Title: Northwest Side Villas | Expedia.ca [Northwest Side Travel Guide](https://expedia.ca/Northwest-Side.dx553248635976475367)[Hotels in Northwest Side](https://expedia.ca/Northwest-Side-Hotels.d553248635976475367.Travel-Guide-Hotels)[Vacation Rentals in Northwest Side](https://expedia.ca/Northwest-Side-Vacation-Rentals.d553248635976475367.Travel-Guide-VacationRentals)[Flights to Northwest Side](https://expedia.ca/Cheap-Flights-To-Northwest-Side.d553248635976475367.Travel-Guide-Flights)[Northwest Side Car Rentals](https://expedia.ca/Car-Rentals-In-Northwest-Side.d553248635976475367.Car-Rental-Guide)[Northwest Side Vacation Packages](https://expedia.ca/Northwest-Side.d553248635976475367.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/b2258a9797569cb24c44e8d88490c66c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by throwingsofas # Search Northwest Side Villa Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976475367&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976475367&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976475367&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976475367&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Northwest Side Villas We don't have any properties that match your exact search [See all properties in Northwest Side](https://expedia.ca/Hotel-Search?startDate=2025-11-01&endDate=2025-11-02®ionId=553248635976475367&adults=2) ## Recommended hotels in Northwest Side ![Smart TV, stereo](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/025f2d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/46b687b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/12dbdb7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/6f85db34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine Beam Sloth Apartment next to Blue Line Irving Park 10/10 Exceptional (4) "Amazing stay! So comfortable, clean, and the sushi underneath was the icing on the cake! We will definitely stay again when we come back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily s. CA $143 CA $332 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-Boho-1-Bedroom-Pine-Beam-Condo-Next-To-Blue-Line.h108439787.Hotel-Information) ![Fridge, oven, stovetop, toaster](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/733fade0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/691b4cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/0c96778e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/5f81cc96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homey 2BR Apt w/ Parking Portage Park 10/10 Exceptional (2) "It was clean and well maintained unit. It’s next to grocery store and pharmacy which was very convenient. It’s not too far from downtown. I would stay again here in future if available." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jatin CA $115 CA $295 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-Homey-2BR-Apt-W-Parking.h116792819.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792686/a1a97bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792686/w1178h800x22y0-9ed402b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792686/cc29f7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792686/98270ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Warm & Inviting 2BR Apt Hermosa 10/10 Exceptional (3) "Comfortable beds, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $115 CA $295 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-Warm-Inviting-2BR-Apt.h116792686.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792651/302b39e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792651/e8090a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792651/b86a9cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792651/4a70cf9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Homey Apt in Irving Park Irving Park 10/10 Exceptional (1) "Clean and as described. Used spot hero to park easily nearby. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen W. CA $101 CA $251 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Chicago-Hotels-1BR-Homey-Apt-In-Irving-Park.h116792651.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792500/116792434/90c76e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792500/116792434/67977886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792500/116792434/a3844b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792500/116792434/05d4ef1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-Bedroom Apartment - Sunnyside 2N Portage Park 10/10 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! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah M. CA $119 CA $272 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Chicago-Hotels-Cozy-1-Bedroom-Apartment-Sunnyside-2N.h116792434.Hotel-Information) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792749/e066e291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792749/04febcdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792749/36f7deb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792749/4739f438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright Spaced 3BR Furnished Stay Portage Park 10/10 Exceptional (1) "It was nice and spacious we all had own separate rooms. Comfortable and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda T. CA $132 CA $331 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Chicago-Hotels-Bright-Spaced-3BR-Furnished-Stay.h116792749.Hotel-Information) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/dfbc8e33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/f36c801f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/0a306ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/2c7aa314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic 2BR Haven Near Irving Park Irving Park 9.8/10 Exceptional (6) CA $115 CA $295 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Chicago-Hotels-Chic-2BR-Haven-Near-Irving-Park.h116793191.Hotel-Information) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792702/7dc7e59d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792702/df2ce2a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792702/42fd77c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792702/a41342cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Studio in Heart of Chicago Portage Park 9.4/10 Exceptional (3) "Older property. Landlord special in the bathroom. Definitely needs better window coverings. Otherwise, comfortable, safe, and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney V. CA $109 CA $263 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-Chic-Studio-In-Heart-Of-Chicago.h116792702.Hotel-Information) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/70ad4f1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/bbcd29f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/0523bb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/4f289e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime City Stay in a 1BR Apt Irving Park 9.2/10 Wonderful (10) "It was even better than we thought it would be!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly W. CA $101 CA $251 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Chicago-Hotels-Prime-City-Stay-In-A-1BR-Apt.h116793099.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792822/332b86b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792822/334c76e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792822/4aac64c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792822/5424523b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Airy Apt w/ Free Parking Portage Park 8.0/10 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dona B. CA $123 CA $305 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chicago-Hotels-2BR-Airy-Apt-W-Free-Parking.h116792822.Hotel-Information) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792645/433bddcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792645/ff1deed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792645/c6227841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792645/824ed83e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2BR Apt for a Seamless Stay Portage Park 8.0/10 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael P. CA $115 CA $290 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chicago-Hotels-Cozy-2BR-Apt-For-A-Seamless-Stay.h116792645.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792999/ae70b3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792999/ad9b3704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792999/2550870e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792999/c632cb25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Studio in Jefferson Park Portage Park CA $115 CA $253 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chicago-Hotels-Cozy-Studio-In-Jefferson-Park.h116792999.Hotel-Information) ![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792792/477cb1c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792792/a787d0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792792/3a91c960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792792/dff30a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Studio in Portage Park Portage Park CA $115 CA $256 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Chicago-Hotels-Cozy-Studio-In-Portage-Park.h116792792.Hotel-Information) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793177/45731ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793177/809be077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793177/6bc6118c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793177/d2b3bef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Cozy & Functional Unit Belmont Cragin 10/10 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!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura V. CA $116 CA $292 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Chicago-Hotels-Harmonious-2BR-Apartment.h116793177.Hotel-Information) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792774/0e1e05bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792774/236b30c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792774/bfd79279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792774/178dc0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR 1BA Windy City Hideout - Lockwood rep Belmont Cragin CA $101 CA $251 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-1BR-1BA-Windy-City-Hideout-Lockwood-Rep.h116792774.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793168/bd507604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793168/9f14f876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793168/91351db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793168/00100f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ideal & Spacious 1BR Apt Irving Park 6.0/10 (1) "Safe, clean, and conveniently located in a quiet, picturesque Chicago neighborhood, this apartment met basic expectations but fell short in the details.The kitchen was serviceable, but the coffee maker was poor quality and the wrong filters were provided. There was a dishwasher, but no detergent, and the dish rack for hand dishes lacked a drip tray. A large crack on the microwave door suggests replacement might be needed. We also had to discard a moldy roll of paper towels, though replacements... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy T. CA $101 CA $251 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Chicago-Hotels-Ideal-Spacious-1BR-Apt.h116793168.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792981/91b7eadd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792981/bc28dbf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792981/a65d77aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792981/0ae224ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portage Park 1BR Retreat Portage Park 6.0/10 (1) "The property evidently allows only cats while being listed as pet friendly. Because it was a last minute trip, I was unable to get a refund and find a place that would allow my dog, causing a fairly large logistics issue for me" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nate L. CA $102 CA $253 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Chicago-Hotels-Portage-Park-1BR-Retreat.h116792981.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793158/bb00d0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793158/efbabb04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793158/5d91d1a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793158/ffd7b217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Airy Apartment w/ Wi-Fi Belmont Cragin 6.0/10 (2) "The location of property was great.! Door to apt was a little complicated figuring out without key after entering code the first time .building is old you can tell with how the floors creek when you walk . Was a lot of damage inside the bathroom on Ceilings and wall like a bad water leak happened and a hole in bedroom like someone punched the wall next to the bed. The hot water did not seem to work well at all and took 20 mins just to heat up … it could use a touch up for sure and some tlc ..... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sierra H. CA $101 CA $251 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-1BR-Airy-Apartment-W-Wi-Fi.h116793158.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793114/18cda2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793114/acdb160f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793114/92789d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793114/ad056da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Gem by Shops & Dining Portage Park 6.0/10 (2) "The location was great for us as we were visiting family in the area. Everything worked well for us although more loghting in the bathroom would be a helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt E. CA $101 CA $251 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-1BR-Gem-By-Shops-Dining.h116793114.Hotel-Information) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792669/bee7d697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792669/3ea06204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792669/147b4824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792669/02976f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2BR Apt w/ Washer & Dryer Portage Park CA $123 CA $298 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chicago-Hotels-Cozy-2BR-Apt-W-Washer-Dryer.h116792669.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-01&endDate=2025-11-02®ionId=553248635976475367&adults=2&lodging=VILLA&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FNorthwest-Side-Villas.d553248635976475367-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FNorthwest-Side-Villas.d553248635976475367-aaVillas.Travel-Guide-Accommodation) ## Top Northwest Side Hotel Reviews ![Hilton Chicago/Magnificent Mile Suites](//images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Nice Staff, Cleanliness, Good location " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg) ### Freehand Chicago 10/10 Excellent "I was there for the marathon and had a shared female room — the three others ended up being runners too, which was great. The location is fun and lively, but my room on the 9th floor was quiet. The staff were really nice — one of them even lent me his luck for the locker and gave me a card for the train. Very close to the start line. Amazing shopping and restaurants around. Loved it!" [](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![The Royal Sonesta Chicago Downtown](//images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "Perfect. Everything was great" [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Hotel Riu Plaza Chicago](//images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 10/10 Excellent "Excellent hotel, the room was large and comfortable, breakfast was great and the hotel conditions perfect " [](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](//images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Just a good place to stay " [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Palmer House a Hilton Hotel](//images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "Nice and convenient place. Unique atmosphere " [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Crowne Plaza Chicago West Loop by IHG](//images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3_y.jpg) ### Crowne Plaza Chicago West Loop by IHG 10/10 Excellent "Spent a night for our 14th anniversary. The staff was very thoughtful and kind. We appreciate the staff and room!" [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information) ![Sable at Navy Pier Chicago, Curio Collection by Hilton](//images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg) ### Sable at Navy Pier Chicago, Curio Collection by Hilton 10/10 Excellent "We did the corner suite and it was amazing waking up with the sunrise over the lake. " [](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](//images.trvl-media.com/lodging/1000000/30000/21200/21152/b1113923_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "This was perfect for Chicago Marathon. Good proximity to start and finish (about a mile) and was excellent location for spectating. " [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ## Find out more about Northwest Side ## Northwest Side Villas information | Number of reviews | | | --- | --- | | Accommodation | Villas | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in Old Irving Park](https://www.expedia.ca/3Star-Old-Irving-Park-Chicago-Hotels.s30-n553248635976471853-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Albany Park](https://www.expedia.ca/Albany-Park-Chicago-Hotels-Luxury-Hotel.0-n6132435-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Albany Park](https://www.expedia.ca/Albany-Park-Chicago-Hotels-Pet-Friendly-Hotel.0-n6132435-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Albany Park](https://www.expedia.ca/Albany-Park-Chicago-Hotels-Romantic-Hotel.0-n6132435-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - 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[Visit Albany Park](https://www.expedia.ca/Chicago-Albany-Park.dx6132435) - [Visit Dunning](https://www.expedia.ca/Chicago-Dunning.dx98520) - [Visit Irving Park](https://www.expedia.ca/Chicago-Irving-Park.dx6132221) - [Visit Logan Square](https://www.expedia.ca/Chicago-Logan-Square.dx6132429) - [Visit Mayfair](https://www.expedia.ca/Chicago-Mayfair.dx6132097) - [Visit Old Irving Park](https://www.expedia.ca/Chicago-Old-Irving-Park.dx553248635976471853) - [Copernicus Center](https://www.expedia.ca/Copernicus-Center-Jefferson-Park.d553248621555594799.Vacation-Attraction) - [Hertz Rental Cars in Belmont Cragin](https://www.expedia.ca/Hertz-Car-Rentals-In-Belmont-Cragin.d6132080-c40.Car-Rental-Guide-Suppliers) - [Book Villas in Northwest Side on Expedia.com](https://www.expedia.com/Northwest-Side-Villas.d553248635976475367-aaVillas.Travel-Guide-Accommodation)