Title: Jackson Station Condo Rentals  | Expedia.ca

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6189302&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6189302&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6189302&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=6189302&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Jackson Station (Red Line) condo rentals

![TV, stereo](https://images.trvl-media.com/lodging/47000000/46180000/46175300/46175299/585f9b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/47000000/46180000/46175300/46175299/ab6a6161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer](https://images.trvl-media.com/lodging/47000000/46180000/46175300/46175299/50e0ffd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/47000000/46180000/46175300/46175299/24b36d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brilliant Downtown Chicago 3-Bedroom Condominium

[](https://www.expedia.ca/Chicago-Hotels-Brilliant-Downtown-Chicago-3-Bedroom-Condominium.h46175299.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(52 reviews)

"Great place! Great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kyle L.

[](https://www.expedia.ca/Chicago-Hotels-Brilliant-Downtown-Chicago-3-Bedroom-Condominium.h46175299.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/102000000/101930000/101926700/101926653/eaab7aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101930000/101926700/101926653/4e056ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/102000000/101930000/101926700/101926653/b3421f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101930000/101926700/101926653/0b7257e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous 3BR River North Condo - Free Parking

[](https://www.expedia.ca/Chicago-Hotels-Gorgeous-3BR-River-North-Condo-Free-Parking.h101926653.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(30 reviews)

"Amazing location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Justin H.

[](https://www.expedia.ca/Chicago-Hotels-Gorgeous-3BR-River-North-Condo-Free-Parking.h101926653.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108980000/108975400/108975302/e3829e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/109000000/108980000/108975400/108975302/w1440h801x0y560-58376e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108980000/108975400/108975302/w1440h803x0y559-ba6972b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108980000/108975400/108975302/w1440h815x0y553-dd1bdaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Penthouse Huge Patio with Great View

[](https://www.expedia.ca/Chicago-Hotels-Downtown-Penthouse-Huge-Patio-With-Great-View.h108975302.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(2 reviews)

"Great stay at a wonderful property. Hosts were very friendly and helpful. I recommend this property"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dave L.

[](https://www.expedia.ca/Chicago-Hotels-Downtown-Penthouse-Huge-Patio-With-Great-View.h108975302.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/58000000/57280000/57271200/57271170/337b24bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57280000/57271200/57271170/d57c4cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57280000/57271200/57271170/d9957f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/58000000/57280000/57271200/57271170/c9544409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MICH AVE Downtown 2bd, Grant Park Museums #25

[](https://www.expedia.ca/Chicago-Hotels-MICH-AVE-Downtown-2bd.h57271170.Hotel-Information)

Downtown Chicago

9.8/10

Exceptional

(31 reviews)

"Amazing location, good communication, would definitely come back."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adam M.

[](https://www.expedia.ca/Chicago-Hotels-MICH-AVE-Downtown-2bd.h57271170.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/58000000/57270000/57260100/57260017/724e2c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57270000/57260100/57260017/5f0bf77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/58000000/57270000/57260100/57260017/0587d7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57270000/57260100/57260017/e64c4331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba

[](https://www.expedia.ca/Chicago-Hotels-Downtown-MICH-AVE-20.h57260017.Hotel-Information)

Near South Side

10/10

Exceptional

(10 reviews)

"Convenient location to my convention at McCormack Place by day and dinner at great restaurants by night. Clean, comfortable and safe spot. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James K.

[](https://www.expedia.ca/Chicago-Hotels-Downtown-MICH-AVE-20.h57260017.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/110000000/109060000/109052800/109052736/39f664c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/110000000/109060000/109052800/109052736/cf6c5d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109060000/109052800/109052736/7005ce02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109060000/109052800/109052736/2a735d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown 3bd #7 near Park+Museums

[](https://www.expedia.ca/Chicago-Hotels-Downtown-3bd-7-Near-ParkMuseums.h109052736.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(6 reviews)

"Great place. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carrie C.

[](https://www.expedia.ca/Chicago-Hotels-Downtown-3bd-7-Near-ParkMuseums.h109052736.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109060000/109052600/109052562/d751237b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/110000000/109060000/109052600/109052562/c6e01dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109060000/109052600/109052562/640dc364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/110000000/109060000/109052600/109052562/d7abd9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown 2bd #6 +Gym near Park, Lake, Museums

[](https://www.expedia.ca/Chicago-Hotels-Downtown-2bd-6-Gym-Near-Park.h109052562.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(2 reviews)

"Clean and comfortable. Great location for walking to museums and parks. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John D.

[](https://www.expedia.ca/Chicago-Hotels-Downtown-2bd-6-Gym-Near-Park.h109052562.Hotel-Information)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/126000000/125100000/125090300/125090238/1834ea9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/126000000/125100000/125090300/125090238/05a710bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/126000000/125100000/125090300/125090238/c00c2f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/126000000/125100000/125090300/125090238/6a9bbe46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Near Fulton Market! Walkable West Loop Condo

[](https://www.expedia.ca/Chicago-Hotels-Near-Fulton-Market-Walkable-West-Loop-Condo.h125090238.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(1 review)

"Such a lovely place to stay! The location was fantastic—within walking distance of Fulton Market, a lively district filled with great restaurants and shops. We had brunch at The Oakville and loved the ambiance and delicious food.The space was clean, bright, and surprisingly spacious. The beds and linens were incredibly comfortable, and having two bathrooms was a huge plus. The bath products even smelled amazing!The kitchen was fully stocked with all the cookware we needed for a cozy night in,...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lorie

[](https://www.expedia.ca/Chicago-Hotels-Near-Fulton-Market-Walkable-West-Loop-Condo.h125090238.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/58000000/57160000/57155500/57155492/2aac685e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57160000/57155500/57155492/4f775733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57160000/57155500/57155492/e7ab1774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/58000000/57160000/57155500/57155492/89e51230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Lake VIEWS, Mich Ave, Museums 2bd/2ba

[](https://www.expedia.ca/Chicago-Hotels-Safe-Dtown-Park-VIEWS-Mich-Ave.h57155492.Hotel-Information)

Near South Side

9.8/10

Exceptional

(45 reviews)

"Apartment was clean. Location was great. I have rented several homes over the years and this owner went above and beyond. Best experience I have ever had. I would not hesitate to rent again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle

[](https://www.expedia.ca/Chicago-Hotels-Safe-Dtown-Park-VIEWS-Mich-Ave.h57155492.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/58000000/57250000/57241800/57241763/587fd634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/58000000/57250000/57241800/57241763/faa806c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57250000/57241800/57241763/70e17522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57250000/57241800/57241763/d07fe51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba

[](https://www.expedia.ca/Chicago-Hotels-MICH-AVE-5Safe-DTown-Grant-Park.h57241763.Hotel-Information)

Near South Side

10/10

Exceptional

(26 reviews)

"We had a great stay at this apartment in Chicago. The location was excellent for tourists and the place was clean and safe. We would stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carlos C.

[](https://www.expedia.ca/Chicago-Hotels-MICH-AVE-5Safe-DTown-Grant-Park.h57241763.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78540000/78538200/78538105/44fcbb57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/79000000/78540000/78538200/78538105/w1424h960x0y0-0bf331b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78540000/78538200/78538105/27e7557f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78540000/78538200/78538105/w1416h960x24y0-efde5063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown 3bd Penthouse| Lake Mich VIEWS +gym

[](https://www.expedia.ca/Chicago-Hotels-Downtown-3bd-Penthouse-Lake-Mich-VIEWS-Gym.h78538105.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(4 reviews)

"We stayed here for a Girls’ Weekend and had a great time! Location is excellent, view is lovely, beds were comfy, and living space was warm and cozy. Hosts were incredibly responsive and provided helpful advice and recommendations. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Meaghan M.

[](https://www.expedia.ca/Chicago-Hotels-Downtown-3bd-Penthouse-Lake-Mich-VIEWS-Gym.h78538105.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/65000000/64450000/64449900/64449884/d3fbfa0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/65000000/64450000/64449900/64449884/w1242h1863x0y2-e2849770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64450000/64449900/64449884/0ed91562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/65000000/64450000/64449900/64449884/ecdd9ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MAG MILE MEGA Entire Floor 4BD 4BA +Rooftop&Gym

[](https://www.expedia.ca/Chicago-Hotels-MAG-MILE-MEGA-Entire-Floor-4BD-4BA-RooftopGym.h64449884.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(30 reviews)

"Shower was broken in main bathroom, needed a little updating Great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

linda n.

[](https://www.expedia.ca/Chicago-Hotels-MAG-MILE-MEGA-Entire-Floor-4BD-4BA-RooftopGym.h64449884.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78490000/78483500/78483492/3a53b241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78490000/78483500/78483492/6b740ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/79000000/78490000/78483500/78483492/14203850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78490000/78483500/78483492/e7794161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS

[](https://www.expedia.ca/Chicago-Hotels-Downtown-Penthouse-Mich-Ave-2bd-Gym-VIEWS.h78483492.Hotel-Information)

Downtown Chicago

9.8/10

Exceptional

(32 reviews)

"Our stay was great! The price and location was perfect for our needs."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John S.

[](https://www.expedia.ca/Chicago-Hotels-Downtown-Penthouse-Mich-Ave-2bd-Gym-VIEWS.h78483492.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100870000/100861800/100861715/c1aa92b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/101000000/100870000/100861800/100861715/e10c5535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100870000/100861800/100861715/c5826d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100870000/100861800/100861715/19b5632f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

[](https://www.expedia.ca/Chicago-Hotels-Dtown-Penthouse-3bd-VIEWSParking-GymPool.h100861715.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(13 reviews)

"We had a great time staying in this beautiful condo."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emily O.

[](https://www.expedia.ca/Chicago-Hotels-Dtown-Penthouse-3bd-VIEWSParking-GymPool.h100861715.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78180000/78177000/78176951/50032f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78180000/78177000/78176951/3775bd7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78180000/78177000/78176951/55aa909d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/79000000/78180000/78177000/78176951/2ddd51c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Downtown MICH AVE #7 | gym+rooftop

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Downtown-MICH-AVE-7-Gymrooftop.h78176951.Hotel-Information)

Downtown Chicago

9.8/10

Exceptional

(7 reviews)

"Great location...host quick response..."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tricia N.

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Downtown-MICH-AVE-7-Gymrooftop.h78176951.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111530000/111521700/111521618/w1440h951x0y485-7fd3e807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111530000/111521700/111521618/w1440h953x0y483-fde8cf43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111530000/111521700/111521618/w1440h952x0y484-6b81ab30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111530000/111521700/111521618/w1440h953x0y483-2dc4de9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Designer Loft in Fulton Market with Parking

[](https://www.expedia.ca/Chicago-Hotels-Updated-Designer-Duplex-In-Fulton-Market-Wparking.h111521618.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(6 reviews)

"Very nice and comfortable accommodations in the heart of Fulton market. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian W.

[](https://www.expedia.ca/Chicago-Hotels-Updated-Designer-Duplex-In-Fulton-Market-Wparking.h111521618.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34090000/34083800/34083769/ab518990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34090000/34083800/34083769/01522c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34090000/34083800/34083769/5fb54c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34090000/34083800/34083769/4578f6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LOCATION!! 2b/2b Condo, 51st Floor AMAZING Views, Pool and other Amenities!

[](https://www.expedia.ca/Chicago-Hotels-LOCATION-2b2b-Condo.h34083769.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(25 reviews)

"We spent the month of March in Chicago (not the best weather, but…). The condo is lovely with everything you would want for an month long stay; Chris was extremely responsive. We had a great time visiting Chicago - what a wonderful city!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lori W.

[](https://www.expedia.ca/Chicago-Hotels-LOCATION-2b2b-Condo.h34083769.Hotel-Information)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/89000000/88910000/88902600/88902543/12d9a299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88910000/88902600/88902543/1f43942c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88902600/88902543/5c853c43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/89000000/88910000/88902600/88902543/84f4b44e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Converted Store Front Home Lets You Live Like a Local in the Heart of it All! by AllSet Turnover

[](https://www.expedia.ca/Chicago-Hotels-Converted-Store-Front-Home-Lets-You-Live-Like-A-Local-In-The-Heart-Of-It-All-By-RedAwning.h88902543.Hotel-Information)

West Town

9.0/10

Wonderful

(6 reviews)

"Property perfectly suited the needs of a work trip. There was ample room for the team to have both their own area should they need privacy and room to hang out together in the common area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adam S.

[](https://www.expedia.ca/Chicago-Hotels-Converted-Store-Front-Home-Lets-You-Live-Like-A-Local-In-The-Heart-Of-It-All-By-RedAwning.h88902543.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/92000000/91270000/91262900/91262852/ebcb1cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![10 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91270000/91262900/91262852/48ff201f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/92000000/91270000/91262900/91262852/2304a414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/92000000/91270000/91262900/91262852/b9d0a7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Mich Ave - 6 Penthouses, Sleep 25

[](https://www.expedia.ca/Chicago-Hotels-Downtown-Mich-Ave-6-Penthouses.h91262852.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(3 reviews)

"We stayed at this property for the National Restaurant Association food show. We all like to walk and enjoyed not having to take rides to the show and dinner. We loved the outdoor patio and had great weather."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Josh F.

[](https://www.expedia.ca/Chicago-Hotels-Downtown-Mich-Ave-6-Penthouses.h91262852.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/113000000/112520000/112517000/112516945/cac9ed40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112520000/112517000/112516945/d4fb2cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/113000000/112520000/112517000/112516945/94a2929a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112520000/112517000/112516945/41eded6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 4BD Gold Coast Penthouse with Deck & Views

[](https://www.expedia.ca/Chicago-Hotels-Luxury-4BD-Gold-Coast-Penthouse-With-Deck-Views.h112516945.Hotel-Information)

Downtown Chicago

[](https://www.expedia.ca/Chicago-Hotels-Luxury-4BD-Gold-Coast-Penthouse-With-Deck-Views.h112516945.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=2026-03-16&endDate=2026-03-17&regionId=6189302&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Jackson+Station+%28Red+Line%29%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6189302&latLong=41.878217%2C-87.627672&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Jackson+Station+%28Red+Line%29%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6189302&latLong=41.878217%2C-87.627672&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Jackson+Station+%28Red+Line%29%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6189302&latLong=41.878217%2C-87.627672&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Jackson+Station+%28Red+Line%29%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6189302&latLong=41.878217%2C-87.627672&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Jackson+Station+%28Red+Line%29%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6189302&latLong=41.878217%2C-87.627672&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=COTTAGE)

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## Top Jackson Station Hotel Reviews

![L7 Chicago by LOTTE](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/6dfbfa42_y.jpg)

### L7 Chicago by LOTTE

10/10 Excellent

"Great location and amazing staff!"

[](https://expedia.ca/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information)

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg)

### Eurostars Magnificent Mile

10/10 Excellent

"Beautiful hotel and night shift staff was so kind "

[](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg)

### LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent

"Always a pleasure to be there. Staff and environment were wonderful."

[](https://expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information)

![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg)

### DoubleTree by Hilton Chicago - Magnificent Mile

10/10 Excellent

"Thumbs up"

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg)

### Hotel Riu Plaza Chicago

10/10 Excellent

"Great breakfast and friendly staff "

[](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg)

### Palmer House a Hilton Hotel

10/10 Excellent

"Clean rooms great staff, beautiful and elegant facilities "

[](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d_y.jpg)

### Hotel Felix River North/Magnificent Mile

10/10 Excellent

"Clean room, I’m always glad to stay here"

[](https://expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information)

![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg)

### Congress Plaza Hotel

10/10 Excellent

"Staff was great. Clean rooms ,great location "

[](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg)

### theWit Chicago, a Hilton Hotel

10/10 Excellent

"Awesome stay. I love the Witt."

[](https://expedia.ca/Chicago-Hotels-TheWit-Chicago-A-DoubleTree-By-Hilton-Hotel.h2463437.Hotel-Information)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_6189302)

## Find out more about Jackson Station

#### What types of Condo Rentals can I find in Jackson Station? 

When you’re looking for Jackson Station Condo Rentals in 2026, you can use Expedia’s filters to find accommodation that’s family-friendly or business-friendly, and narrow down your search results by amenities, price per night, and much more. For example, you can search for Condo Rentals that welcome pets, or one with accessibility features. You’ll find a range of places to stay to suit every budget, so if you're looking for cheap Condo Rentals in Jackson Station, use our simple search function to help you secure a good deal. If the exact location of Condo Rentals is important to you, try our map facility to view available places in relation to each other and to Jackson Station. 

#### How much do Condo Rentals cost in Jackson Station? 

Prices for Jackson Station Condo Rentals can start from as little as \* in 2026\. The cost per night varies depending on several factors, including the amenities on offer at Condo Rentals, the exact location of Condo Rentals and how far they are from Jackson Station, as well as how high the demand for accommodation is near Jackson Station on the dates of your booking. At Expedia, we cater for every budget, so if you’re looking for cheap Condo Rentals in Jackson Station, you can sleep easy knowing that we’ll help you to secure some of the very best deals on offer. 

#### How to find the best deals on Jackson Station Condo Rentals? 

Expedia’s search function can help you find a great deal on Jackson Station Condo Rentals. Changing the sort order of your search results can help you to find cheap Condo Rentals in Jackson Station at a glance. If you have a specific price range in mind, try selecting minimum and maximum prices per night to narrow your results. You can also filter by guest ratings and star ratings to find some of the best offers for Condo Rentals within your budget. Don’t forget, if you’re an Expedia Rewards member, you can use the ‘Member Prices’ filter to make instant savings on your booking.

#### Why should I choose Expedia to book Jackson Station Condo Rentals? 

 One of the many benefits of booking Jackson Station Condo Rentals with Expedia is the clear and simple search function. When you use the many filters on offer, you can easily compile a shortlist of fantastic places to stay, and make comparisons between the different Condo Rentals so that you can choose exactly what you need. At Expedia, it’s possible to create your own customized package and make great savings by booking flights, car hire, and more at the same time as Jackson Station Condo Rentals. And don’t forget that with free membership to Expedia Rewards, you can earn points on all eligible purchases, and build your points total to use towards future travel. 

#### What is the cancellation policy on booking Jackson Station Condo Rentals? 

 It’s often possible to change or cancel bookings at Jackson Station Condo Rentals without a fee, but it depends on the rules and restrictions of the various Condo Rentals. Many booking options offer a window of flexibility, for example a full refund if you cancel more than 24 or 48 hours before Jackson Station arrival dates. It’s best to check the policies of the individual Condo Rentals before making a booking, if flexibility is important to you. You can filter for the ‘Fully refundable’ payment type when you search for Condo Rentals. You can also view the terms of the different Condo Rentals at any time by checking the details of your booking at Expedia. 

\*Prices and availability are subject to change. Additional terms may apply 

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