The Best Hotels with a Pool in The Loop, IL from NT$3,755 in 2026

Q: What are some accommodations with pools in The Loop?

River Hotel : Hotel, 2-minute walk from Grant Park. Provides 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel : Hotel, 6-minute walk from Chicago Riverwalk. Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access.

A river with yellow boats, a bridge, and tall buildings.

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Our top choices for The Loop hotels with a pool

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

1. Hotel 505 River North

River North, 0.8 km from The Loop

Miya

NT$5,357 total

includes taxes & fees

Nov 22 - Nov 23

A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

2. InterContinental Chicago Magnificent Mile by IHG

Magnificent Mile, 0.9 km from The Loop

Faye

NT$8,699 total

includes taxes & fees

Nov 22 - Nov 23

A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

3. Embassy Suites by Hilton Chicago Downtown River North

River North, 1 km from The Loop

Stacy

NT$4,908 total

includes taxes & fees

Nov 22 - Nov 23

A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.

4. Courtyard by Marriott Chicago Magnificent Mile

Streeterville, 1.2 km from The Loop

Richard

NT$4,441 total

includes taxes & fees

Nov 23 - Nov 24

An indoor swimming pool with a skylight, tiled floor, and poolside seating.

5. Hampton Inn & Suites Chicago Downtown

River North, 0.8 km from The Loop

Tracy

NT$4,259 total

includes taxes & fees

Nov 24 - Nov 25

An indoor swimming pool with a skylight, lounge chairs, and potted plants.

6. Renaissance Chicago Downtown Hotel

The Loop

christina

NT$8,371 total

includes taxes & fees

Nov 23 - Nov 24

A swimming pool with lounge chairs and a wall with a patterned design.

7. Hyatt Place Chicago/Downtown - The Loop

The Loop

Cordula

NT$4,573 total

includes taxes & fees

Nov 23 - Nov 24

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

8. Palmer House a Hilton Hotel

The Loop

Christy

NT$6,141 total

includes taxes & fees

Nov 24 - Nov 25

A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.

9. Trump International Hotel & Tower Chicago

River North, 0.6 km from The Loop

Matthew

NT$17,868 total

includes taxes & fees

Nov 15 - Nov 16

A modern indoor pool area with large windows, potted palm plants, and lounge chairs.

10. The Peninsula Chicago

Streeterville, 1.4 km from The Loop

Vincent Haley

NT$24,222 total

includes taxes & fees

Nov 22 - Nov 23

A swimming pool with clear lane dividers, surrounded by modern buildings and outdoor seating areas.

11. Radisson Blu Aqua Hotel Chicago

The Loop

Tania

NT$7,112 total

includes taxes & fees

Nov 22 - Nov 23

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

12. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 1.3 km from The Loop

Jodi

NT$3,920 total

includes taxes & fees

Nov 23 - Nov 24

An indoor swimming pool with lounge chairs and tables, a tiled floor, and a ceiling with a unique light fixture.

13. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Streeterville, 1.1 km from The Loop

Serge

NT$5,997 total

includes taxes & fees

Nov 24 - Nov 25

A modern indoor swimming pool with blue seating and a view of the city through large windows.

14. Aloft by Marriott Chicago Mag Mile

Streeterville, 1.2 km from The Loop

Kevin

NT$4,346 total

includes taxes & fees

Nov 22 - Nov 23

A person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.

15. Sheraton Grand Chicago Riverwalk

Streeterville, 1 km from The Loop

Tammi-Jo Baxter

NT$7,709 total

includes taxes & fees

Nov 25 - Nov 26

A modern indoor swimming pool with clear blue water, lounge chairs, and a tiled wall with a blue mosaic pattern.

16. JW Marriott Chicago

The Loop

lisa

NT$8,371 total

includes taxes & fees

Nov 26 - Nov 27

A swimming pool with a ceiling of lights, large windows, and potted plants.

17. The Langham, Chicago

River North, 0.5 km from The Loop

Ana

NT$20,928 total

includes taxes & fees

Nov 22 - Nov 23

18. Hilton Chicago

The Loop

Christian

NT$5,140 total

includes taxes & fees

Nov 27 - Nov 28

An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.

19. Four Seasons Hotel Chicago

Streeterville, 1.7 km from The Loop

ryan

NT$19,378 total

includes taxes & fees

Nov 22 - Nov 23

A modern indoor swimming pool with clear glass walls, lounge chairs, and a view of the building's exterior.

20. AC Hotels by Marriott Chicago Downtown

River North, 1.1 km from The Loop

Katharine

NT$5,116 total

includes taxes & fees

Nov 22 - Nov 23

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Choose what matters most at hotels with a pool in The Loop

Breakfast included

4 stars

Top The Loop Hotel Reviews

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Nice cute boutique hotel. Ideal location."

Sports Illustrated Resorts Chicago

8/10 Good

"Overall my stay was pretty good. The only two issues were my mini fridge wasn’t working and I lost my leftovers that sat in there for the two days I stayed. Secondly, I had a staff member tell me about a special tour and promotion, only to tell me somehow I was not eligible. Then he had me bring my son down to see if he could be eligible. He was only 18,not 21. So he was not. That was not very pleasant considering it was basically pulled back for some reason . I visit 3-4 times a year. I either stay at the Westin River north or the Royal Sonesta River North. The lost food was no biggie but being given a whole rundown about how the hotel was trying to build a new customer base and then being told I wasn’t eligible was crappy. I can’t lie. Everything else was pretty good. The happy hours were cool. Staff outside of that was generally ok."

Frequently asked questions

What are some accommodations with pools in The Loop?

River Hotel: Hotel, 2-minute walk from Grant Park. Provides 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel: Hotel, 6-minute walk from Chicago Riverwalk. Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access.

What is there to see and do in The Loop?

Explore places like Michigan Avenue and Lake Michigan while you're in The Loop. Surround yourself with nature at Millennium Park and Grant Park. The Loop appeals to visitors with its array of dining options, stunning architecture, and top museums.

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

You may want to consider a place to stay that offers an outdoor if you plan to visit in the warmest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 31°F.

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Check availability on The Loop Hotels with a Pool

Our top choices for The Loop hotels with a pool

1. Hotel 505 River North

2. InterContinental Chicago Magnificent Mile by IHG

3. Embassy Suites by Hilton Chicago Downtown River North

4. Courtyard by Marriott Chicago Magnificent Mile

5. Hampton Inn & Suites Chicago Downtown

6. Renaissance Chicago Downtown Hotel

7. Hyatt Place Chicago/Downtown - The Loop

8. Palmer House a Hilton Hotel

9. Trump International Hotel & Tower Chicago

10. The Peninsula Chicago

11. Radisson Blu Aqua Hotel Chicago

12. DoubleTree by Hilton Chicago - Magnificent Mile

13. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

14. Aloft by Marriott Chicago Mag Mile

15. Sheraton Grand Chicago Riverwalk

16. JW Marriott Chicago

17. The Langham, Chicago

18. Hilton Chicago

19. Four Seasons Hotel Chicago

20. AC Hotels by Marriott Chicago Downtown

Choose what matters most at hotels with a pool in The Loop

Top The Loop Hotel Reviews

The Royal Sonesta Chicago Downtown

Congress Plaza Hotel

Fairmont Chicago at Millennium Park

Hyatt Place Chicago/Downtown - The Loop

HI Chicago Hostel

Sports Illustrated Resorts Chicago

Swissotel - Chicago

Frequently asked questions

Explore a world of travel with Expedia

Find Hotels with a Pool in The Loop, IL

Change your mind

Treat yourself

Be picky

Check availability on The Loop Hotels with a Pool

Our top choices for The Loop hotels with a pool

1. Hotel 505 River North

2. InterContinental Chicago Magnificent Mile by IHG

3. Embassy Suites by Hilton Chicago Downtown River North

4. Courtyard by Marriott Chicago Magnificent Mile

5. Hampton Inn & Suites Chicago Downtown

6. Renaissance Chicago Downtown Hotel

7. Hyatt Place Chicago/Downtown - The Loop

8. Palmer House a Hilton Hotel

9. Trump International Hotel & Tower Chicago

10. The Peninsula Chicago

11. Radisson Blu Aqua Hotel Chicago

12. DoubleTree by Hilton Chicago - Magnificent Mile

13. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

14. Aloft by Marriott Chicago Mag Mile

15. Sheraton Grand Chicago Riverwalk

16. JW Marriott Chicago

17. The Langham, Chicago

18. Hilton Chicago

19. Four Seasons Hotel Chicago

20. AC Hotels by Marriott Chicago Downtown

Choose what matters most at hotels with a pool in The Loop

Top The Loop Hotel Reviews

The Royal Sonesta Chicago Downtown

Frequently asked questions

Explore a world of travel with Expedia