A modern glass building with a wooden walkway leading to it.

Lakeview Hotels with Swimming Pool

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Check availability on Lakeview Hotels with Swimming Pools

Our top choices for Lakeview hotels with a pool

An indoor swimming pool with lounge chairs and a sofa, large windows with a view of the city, and a high ceiling with skylights.

1. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,088 reviews)
  • cleanliness
    Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
The price is S$226
includes taxes & fees
27 Sept - 28 Sept
The Wade
A hotel with a swimming pool, outdoor seating, and a view of the city skyline.

2. The Hotel at Midtown

The Hotel at Midtown
4.0 star property
Bucktown
9.0 out of 10, Wonderful, (923 reviews)
  • cleanliness
    Dive into tennis and spa bliss at this wellness-focused hotel with two pools and luxurious amenities.
The price is S$484
includes taxes & fees
22 Oct - 23 Oct
The Hotel at Midtown
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, (4,949 reviews)
The price is S$308
includes taxes & fees
1 Oct - 2 Oct
Hilton Chicago/Magnificent Mile Suites
A modern indoor swimming pool with blue seating and a view of the city through large windows.

4. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,364 reviews)
  • cleanliness
    Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is S$288
includes taxes & fees
27 Sept - 28 Sept
Aloft by Marriott Chicago Mag Mile
A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.

5. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,067 reviews)
The price is S$296
includes taxes & fees
27 Sept - 28 Sept
Courtyard by Marriott Chicago Magnificent Mile
A hotel pool area with a clear view of the cityscape through large windows, a pool with a metal ladder, and several lounge chairs.

6. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Splash into urban relaxation at this West Loop hotel's stylish indoor pool, where sun loungers invite post-sightseeing unwinding.
The price is S$312
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn Chicago West Loop Fulton Market Area
A spacious indoor pool area with a clear view of the city through large windows, surrounded by wicker furniture and a clean, modern design.

7. Best Western River North Hotel

Best Western River North Hotel
2.5 star property
Downtown Chicago
7.8 out of 10, Good, (1,177 reviews)
  • cleanliness
    Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness centre.
The price is S$256
includes taxes & fees
27 Sept - 28 Sept
Best Western River North Hotel
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, (1,122 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 S$385
includes taxes & fees
1 Oct - 2 Oct
Hyatt Centric Chicago Magnificent Mile
An indoor swimming pool with lounge chairs and a no diving sign.

9. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3,017 reviews)
  • cleanliness
    Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.
The price is S$384
includes taxes & fees
1 Oct - 2 Oct
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
An indoor swimming pool with a high ceiling and skylights, surrounded by lounge chairs and a tiled floor.

10. voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,708 reviews)
  • cleanliness
    Dive into the Chicago city centre hotel's refreshing indoor pool and sauna for ultimate relaxation.
The price is S$371
includes taxes & fees
27 Sept - 28 Sept
voco Chicago Downtown - Riverwalk by IHG
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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Choose what matters most at hotels with a pool in Lakeview

Breakfast included
4 stars

Top Lakeview Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"I’ve stayed here for years. Every riot"
James 4-night trip
Posted 11 hours ago
Congress Plaza Hotel

Frequently asked questions

What are some accommodation options 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. Features 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 centre.
What is there to see and do in Lakeview?
Explore places such as Wrigley Field and Lake Michigan while you're in Lakeview. Make a point to visit attractions such as Lincoln Park and Athenaeum Theatre. Lakeview appeals to visitors with its beautiful lakeside setting, popular theatre scene and bar scene.
When is the best time to book a hotel with a pool in Lakeview?
You may want to think about accommodation with an outdoor swimming pool if you plan to visit in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation 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 -1°C.

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