A river with a yellow boat, surrounded by tall buildings and a bridge.

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Check availability on Chicago Hotels with a Pool

Tonight
Aug 18 - Aug 19
Tomorrow
Aug 19 - Aug 20
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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 cityscape at dusk with high-rise buildings, including a Hilton hotel.
A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.
A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.

1. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
$145 nightly
$172 total
Sep 1 - Sep 2
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
An indoor swimming pool with lounge chairs and a no diving sign.
A hotel reception area with a black reception desk, a concierge service sign, and a tiled floor.
A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.
A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.

2. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
  • Chicago hotel offers refreshing stays with indoor pool, fitness center, and walkable Michigan Avenue access.
$173 nightly
$231 total
Sep 10 - Sep 11
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.
A modern hotel lobby with a central seating area, a staircase, and a wall with a vertical garden.

3. 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.
$161 nightly
$191 total
Aug 30 - Aug 31
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
A modern indoor swimming pool with blue seating and a view of the city through large windows.
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.

4. 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.
$154 nightly
$183 total
Sep 7 - Sep 8
Total with taxes and fees
Aloft by Marriott Chicago Mag Mile
A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.
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 hotel room with a large window offering a city view, a bed, a desk, and a chair.

5. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$155 nightly
$184 total
Sep 7 - Sep 8
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile
An indoor swimming pool with a skylight, tiled floor, and poolside seating.
A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.
A modern lobby with a reception desk, seating area, staircase, and decorative lighting.
A modern hotel with a corner location, large windows, and a green awning.

6. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
  • Splash into downtown luxury at this Hampton Inn with stylish indoor pool and river proximity.
$161 nightly
$189 total
Sep 8 - Sep 9
Total with taxes and fees
Hampton Inn & Suites Chicago Downtown
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.

7. 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.
$169 nightly
$201 total
Sep 7 - Sep 8
Total with taxes and fees
Hyatt Place Chicago/Downtown - The Loop
An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.
A restaurant with a long counter, seating area, and a kitchen visible in the background.
A modern living room with a large window, a flat-screen TV, and a variety of seating options including sofas and armchairs.
A bar area with multiple seating arrangements and a variety of liquor bottles.

8. 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.
$146 nightly
$173 total
Aug 30 - Aug 31
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
A swimming pool with clear lanes, surrounded by modern high-rise buildings and a paved walkway.
A modern interior with a staircase, glass railings, and a visible restaurant area.
An outdoor seating area with modern furniture and potted plants.
A nighttime cityscape with high-rise buildings, a curved architectural feature, and a well-lit urban area.

9. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
  • Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.
$245 nightly
$291 total
Sep 7 - Sep 8
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago
An indoor swimming pool with lounge chairs and a sofa, large windows with a view of the city, and a high ceiling with skylights.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

10. The Wade

The Wade
Downtown Chicago
  • Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
$169 nightly
$201 total
Aug 23 - Aug 24
Total with taxes and fees
The Wade
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Choose what matters most at hotels with a pool in Chicago

Breakfast included
Hot tub
Water park
Spa
4 stars

Hotels with pools and free breakfast in Chicago

A cityscape at dusk with high-rise buildings, including a Hilton hotel.
A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.
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 bed, a desk, a television, a sofa, and a large window with a city view.

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
$145 nightly
$172 total
Sep 1 - Sep 2
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.
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.
A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
$173 nightly
$231 total
Sep 10 - Sep 11
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown 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
$169 nightly
$201 total
Sep 7 - Sep 8
Total with taxes and fees
Hyatt Place Chicago/Downtown - The Loop
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 reception area with a modern design, featuring a large window, a reception desk, and artwork on the wall.
A Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$155 nightly
$184 total
Sep 7 - Sep 8
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile
A modern lobby with a geometric light installation, a staircase, and a reception desk.
A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.
A modern hotel with a corner location, large windows, and a green awning.
A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
$161 nightly
$189 total
Sep 8 - Sep 9
Total with taxes and fees
Hampton Inn & Suites Chicago Downtown
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.
A modern lobby with a seating area, a bar, and a green wall.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
$161 nightly
$191 total
Aug 30 - Aug 31
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
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.
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 high-rise hotel with multiple floors, large windows, and a well-lit entrance area.

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
$154 nightly
$183 total
Sep 7 - Sep 8
Total with taxes and fees
Aloft by Marriott Chicago Mag Mile
An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.
A restaurant with a long counter, seating area, and a kitchen visible in the background.
A self-service food area with chilled and frozen sections, a variety of snacks, and a Dippin' Dots ice cream cooler.
A bar area with multiple seating arrangements and a variety of liquor bottles.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
$146 nightly
$173 total
Aug 30 - Aug 31
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
A rooftop patio with outdoor seating, a pergola, and a view of tall buildings.
A hotel entrance with a neon sign for Hampton Inn and Homewood Suites, a parking entrance, and a brick building with a large sign.
A modern living room with a large bookshelf, a sofa, and a coffee table.
A modern hotel lobby with a beige sofa, a red armchair, a coffee table, and a kitchen area with wine bottles and glasses.

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
$177 nightly
$211 total
Sep 7 - Sep 8
Total with taxes and fees
Hampton Inn Chicago West Loop Fulton Market Area
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A modern workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.
A bar area with a modern design, featuring a long counter and multiple seating options.
A modern hotel room with a sofa, ottoman, and a dining area with a bar.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$194 nightly
$231 total
Aug 31 - Sep 1
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
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Hotels with pools and hot tubs in Chicago

A large, multi-story hotel with a prominent entrance and classical architectural details.
A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.
A spacious hotel lobby with a long reception desk, multiple seating areas, and a large fireplace.
A spacious lobby with a patterned carpet, comfortable seating, a fireplace, and large windows.

Hilton Chicago

Hilton Chicago
Downtown Chicago
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Chicago
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A modern workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.
A bar area with a modern design, featuring a long counter and multiple seating options.
A modern hotel room with a sofa, ottoman, and a dining area with a bar.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$194 nightly
$231 total
Aug 31 - Sep 1
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.
A luxurious hotel lobby with marble columns, a polished floor, and ornate chandeliers.
A couple in white robes sitting in a bathtub with candles and a bottle of champagne.
A historic building with large windows and a marquee sign for JW Marriott.

JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
$327 nightly
$389 total
Sep 6 - Sep 7
Total with taxes and fees
JW Marriott 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 swimming pool with a ceiling of lights, large windows, and potted plants.

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
$563 nightly
$669 total
Sep 7 - Sep 8
Total with taxes and fees
The Langham, Chicago
A rooftop pool area with lounge chairs and umbrellas, surrounded by buildings with 'Whole Foods Market' signage.
A modern bedroom with a large bed, a TV, and a city view.
A modern living room with a sectional sofa, a round coffee table, a glass-top dining table, and a large window offering 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
$383 nightly
$449 total
Aug 24 - Aug 25
Total with taxes and fees
Stay One Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A woman sitting by a window with a city view, holding a cup and saucer.
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 modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
$554 nightly
$658 total
Aug 30 - Aug 31
Total with taxes and fees
Park Hyatt 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
$531 nightly
$632 total
Aug 30 - Aug 31
Total with taxes and fees
Waldorf Astoria Chicago
A modern hotel lobby with a sofa, coffee table, and a reception desk.
An indoor swimming pool with tiled flooring, a ladder, and wall-mounted lights.
A hotel room with a sofa, a desk, a chair, a bed, a TV, and a large window offering a city view.
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
$125 nightly
$146 total
Aug 30 - Aug 31
Total with taxes and fees
Renaissance Chicago O'Hare Suites Hotel
A modern lobby with a wooden floor, a staircase with glass railings, and a seating area with leather sofas.
A hotel with a swimming pool, outdoor seating, and a view of the city skyline.
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.

The Hotel at Midtown

The Hotel at Midtown
Bucktown
$334 nightly
$392 total
Aug 23 - Aug 24
Total with taxes and fees
The Hotel at Midtown
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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"The bar atmosphere and the women behind the bar were amazing!!!"
Misty 1-night trip
Posted 2 hours ago
The Chicago Hotel Collection - Magnificent Mile
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Excellent hôtel ! Je recommande ."
Marc-Antoine 6-night trip
Posted 2 hours ago
InterContinental Chicago Magnificent Mile by IHG
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

8/10 Good
"I liked the location especially as it wasn't too far or too close to things. I just wish the toilets were comfort height."
Angela 2-night trip
Posted 2 hours ago
Holiday Inn & Suites Chicago - Downtown by IHG
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"My room was quiet, clean, and the bed was super comfy. AC worked perfect, I was comfortable every day. When I needed extra anything, a text got sent and they were up there quite quick which was appreciated. I wish breakfast would have been included."
Hilary 4-night trip
Posted 3 hours ago
Hyatt Regency O'Hare Chicago
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

8/10 Good
"very good hotel nice and clean and friendly"
Alex 1-night trip
Posted 7 hours ago
Hyatt Regency McCormick Place Chicago
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"The staff was very helpful! They were able to hold our bags after checkout since we had later flights."
Vanessa 5-night trip
Posted 20 hours ago
Crowne Plaza Chicago West Loop by IHG
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Great spot"
James 3-night trip
Posted 20 hours ago
Hyatt Regency Chicago
Hilton Chicago

Hilton Chicago

8/10 Good
"Waited a long time to check in. Loved the games in the lobby! Pool was great! Housekeeping didn’t clean our room on the second night- we came back to a dirty room with no sheets in a bed and the do not disturb sign was on the door. I called the front desk, but no one came so then I had to go track someone down in the hallway. We ended up waiting up at night to have someone come out sheets on the bed so we could go to sleep."
Jessica 2-night trip
Posted 20 hours ago
Hilton Chicago
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

10/10 Excellent
"Room was cleaned. Staff were nice."
Rickysha 3-night trip
Posted 1 day ago
Red Roof Inn PLUS+ Chicago - Willowbrook

Frequently asked questions

How much does a hotel with outdoor pool in Chicago cost?
Enjoy staying in a hotel in Chicago with an outdoor pool. You can find a great deal from $172 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Chicago that have private outdoor pools?
The Hyatt Regency McCormick Place Chicago, a well-rated 4-star hotel with a traveller score of 9.2, offers a great experience with its private outdoor pool. Guests often praise the hotel's excellent location and spacious, clean lobby that sets a welcoming tone for their stay.This hotel not only features a private outdoor pool but also provides stunning views of Lake Michigan, enriching the overall experience. Families appreciate the complimentary cribs and free WiFi, making it convenient for those traveling with children. The friendly and helpful staff further enhance the stay, ensuring that every guest feels attended to and valued.
What are some of the best Chicago hotels with outdoor pools and scenic views?
The Loews Chicago Hotel is an excellent choice for travellers seeking outdoor pools paired with stunning views. This 4.5-star property boasts an impressive outdoor pool that overlooks the Chicago skyline, making it a great spot to relax after a day of exploration. Guests rave about the friendly and helpful staff, alongside the comfortable and clean rooms that feature luxurious amenities like premium bedding and designer toiletries. With a review score of 9.4, this hotel ensures a delightful stay in the heart of the city.Another fantastic option is the Viceroy Chicago, also rated 4.5 stars and sharing that same high traveller rating of 9.4. Here, you'll find a beautiful outdoor pool complete with sun loungers, ideal for soaking up the sun while enjoying a picturesque lake view. The hotel's stylish rooms, equipped with Egyptian cotton sheets and premium bedding, provide a cozy retreat after a day of adventures. Travellers frequently praise the great location and excellent service, making it a popular choice for families and adventure-seeking guests alike.For those who prefer a touch of luxury, The Ritz-Carlton, Chicago stands out with its 5-star rating and a review score of 9.2. The outdoor pool offers breathtaking lake views and is complemented by exceptional amenities, including rainfall showerheads and plush bathrobes. Guests consistently highlight the beautiful rooms and outstanding customer service, making it a premier destination for a sophisticated getaway in Chicago.Lastly, the Renaissance Chicago Downtown Hotel, rated 4 stars with a solid traveller score of 9.2, features a refreshing outdoor pool with scenic river views. This hotel is well-loved for its friendly staff and excellent service, ensuring that every family can enjoy a fun and convenient stay. With access to a vibrant shopping district and a range of modern amenities, it's an ideal base for your Chicago adventure.
Which Chicago hotels with outdoor pools are near Chicago, IL (MDW-Midway Intl.)?
The DoubleTree by Hilton Chicago Midway Airport is a fantastic choice for travellers seeking a hotel with an outdoor pool near MDW. This 4-star hotel not only features a refreshing outdoor pool, but also offers sun loungers for those who want to relax and soak up the sun. Guests rave about the friendly staff and the clean, comfortable rooms, making it a popular spot for families and solo travellers alike.Convenience is key at this hotel, as it provides free airport transportation and a 24-hour airport shuttle, ensuring a straightforward arrival and departure. Additionally, the hotel offers free self-parking and complimentary Wi-Fi, which are superb for families who value both quality and convenience during their travels. Located just 1.1 miles from Chicago Midway International Airport, this hotel makes it easy to access the city while enjoying a pleasant stay.With a traveller rating of 9.2, the DoubleTree by Hilton Chicago Midway Airport is a reliable option for those looking for a blend of comfort and adventure in the Windy City.
Which Chicago hotels offer poolside service for food and drinks?
Loews Chicago Hotel is a fantastic option for travellers seeking delightful poolside service. This 4.5-star hotel, rated an impressive 9.4 by guests, features a stylish poolside bar where you can enjoy refreshing drinks and snacks while soaking in the sun. Guests rave about the friendly and helpful staff, and the hotel's location near the vibrant shopping district adds to its appeal.Another excellent choice is The Robey, Chicago, a Member of Design Hotels. With a rating of 9.2, this 3.5-star hotel boasts a poolside bar as well, making it a great spot to unwind after a day of exploring the city. Visitors love the beautiful, clean rooms and the attentive service, ensuring a pleasant stay for families and couples alike.For those looking for a convenient location, Hilton Grand Vacations Club Chicago Magnificent Mile also offers poolside bar service. Rated 9.2, this hotel provides spacious rooms and a friendly setting, making it superb for families who appreciate both comfort and accessibility to Chicago's top attractions.The Hoxton Chicago is another delightful option, featuring a poolside bar and a traveller rating of 9.0. Guests appreciate its convenient location and the super clean, comfortable rooms, along with the friendly service that ensures a memorable stay.Lastly, The Hotel at Midtown, with a traveller rating of 9.0, complements its poolside bar with a range of amenities, including fitness facilities and yoga classes. This 4-star hotel is superb for those looking to blend leisure with wellness, making it a great choice for families who appreciate both relaxation and activity.
Is it cheaper to book flights and a Chicago hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Chicago for you.

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