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Check prices for these dates

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Aug 29 - Aug 31
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Sep 5 - Sep 7
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Sep 19 - Sep 21
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Oct 17 - Oct 19

Browse Select Northwest Side Cottages

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Recommended hotels in Northwest Side

Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2087)
"Great place to stay!"
The price is CA $225
CA $304 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
Comfort Suites Chicago O'Hare Airport
Exterior

Comfort Suites Chicago O'Hare Airport

3.0 star property
8.2 out of 10, Very good, (2585)
"Was perfect for one night stay "
The price is CA $116
CA $132 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Suites Chicago O'Hare Airport
Claridge House
Exterior

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1314)
"He a great time, clean hotel"
The price is CA $125
CA $187 total
includes taxes & fees
Aug 24 - Aug 25
Claridge House
Pine Beam Sloth Apartment next to Blue Line
Smart TV, stereo

Pine Beam Sloth Apartment next to Blue Line

2.0 star property
10.0 out of 10, Exceptional, (3)
"Amazing stay! So comfortable, clean, and the sushi underneath was the icing on the cake! We will definitely stay again when we come back! "
The price is CA $287
CA $498 total
includes taxes & fees
Aug 29 - Aug 30
Pine Beam Sloth Apartment next to Blue Line
4BR Retreat w/ Theater, Game Room & Backyard
Property grounds

4BR Retreat w/ Theater, Game Room & Backyard

8.8 out of 10, Excellent, (6)
The price is CA $96
CA $709 total
includes taxes & fees
Aug 25 - Aug 26
4BR Retreat w/ Theater, Game Room & Backyard
4BR Home with Game Room: Chicago Leisure Escape
Terrace/patio

4BR Home with Game Room: Chicago Leisure Escape

7.0 out of 10, Good, (2)
"Smooth and efficient check in and check out process. The property was both super spacious and had several amenities for my guests and I. There are several spots for groceries in the area if your thing is cooking or grilling."
The price is CA $152
CA $673 total
includes taxes & fees
Aug 21 - Aug 22
4BR Home with Game Room: Chicago Leisure Escape
Homey 2BR Apt w/ Parking
Fridge, oven, stovetop, toaster

Homey 2BR Apt w/ Parking

10.0 out of 10, Exceptional, (1)
"Overall 5 stars, parking was easy, safe location, kitchen equipped with everything we needed, grocery and coffee very close! Had a small issue that was user error and the owners responded quickly. I appreciated the quick response and patience. Our next trip to Chicago we will book this apartment again if it’s available for our dates. I highly recommend this place. "
The price is CA $121
CA $294 total
includes taxes & fees
Sep 9 - Sep 10
Homey 2BR Apt w/ Parking
Chic Studio in Heart of Chicago
Fridge, oven, stovetop, coffee/tea maker

Chic Studio in Heart of Chicago

The price is CA $123
CA $275 total
includes taxes & fees
Aug 20 - Aug 21
Chic Studio in Heart of Chicago
2BR Traveler's Favorite, Modern and Clean
Desk, iron/ironing board, travel crib, free WiFi

2BR Traveler's Favorite, Modern and Clean

10.0 out of 10, Exceptional, (1)
"The place was really nice and clean, an excellent stay that ill consider again my next trip to chicago"
The price is CA $74
CA $491 total
includes taxes & fees
Aug 20 - Aug 21
2BR Traveler's Favorite, Modern and Clean
Comfy Studio in Portage Park- Great Value!
Iron/ironing board, travel crib, WiFi

Comfy Studio in Portage Park- Great Value!

The price is CA $123
CA $261 total
includes taxes & fees
Aug 20 - Aug 21
Comfy Studio in Portage Park- Great Value!
Huge Projector and Designated Workspace - Near Wrigley!
2 bedrooms, desk, iron/ironing board, free WiFi

Huge Projector and Designated Workspace - Near Wrigley!

The price is CA $81
CA $390 total
includes taxes & fees
Aug 25 - Aug 26
Huge Projector and Designated Workspace - Near Wrigley!
Prime City Stay in a 1BR Apt
1 bedroom, iron/ironing board, travel crib, WiFi

Prime City Stay in a 1BR Apt

9.2 out of 10, Wonderful, (5)
The price is CA $117
CA $268 total
includes taxes & fees
Sep 9 - Sep 10
Prime City Stay in a 1BR Apt
Bright Spaced 3BR Furnished Stay
Microwave, oven, stovetop, coffee/tea maker

Bright Spaced 3BR Furnished Stay

10.0 out of 10, Exceptional, (1)
"It was nice and spacious we all had own separate rooms. Comfortable and clean"
The price is CA $164
CA $381 total
includes taxes & fees
Aug 24 - Aug 25
Bright Spaced 3BR Furnished Stay
2BR Airy Apt w/ Free Parking
Fridge, microwave, oven, stovetop

2BR Airy Apt w/ Free Parking

8.0 out of 10, Very good, (2)
"It was a beautiful place. Lots of shared space for our two couples. Two full bedroom suites with separate bathrooms. There was garbage by the inside door when we arrived, but all else was clean and comfortable. It was a VERY humid & hot weekend, and the window a/cs just couldn't keep up, but nighttime was mostly pleasant. The owner was easy to communicate with and very fast to respond."
The price is CA $124
CA $309 total
includes taxes & fees
Sep 1 - Sep 2
2BR Airy Apt w/ Free Parking
Cozy 1-Bedroom Apartment - Sunnyside 2N
Fridge, microwave, oven, stovetop

Cozy 1-Bedroom Apartment - Sunnyside 2N

10.0 out of 10, Exceptional, (1)
"The place was great! It's stocked with the basics, bed and couch are comfy, and everything is clean. There were only a handful of times when I heard the upstairs neighbor, but nothing too crazy. The neighborhood itself is very cute and quiet, with good food and stores within walking distance. Street parking was easy. Thank you! "
The price is CA $123
CA $275 total
includes taxes & fees
Aug 25 - Aug 26
Cozy 1-Bedroom Apartment - Sunnyside 2N
Cozy 2BR Apt for a Seamless Stay
2 bedrooms, WiFi, bed sheets

Cozy 2BR Apt for a Seamless Stay

8.0 out of 10, Very good, (1)
"Everything as advertised. The only part that I was unsure of was what to do with the keys as this was not stated in any of the information provided. So I left them on the table. "
The price is CA $121
CA $297 total
includes taxes & fees
Sep 1 - Sep 2
Cozy 2BR Apt for a Seamless Stay
Harmonious 2BR Apartment
Fridge, microwave, oven, coffee/tea maker

Harmonious 2BR Apartment

10.0 out of 10, Exceptional, (1)
"The host was available and helpful at check-in. The 2 bedroom apartment was clean and well stocked. We felt safe and at home. We slept well. We did not notice any street noise at night. We had more than we epected and everything we needed.It might be helpful to color code the keys with nail polish or something. The three locks to get into the unit felt like a struggle because we needed a quick turn around time between events. Otherwise, it was a great stay!!"
The price is CA $134
CA $309 total
includes taxes & fees
Sep 16 - Sep 17
Harmonious 2BR Apartment
Chic 2BR Haven Near Irving Park
2 bedrooms, iron/ironing board, travel crib, WiFi

Chic 2BR Haven Near Irving Park

9.4 out of 10, Exceptional, (3)
"Beautiful place. The host was awesome with communication and recommendations. Will definitely stay again when we come to the city"
The price is CA $121
CA $294 total
includes taxes & fees
Sep 9 - Sep 10
Chic 2BR Haven Near Irving Park
Warm & Inviting 2BR Apt
2 bedrooms, iron/ironing board, WiFi, bed sheets

Warm & Inviting 2BR Apt

10.0 out of 10, Exceptional, (3)
"Comfortable beds, great location"
The price is CA $121
CA $297 total
includes taxes & fees
Sep 2 - Sep 3
Warm & Inviting 2BR Apt
Chicago 1BR: Stylish Stay with Workspace
Fridge, microwave, oven, stovetop

Chicago 1BR: Stylish Stay with Workspace

9.6 out of 10, Exceptional, (4)
"Overall very nice and parking was easy to find"
The price is CA $69
CA $367 total
includes taxes & fees
Sep 2 - Sep 3
Chicago 1BR: Stylish Stay with Workspace
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 Northwest Side Hotel Reviews

citizenM Chicago Downtown

citizenM Chicago Downtown

10/10 Excellent
" Good"
Herbert 1-night trip
Posted 13 hours ago
citizenM Chicago Downtown