elk Grove

Beautiful apartment in peaceful Elk Grove
Comfort/Clean!: Free Parking 15 min ORD/Downtown3
Fridge, microwave, oven, stovetop

Comfort/Clean!: Free Parking 15 min ORD/Downtown3

8.6 out of 10, Excellent, (16)
"The place was clean and cozy. "
Comfort/Clean!: Free Parking 15 min ORD/Downtown3
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Fridge, microwave, oven, stovetop

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

9.6 out of 10, Exceptional, (85)
"Great place, great location!"
The price is SAR 422
SAR 935 total
includes taxes & fees
23 Jun - 24 Jun
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking
Fridge, microwave, oven, stovetop

Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking

2.0 star property
7.0 out of 10, Good, (12)
"Affordable, easy to travel around, great communication, and lovely neighborhood. "
Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking
4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking
Smart TV, fireplace, books

4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking

9.4 out of 10, Exceptional, (10)
"Clean, cool sports memorabilia, great location!"
4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking
The Irving Park Hideaway – Prime Location w/ Patio & Parking!
Fridge, microwave, oven, stovetop

The Irving Park Hideaway – Prime Location w/ Patio & Parking!

10.0 out of 10, Exceptional, (16)
"In town for a long weekend to visit our daughter! Perfect location to get downtown on the brown line. We'll be back!"
The Irving Park Hideaway – Prime Location w/ Patio & Parking!
A laid-back studio few minutes from Wrigley Field
Microwave, stovetop

A laid-back studio few minutes from Wrigley Field

9.4 out of 10, Exceptional, (16)
"This was a nice stay in a good neighborhood at an affordable price. I would stay here again!"
A laid-back studio few minutes from Wrigley Field
Chic 1-bedroom apartment,15mims from downtown
Living area

Chic 1-bedroom apartment,15mims from downtown

10.0 out of 10, Exceptional, (1)
"Stayed here to work C2E2 for the weekend. Great big space with everything I needed to rest up after a long day of work."
Chic 1-bedroom apartment,15mims from downtown
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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Frequently asked questions

What's it like to stay at an apartment in Winnetka?
There are plenty of places to stay with in the Chicago area, with 5299 lodging choices including 2631 apartments. Top sights to discover during your visit include Lake Michigan.
How do you know if an apartment is the best choice for your stay?
An apartment is often more spacious than a traditional hotel room and comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples looking for something with a more local feel.
What can I expect from the weather in Winnetka?
Though weather is just one factor, it can really affect your travel plans, especially if you’re planning an extended stay in Winnetka. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.
What should I see in Winnetka?
Lake Michigan and Maple Street Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Chocolate Box. Wrigley Field and Naval Base Great Lakes are other popular places to visit in the area.
What's the best way to get to and around Winnetka?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Chicago, IL (PWK-Chicago Executive), which is located 8.4 mi (13.5 km) from the city center. Otherwise, look for flights into Chicago O’Hare Intl. Airport (ORD), which is 12.5 mi (20.2 km) away. To explore the surrounding area, ride one of the trains from Winnetka Station or Winnetka Indian Hill Station.