The Loop Hotels with Pool, Chicago: The Loop Hotel Guide

Q: What are some accommodation options with pools in The Loop?

Congress Plaza Hotel : Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool and a health club. Fairmont Chicago at Millennium Park : Hotel steps from State Street. Offers a full-service spa, an indoor pool and a 24-hour fitness centre. Travelodge by Wyndham Downtown Chicago : Hotel, 12-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool and complimentary wireless Internet access.

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Our top choices for The Loop hotels with a pool

Palmer House a Hilton Hotel

Downtown Chicago

Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.

includes taxes & fees

2 Jul - 3 Jul

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.

includes taxes & fees

1 Jul - 2 Jul

Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

Downtown Chicago

Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.

includes taxes & fees

1 Jul - 2 Jul

The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

includes taxes & fees

1 Jul - 2 Jul

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dive into city centre luxury with a rejuvenating pool experience close to Chicago landmarks.

includes taxes & fees

6 Jul - 7 Jul

Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.

includes taxes & fees

7 Jul - 8 Jul

Sentral Michigan Avenue

Downtown Chicago

Indoor pool oasis at upscale Michigan Avenue aparthotel offers year-round swimming enjoyment.

includes taxes & fees

7 Jul - 8 Jul

Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago

A refreshing seasonal escape awaits at this Chicago hotel's sun-drenched pool area.

includes taxes & fees

7 Jul - 8 Jul

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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

Hilton Chicago

6/10 Okay

"They were kind of rude about us wanting to carry our own luggage. Our “lake view” room we wanted was not lake view. It faced the other building and you could barely see the lake. Having a kid who wanted to swim, they had us on the 25th floor. And came to clean our room, they took all of our towels and gave us one new one for 3 ppl. We had to go find someone to get more towels. And we had to ask twice for more coffee cups. The lady in the gift shop was awesome! Probably the nicest person we ran into there! Parking is crazy expensive too. The grab and go place is insanely expensive for a quick grab place. No sauce or anything on the dry sandwiches."

Congress Plaza Hotel

6/10 Okay

"First, this is a historic hotel, and visitors should be aware that the rooms reflect the historic vibe. If you want modern, you need to stay down the street at the Hilton. The rooms were very cute and clean, and the tiling in the bathroom was beautiful. The hotel has a prime location with easy walking access to the Grant Park and Museum Campus areas. General maintenance could have been improved: 1) the room had obviously lost power at some point in the past, causing the mini fridge to thaw, leak, and damage the shelf on which it sat, and 2) the faucet in the bathtub dripped consistently and the shower drain was minorly clogged, preventing it from draining completely while the shower water was running. These were, however, very minor issues. My biggest issue was the noise. It's a historic building, but that doesn't mean it needs historic windows. The windows might as well have not existed for as much street noise as they managed to block out. I was grateful I traveled with earplugs, because if I hadn't, I would not have been able to sleep. Between sirens, engines reving, and people randomly screaming, if you're someone that needs quiet to sleep, this is not the place for you. It would also be nice to have modernized room AC units. Be aware that the units here cannot be adjusted in the room. All in all, a decent stay... But I doubt I'll be back unless they make a big announcement about new windows."

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Perfect proximity to the Riverwalk and downtown Chicago. We left our bags with the front desk on the morning of check-in, as we got there around 11 am. No more than 30 minutes later, the lovely receptionist called me and offered a discounted early check-in with an upgraded room. We pounced on the offer and checked in without a hitch. Our room was spectacular, lots of room and wonderful amenities. The bathroom was spacious and modern. Our view out of our long window was right out to the river and skyscrapers. It was a definite wow factor for us. Thank you so much for the comfortable and unforgettable stay."

Pendry Chicago

4/10 Poor

"We stayed at the Pendry Chicago for a week. The one time housekeeping cleaned our room they did a poor job, including not changing dirty glasses, removing and not replacing a bath mat, not refreshing tissues and toilet paper, and not fully cleaning the toilet. The next day we put a privacy sign on our door and left for the day. When we returned, the sign was on the inside of our door, clearly showing someone had entered the room without our consent. When we brought this up to management, we got the runaround and claims that security scan reports of our door showed only our entries. When I made clear that I had documentation of there being no housekeeping that day through texts with the hotel and receipts showing our absence for the full day and there was no longer any plausible deniability to be had, the security team admitted that a housekeeper had entered the room despite the privacy sign on the door. Later, they spoke to the employee, and told me their internal investigation showed an accidental entry, which makes no sense given the privacy sign on the outside of the door, the hanging of the sign on the inside of the door after entry, and the room not otherwise being touched. The only thing that makes sense is someone cased our room and decided there was nothing worth stealing, then hung the sign inside after it fell off the door. Also, the windows are thin and even earplugs don’t help with the street racing noise and sirens outside . Don’t recommend staying here."

Frequently asked questions

What are some accommodation options with pools in The Loop?

Congress Plaza Hotel: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool and a health club. Fairmont Chicago at Millennium Park: Hotel steps from State Street. Offers a full-service spa, an indoor pool and a 24-hour fitness centre. Travelodge by Wyndham Downtown Chicago: Hotel, 12-minute walk from Michigan Avenue. 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 such as 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 pool if you'll be visiting in the warmest months of July, August or June, when the average temp is 21°C. Accommodation 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 -1°C.

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