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Check availability on Chicago Hotels with a Pool

Tonight
Sep 10 - Sep 11
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Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Chicago hotels with a pool

A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.
A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.
A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

1. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
₩273,885
₩325,623 total
includes taxes & fees
Oct 1 - Oct 2
Hilton Chicago/Magnificent Mile Suites
An indoor swimming pool with lounge chairs and exercise equipment.
A bar area with wooden paneling, a TV mounted above the bar, and a bartender preparing drinks.
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A bar area with a modern design, featuring a long counter and multiple seating options.

2. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
  • Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness center.
₩284,080
₩377,579 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Centric Chicago Magnificent Mile
A modern indoor swimming pool with blue seating and a view of the city through large windows.
A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.
A modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

3. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
  • Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
₩248,905
₩295,925 total
includes taxes & fees
Sep 20 - Sep 21
Aloft by Marriott Chicago Mag Mile
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A modern hotel lobby with a central seating area, a staircase, and a wall with a vertical garden.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

4. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
  • Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
₩266,620
₩316,986 total
includes taxes & fees
Sep 20 - Sep 21
DoubleTree by Hilton Chicago - Magnificent Mile
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.
A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.

5. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
  • Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.
₩272,221
₩323,642 total
includes taxes & fees
Sep 20 - Sep 21
Embassy Suites by Hilton Chicago Downtown River North
A swimming pool with lounge chairs and a wall with a patterned design.
A gym with cardio machines, weight benches, and a large window offering a city view.
A modern hotel with a glass facade, multiple floors, and a visible entrance.
A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.

6. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
  • Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.
₩294,800
₩350,487 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Place Chicago/Downtown - The Loop
A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.
A hotel room with a large window offering a city view, a bed, a desk, and a chair.
A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.
A bar area with a granite countertop, bar stools, and a variety of bottles and glasses.

7. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
₩274,700
₩326,589 total
includes taxes & fees
Sep 27 - Sep 28
Courtyard by Marriott Chicago Magnificent Mile
A rooftop pool area with lounge chairs and a view of the city skyline.
A cozy bar area with a blue sofa, wooden chairs, and a marble bar counter.
A modern restaurant with high ceilings, exposed beams, and large windows. Tables are set with blue napkins and pink glassware.
A spacious lobby with a fireplace, comfortable seating, and a modern chandelier.

8. The Hoxton, Chicago

The Hoxton, Chicago
Downtown Chicago
  • Take a dip in the seasonal rooftop pool while sipping craft cocktails at this urban Chicago retreat.
₩427,460
₩547,577 total
includes taxes & fees
Sep 27 - Sep 28
The Hoxton, Chicago
An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.
A Hilton Garden Inn hotel with a modern facade, large windows, and a prominent sign.
A bar area with multiple seating arrangements and a variety of liquor bottles.
A modern living room with a large window, a flat-screen TV, and a variety of seating options including sofas and armchairs.

9. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
  • Make a splash at this downtown Chicago hotel with an indoor pool, fitness center, and stunning city views from each room.
₩257,655
₩306,326 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Garden Inn Chicago Downtown/Magnificent Mile
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.
A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.
A modern interior with wooden flooring, black furniture, and large windows offering city views.
A rooftop terrace with green seating, a round table, and a view of city buildings.

10. The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
Downtown Chicago
  • Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.
₩306,860
₩407,726 total
includes taxes & fees
Sep 20 - Sep 21
The Royal Sonesta Chicago River North
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Choose what matters most at hotels with a pool in Chicago

Breakfast included
Hot tub
4 stars
5 stars
Water park

Hotels with pools and free breakfast in Chicago

A large, historic building with a central courtyard surrounded by trees.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

Hilton Chicago

Hilton Chicago
Downtown Chicago
₩305,498
₩402,824 total
includes taxes & fees
Sep 25 - Sep 26
Hilton Chicago
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A modern lobby with a seating area, a bar, and a green wall.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
₩266,620
₩316,986 total
includes taxes & fees
Sep 20 - Sep 21
DoubleTree by Hilton Chicago - Magnificent Mile
A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.
A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.
A hotel reception area with a black reception desk, a concierge service sign, and a tiled floor.
An indoor swimming pool with lounge chairs and a no diving sign.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
₩317,781
₩417,139 total
includes taxes & fees
Sep 20 - Sep 21
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A hotel room with a large window offering a city view, a bed, a desk, and a chair.
A Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.
A bar area with a granite countertop, bar stools, and a variety of bottles and glasses.
A reception area with a modern design, featuring a large window, a reception desk, and artwork on the wall.

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
₩274,700
₩326,589 total
includes taxes & fees
Sep 27 - Sep 28
Courtyard by Marriott Chicago Magnificent Mile
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A modern hotel room with a sofa, ottoman, and a dining area with a bar.
An indoor swimming pool with lounge chairs and exercise equipment.
A bar area with a modern design, featuring a long counter and multiple seating options.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
₩284,080
₩377,579 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Centric Chicago Magnificent Mile
A modern hotel with a glass facade, multiple floors, and a visible entrance.
A modern hotel room with a large window, a desk with a lamp, a sofa, and a chair.
A hotel room with a large bed, a desk with a chair, a sofa, and a TV.
A gym with cardio machines, weight benches, and a large window offering a city view.

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
₩294,800
₩350,487 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Place Chicago/Downtown - The Loop
An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.
A Hilton Garden Inn hotel with a modern facade, large windows, and a prominent sign.
A bar area with multiple seating arrangements and a variety of liquor bottles.
A self-service food area with chilled and frozen sections, a variety of snacks, and a Dippin' Dots ice cream cooler.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
₩257,655
₩306,326 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Garden Inn Chicago Downtown/Magnificent Mile
A modern restaurant interior with a green wall, hanging lights, and a long dining area.
A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.
A modern high-rise building with a glass facade, surrounded by other tall buildings.
A modern interior with wooden flooring, black furniture, and large windows offering city views.

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
Downtown Chicago
₩306,860
₩407,726 total
includes taxes & fees
Sep 20 - Sep 21
The Royal Sonesta Chicago River North
A modern lobby with a geometric light installation, a staircase, and a reception desk.
A modern lobby with a reception desk, seating area, staircase, and decorative lighting.
A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.
A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
₩285,286
₩339,177 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn & Suites Chicago Downtown
A multi-story hotel with a prominent AC logo, large windows, and a modern architectural design.
A buffet setup with various food items and serving utensils.
A modern indoor swimming pool with clear glass walls, lounge chairs, and a view of the building's exterior.
A modern hotel room with a sofa, chairs, a coffee table, and a TV.

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
Downtown Chicago
₩278,720
₩331,370 total
includes taxes & fees
Sep 27 - Sep 28
AC Hotels by Marriott Chicago Downtown
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Hotels with pools and hot tubs in Chicago

A large, historic building with a central courtyard surrounded by trees.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

Hilton Chicago

Hilton Chicago
Downtown Chicago
₩305,498
₩402,824 total
includes taxes & fees
Sep 25 - Sep 26
Hilton Chicago
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A modern hotel room with a sofa, ottoman, and a dining area with a bar.
An indoor swimming pool with lounge chairs and exercise equipment.
A bar area with a modern design, featuring a long counter and multiple seating options.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
₩284,080
₩377,579 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Centric Chicago Magnificent Mile
A rooftop pool area with lounge chairs and umbrellas, surrounded by buildings with 'Whole Foods Market' signage.
A modern kitchen with a large window, wooden cabinets, and a dining area with a table and chairs.
A modern bedroom with a large bed, a TV, and a city view.
A modern hotel entrance with a glass facade, a covered outdoor seating area, and signage for 'The Alston' and 'One Chicago Life Time Work'.

Stay One Chicago

Stay One Chicago
Downtown Chicago
₩373,599
₩438,568 total
includes taxes & fees
Sep 20 - Sep 21
Stay One Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A modern dining area with round tables, comfortable chairs, and a dessert display.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
A modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
₩927,280
₩1,102,443 total
includes taxes & fees
Oct 4 - Oct 5
The Langham, Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
A couple dining on a balcony with a cityscape view.
A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.
An indoor swimming pool with a modern design, a reception area with a sign for Waldorf Astoria Chicago, and a seating area with two people.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
₩854,250
₩1,015,618 total
includes taxes & fees
Sep 20 - Sep 21
Waldorf Astoria Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.
A woman sitting by a window with a city view, holding a cup and saucer.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
₩898,470
₩1,068,190 total
includes taxes & fees
Oct 4 - Oct 5
Park Hyatt Chicago
A modern lobby with a wooden floor, a staircase with glass railings, and a seating area with leather sofas.
A modern hotel room with a marble bathroom, a large mirror, a bedside table, and a bed with a city view.
An outdoor seating area with tables and chairs, string lights, and umbrellas.
A serene hallway with a Buddha statue, a stone bench, and a wall with a unique light pattern.

The Hotel at Midtown

The Hotel at Midtown
Bucktown
₩300,495
₩423,555 total
includes taxes & fees
Sep 27 - Sep 28
The Hotel at Midtown
A modern hotel lobby with a sofa, coffee table, and a reception desk.
A hotel room with a sofa, a desk, a chair, a bed, a TV, and a large window offering a city view.
A reception desk with a geometric wall art, a vase with flowers, and a digital screen displaying a mobile check-in message.
A hotel room with a bed, a TV on a wooden dresser, a window with a view of a cityscape, and a lamp on the nightstand.

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
₩216,839
₩254,547 total
includes taxes & fees
Sep 20 - Sep 21
Renaissance Chicago O'Hare Suites Hotel
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4-star hotels with pools in Chicago

The Intercontinental hotel facade with a large American flag and a floral display.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A person sitting by a window with a cityscape view.

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
₩408,700
₩532,803 total
includes taxes & fees
Sep 20 - Sep 21
InterContinental Chicago Magnificent Mile by IHG
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

The Wade

The Wade
Downtown Chicago
₩340,360
₩404,653 total
includes taxes & fees
Sep 13 - Sep 14
The Wade
A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.
A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.
A hotel reception area with a black reception desk, a concierge service sign, and a tiled floor.
An indoor swimming pool with lounge chairs and a no diving sign.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
₩317,781
₩417,139 total
includes taxes & fees
Sep 20 - Sep 21
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A modern lobby with a seating area, a bar, and a green wall.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
₩266,620
₩316,986 total
includes taxes & fees
Sep 20 - Sep 21
DoubleTree by Hilton Chicago - Magnificent Mile
A large, historic building with a central courtyard surrounded by trees.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

Hilton Chicago

Hilton Chicago
Downtown Chicago
₩305,498
₩402,824 total
includes taxes & fees
Sep 25 - Sep 26
Hilton Chicago
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A modern hotel room with a sofa, ottoman, and a dining area with a bar.
An indoor swimming pool with lounge chairs and exercise equipment.
A bar area with a modern design, featuring a long counter and multiple seating options.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
₩284,080
₩377,579 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Centric Chicago Magnificent Mile
A multi-story hotel with a prominent AC logo, large windows, and a modern architectural design.
A buffet setup with various food items and serving utensils.
A modern indoor swimming pool with clear glass walls, lounge chairs, and a view of the building's exterior.
A modern hotel room with a sofa, chairs, a coffee table, and a TV.

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
Downtown Chicago
₩278,720
₩331,370 total
includes taxes & fees
Sep 27 - Sep 28
AC Hotels by Marriott Chicago Downtown
A modern restaurant interior with a green wall, hanging lights, and a long dining area.
A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.
A modern high-rise building with a glass facade, surrounded by other tall buildings.
A modern interior with wooden flooring, black furniture, and large windows offering city views.

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
Downtown Chicago
₩306,860
₩407,726 total
includes taxes & fees
Sep 20 - Sep 21
The Royal Sonesta Chicago River North
An outdoor seating area with modern furniture and potted plants.
A modern skyscraper with a unique wavy facade, surrounded by other high-rise buildings.
A modern hotel with a rooftop pool, surrounded by high-rise buildings and a clear view of the city skyline.
A modern interior with a staircase, glass railings, and a visible restaurant area.

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
₩393,853
₩509,672 total
includes taxes & fees
Oct 2 - Oct 3
Radisson Blu Aqua Hotel Chicago
An outdoor seating area with a glass table, orange cushions, and potted plants.
A modern hotel lobby with a bar area, seating arrangements, and decorative lighting.
A modern building with a large glass facade and a river in front.
A person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
₩427,460
₩556,004 total
includes taxes & fees
Sep 20 - Sep 21
Sheraton Grand Chicago Riverwalk
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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Top Chicago Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"My stay at the Chicago Hilton was truly exceptional. From the moment I arrived, I was impressed by the beautiful and elegant surroundings, outstanding amenities, and impeccable service. The staff were gracious, attentive, and professional, making the entire experience feel warm and welcoming. The hotel itself is absolutely gorgeous, with amenities that exceeded my expectations. I look forward to staying here again and would highly recommend the Chicago Hilton to anyone seeking a memorable and luxurious experience in Chicago."
Emelita 2-night trip
Posted less than an hour ago
Hilton Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Clean room, friendly staff and the hotel is in a perfect location"
Shang 2-night trip
Posted 2 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Room was comfortable & very clean. Staff was very accommodating."
Joan 1-night trip
Posted 3 hours ago
The Chicago Hotel Collection - Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"My stay was great. But the hallway was off putting."
Asa 2-night trip
Posted 3 hours ago
Congress Plaza Hotel
Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"It was our first time in Chicago, and we would definitely stay here again. The hotel is clean, quiet, and so pretty. (with an art deco vibe) It’s also located in a great area, very easily walkable to most shops/attractions/etc that were already on our list. The staff was so friendly. I wish I got the name of the lovely lady who was so generous to my friends and I. Overall such a nice comfy place to stay at!"
Angelica 2-night trip
Posted 3 hours ago
Warwick Allerton - Chicago
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"I really liked the fact they had water stations with bottles you could fill up"
Paige 2-night trip
Posted 3 hours ago
Club Quarters Hotel, Central Loop, Chicago
The Wade

The Wade

8/10 Good
"Staff was friendly, bar was nice, but don’t go to Timmy’s for food or good drinks. And don’t drink the water in the room"
Perrico 1-night trip
Posted 3 hours ago
The Wade
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"great location"
Jennifer 2-night trip
Posted 4 hours ago
Hyatt Regency Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"It really is worth the extra cost to stay at this hotel if you have a very early flight or get in on a late flight and need a place to stay. It is literally across the street from the airport. There is a way to walk to the terminal undercover if it’s raining but if the weather is clear, you can walk 2 mins and be from hotel lobby to terminal. And leaving your car here while traveling is a bit pricey but you can at least cut that cost in half if you buy it through an airport parking app and it could not be more easy and you get valet service as a bonus."
Julie 1-night trip
Posted 5 hours ago
Hilton Chicago O'Hare Airport

Frequently asked questions

What's it like visiting Chicago?
If lounging by a pool is your idea of a great vacation, you may want to consider lively Chicago, which offers 144 places to stay with pools. While you're here, you can explore attractions like Soldier Field and Navy Pier, and then kick back and relax poolside at one of the accommodations in Chicago that guests like for their pools.
What are some hotels with pools in Chicago?
Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 2-minute walk from Grant Park. Provides a snack bar/deli, a pool, and complimentary wireless internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago O'Hare Rosemont: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Offers buffet, an indoor pool, and a 24-hour fitness center.
How many hotels with pools will I be able to find in Chicago?
Expedia's 144 hotels in Chicago give you a great choice for your poolside getaway.
What is there to see and do in Chicago?
Explore places like Soldier Field, Navy Pier, and Wrigley Field while you're in Chicago. Surround yourself with nature at Millennium Park and Grant Park. Visitors have positive things to say about the popular theater scene and stunning architecture in Chicago.
When is the best time to book a hotel with a pool in Chicago?
You may want to think about a place to stay that offers an outdoor pool if you're planning to visit Chicago in the warmest months of July, August, or June when the average temperature is 70°F. Lodging offering 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.
What's the best way to travel around Chicago?
Knowing the transportation options in Chicago can help you enjoy the area beyond your hotel pool. Take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station. If you'd like to venture out around the area, you may want to rent a car for your trip.

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