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"The hotel offers a popular family package that includes access to the huge pool and a visit from an ice cream sundae cart."
"Potentially one of the most coveted pools in the city, East Bank can boast Oprah Winfrey and Michael Jordan as members."
"Located on the 19th floor with epic views of Lake Michigan, this indoor pool is surrounded by 20-foot floor-to-ceiling windows."
"The heated pool has a huge skylight overhead that floods the place with natural light and four separate lanes for lap swimmers."
"Guests can get drinks served up (including alcoholic beverages)."
"The park is home to Otters Run—two giant tube slides measuring more than 600 feet—plus a 550-foot lazy river."
"In the summer, this is the place to cool down, with an indoor and outdoor pool (each with a hot tub), plus a wading pool for kids."
"Expect a dedicated kids’ lane and many comfy chaise lounges poolside."
"Enjoy incredible 180-degree views of the Six Corners and city skyline."
Four Seasons Hotel Chicago
Kids might recognize this 50-foot indoor swimming pool from "Home Alone 2" (Kevin lost his swim trunks there). The hotel offers a popular Family Fun in the City package that includes not only access to the huge pool but a visit from an ice cream sundae cart. While child-friendly, this is an elegant pool with Roman-style columns and luxe glass-domed ceiling featuring gold inlay. For the ultimate in a romantic pool experience, try private couples swimming after hours (for a fee).
East Bank Club
In summer months, the sky deck at the East Bank Club is one of the most desirable spots in the city. To enjoy it, guests must either have a membership or know someone who does (members can bring in up to five guests at a time). Potentially one of the most coveted pools in the city, East Bank can boast Oprah Winfrey and Michael Jordan as members. Guests may choose from two outdoor pools, two indoor pools, and a variety of other facilities. The first-level pool is for lap swimming and classes only. Drinks—including alcoholic beverages—can only be consumed at the outdoor pools.
The Peninsula Chicago
Not only does it have a top-floor spa and a fitness center with floor-to-ceiling windows taking advantage of an incredible skyline view, but the Peninsula Chicago also features one of the most talked-about swimming pools in the city. Located on the 19th floor with epic views of Lake Michigan, this indoor pool is surrounded by 20-foot floor-to-ceiling windows. In warmer weather, guests can lounge on the pool’s adjoining sun deck terrace where menus are on-hand for a poolside lunch, dinner, or snack. Chicago residents can treat themselves to a membership and enjoy the facilities year-round.
The Ritz-Carlton Chicago
You don’t earn a reputation as being one of the most luxurious hotels in the city with a mediocre pool. This indoor pool is opulent to say the least. Children are even given kid-sized bathrobes to lounge in style. To maintain a relaxing atmosphere, youth 16 years old and under must be accompanied by an adult at all times. The nicely-heated pool has a huge skylight overhead that floods the place with natural light and four separate lanes for lap swimmers. Within close proximity to the famous Magnificent Mile, the hotel is ideally located.
DoubleTree Hotel Magnificent Mile
While the name can be a bit misleading (it’s actually a few blocks off the Magnificent Mile), and it does not hold a prestigious reputation like the nearby Four Seasons or the Ritz-Carlton, the DoubleTree Hotel Magnificent Mile is home to one of the area’s only outdoor rooftop pools. It comes with sweeping views of Chicago architecture. Guests can get drinks served up (including alcoholic beverages). The hotel only allows people with a booked room to have pool access.
Mystic Waters in Des Plaines
Near O’Hare and 25 minutes from downtown, this aquatic center is a kid’s dream come true. Mystic Waters is home to Otters Run—two giant tube slides measuring more than 600 feet—plus a 550-foot lazy river. Little swimmers can splash around in Dolphin Bay and Beluga Beach, which have a zero-depth entry pool, fountains and sprays, jungle gym, and a dolphin for sliding down. When the children get tired of the water, there’s a sand area (and showers to clean them off after).
Radisson Blu Aqua Hotel
Only hotel guests get access to the four pools located one block from Millennium Park at the Radisson. In the summer, this is the place to cool down, with an indoor and outdoor pool (each with their own hot tub), plus a 3-foot wading pool for kids. The outdoor rooftop pool is a pool party hub with four usable gas grills, a fire pit, modern cabanas, and wrap-around views of Navy Pier. There’s also an outdoor bar which is said to make some of the best mojitos in town.
This heated, indoor Junior Olympic pool has been around since the late 1920s when it was in a men's-only athletic club and the coolest place to be seen swimming. The original Art Deco design has been left intact, offering swimmers the most historic pool room in town. Food and drinks are permitted as long as items are in plastic containers. Non-hotel guests can join in on the fun for a $25 fee (free for children under 10; $5 for children up to 12). Located on the 14th floor of the hotel, the swimming area is often referred to as the Johnny Weismuller pool; the famous Olympic athlete and actor best known for his role as Tarzan once trained here. Expect a dedicated kids’ lane and many comfy chaise lounges poolside.
A Wicker Park hotspot, this smaller pool is housed at an art deco-style hotel at the corner of Milwaukee, Damen, and North Avenues. The angular rooftop pool is part of the Cabana Club, an extensive cocktail bar with plenty of cozy seating for lounging. Enjoy incredible 180-degree views of the Six Corners and the city skyline. Kids are more than welcome here, although the vibe is decidedly more “cocktail cool” than “family splash time.”