Photo by © City of Chicago

Find Hotels with a Pool in Lakeview, IL from CA $112

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 7 - Nov 8
Tomorrow
Nov 8 - Nov 9
Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

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, (942 reviews)
  • cleanliness
    Dive into tennis and spa bliss at this wellness-focused hotel with two pools and luxurious amenities.
The price is CA $292
CA $417 total
includes taxes & fees
Dec 8 - Dec 9
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, (2,579 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is CA $136
CA $161 total
includes taxes & fees
Dec 8 - Dec 9
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, (5,059 reviews)
The price is CA $143
CA $170 total
includes taxes & fees
Dec 7 - Dec 8
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, (3,315 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 $157
CA $187 total
includes taxes & fees
Dec 8 - Dec 9
Aloft by Marriott Chicago Mag Mile
An indoor swimming pool with a skylight, tiled floor, and poolside seating.

5. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,593 reviews)
  • cleanliness
    Splash into downtown luxury at this Hampton Inn with stylish indoor pool and river proximity.
The price is CA $140
CA $167 total
includes taxes & fees
Dec 8 - Dec 9
Hampton Inn & Suites Chicago Downtown
A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.

6. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,083 reviews)
The price is CA $156
CA $185 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard by Marriott Chicago Magnificent Mile
An indoor swimming pool with lounge chairs and exercise equipment.

7. 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 $154
CA $224 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Centric Chicago Magnificent Mile
An indoor swimming pool with lounge chairs and tables, a tiled floor, and a ceiling with a unique light fixture.

8. 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, (3,014 reviews)
  • cleanliness
    Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.
The price is CA $166
CA $238 total
includes taxes & fees
Nov 24 - Nov 25
Embassy Suites by Hilton Chicago Downtown 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, (1,189 reviews)
  • cleanliness
    Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness centre.
The price is CA $112
CA $133 total
includes taxes & fees
Dec 8 - Dec 9
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, (3,006 reviews)
  • cleanliness
    Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.
The price is CA $194
CA $276 total
includes taxes & fees
Dec 7 - Dec 8
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
942 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
2,579 reviews
View
A grand hotel lobby with a central staircase, ornate columns, and a decorative ceiling.
Hilton Chicago
4.0 star property
8.6
Excellent
3,527 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
1,309 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
1,593 reviews
View

Top Lakeview Hotel Reviews

A modern indoor pool area with lounge chairs, a wooden table, and large windows.
Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
Near West Side

10/10 Excellent

It’s perfect if you are going to a game at the United Center
Canada
Richard
Reviewed October 24, 2026
Hampton Inn & Suites Chicago Medical District UIC

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.

Explore a world of travel with Expedia