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Find Hotels with a Pool in Lakeview, IL from CA $129

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Check prices for these dates

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Nov 5 - Nov 6
Tomorrow
Nov 6 - Nov 7
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Lakeview hotels with a pool

A hotel with a swimming pool, outdoor seating, and a view of the city skyline.

1. The Hotel at Midtown

The Hotel at Midtown
4.0 star property
Bucktown
9.0 out of 10, Wonderful, (941 reviews)
  • cleanliness
    Dive into tennis and spa bliss at this wellness-focused hotel with two pools and luxurious amenities.
The price is CA $301
CA $427 total
includes taxes & fees
Dec 1 - Dec 2
The Hotel at Midtown
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

2. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,577 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is CA $141
CA $168 total
includes taxes & fees
Nov 22 - Nov 23
DoubleTree by Hilton Chicago - Magnificent Mile
A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.

3. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,054 reviews)
The price is CA $162
CA $192 total
includes taxes & fees
Dec 6 - Dec 7
Hilton Chicago/Magnificent Mile Suites
A modern indoor swimming pool with clear blue water, large windows offering city views, and a poolside area with chairs and a sun lounger.

4. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,308 reviews)
  • cleanliness
    Splashy indoor pool luxury awaits with designer touches in Chicago's West Loop scene.
The price is CA $208
CA $248 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt House Chicago/West Loop-Fulton Market
A modern indoor swimming pool with blue seating and a view of the city through large windows.

5. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,313 reviews)
  • cleanliness
    Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is CA $153
CA $182 total
includes taxes & fees
Nov 22 - Nov 23
Aloft by Marriott Chicago Mag Mile
An indoor swimming pool with a skylight, tiled floor, and poolside seating.

6. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,591 reviews)
  • cleanliness
    Splash into downtown luxury at this Hampton Inn with stylish indoor pool and river proximity.
The price is CA $154
CA $183 total
includes taxes & fees
Nov 24 - Nov 25
Hampton Inn & Suites Chicago Downtown
A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.

7. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,080 reviews)
The price is CA $154
CA $183 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard by Marriott Chicago Magnificent Mile
An indoor swimming pool with lounge chairs and exercise equipment.

8. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,116 reviews)
  • cleanliness
    Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness centre.
The price is CA $153
CA $224 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Centric Chicago Magnificent Mile
A spacious indoor pool area with a clear view of the city through large windows, surrounded by wicker furniture and a clean, modern design.

9. Best Western River North Hotel

Best Western River North Hotel
2.5 star property
Downtown Chicago
7.8 out of 10, Good, (1,188 reviews)
  • cleanliness
    Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness centre.
The price is CA $129
CA $154 total
includes taxes & fees
Nov 22 - Nov 23
Best Western River North Hotel
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

10. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,004 reviews)
  • cleanliness
    Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.
The price is CA $208
CA $292 total
includes taxes & fees
Dec 6 - Dec 7
Hotel 505 River North
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

Compare popular hotels in Lakeview

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A modern lobby with a wooden floor, a staircase with glass railings, and a seating area with leather sofas.
The Hotel at Midtown
4.0 star property
9.0
Wonderful
941 reviews
View
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8
Excellent
2,577 reviews
View
A multi-story building with a prominent entrance featuring a large archway and a sign.
Hilton Chicago
4.0 star property
8.6
Excellent
3,526 reviews
View
A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.
Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
9.0
Wonderful
1,308 reviews
View
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
Hampton Inn & Suites Chicago Downtown
3.0 star property
9.2
Wonderful
1,591 reviews
View

Top Lakeview Hotel Reviews

A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago

10/10 Excellent

Easy check in, clean rooms, lots of space.
Canada
Lauren
Reviewed November 2, 2026
Hilton Chicago/Magnificent Mile Suites

Frequently Asked Questions

What are some accommodations with pools in Lakeview?

River Hotel: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 8-minute walk from Lake Michigan. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center.

What is there to see and do in Lakeview?

Explore places like Wrigley Field and Lake Michigan while you're in Lakeview. Make a point to visit attractions like Lincoln Park and Athenaeum Theatre. Lakeview appeals to visitors with its beautiful lakeside setting, popular theater scene, and bar scene.

When is the best time to book a hotel with a pool in Lakeview?

You may want to think about an accommodation with an outdoor swimming pool if you're planning to visit in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 31°F.

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