The Best Hotels With Pools in Chicago

Some hotel pools in Chicago have magnificent views of the skyline
Some hotel pools in Chicago have magnificent views of the skyline | © Westend61 GmbH / Alamy Stock Photo
Photo of Sarah Gillespie
11 November 2020

With roasting temperatures in Chicago during the summer, submerging under water is the perfect way to cool down. Or maybe you just want a leisurely indoor swim with a view. From the River North district to West Loop, here are our pick of the best hotels with pools to stay at around the city.

Kimpton Hotel Palomar Chicago

Chain Hotel
4.4/5 (891 Reviews)
Courtesy of Kimpton Hotel Palomar Chicago / Expedia
Price Drop
Now from $179 per night

For a swim with a view, book a stay at the Kimpton Hotel Palomar Chicago. The heated, indoor 17th-floor pool will keep you cozy on the rainiest of days, while floor-to-ceiling windows offer stellar views of the city’s River North district. There’s also a rooftop sundeck for summertime lounging, where you can order creative cocktails from the on-site restaurant, Sable Kitchen & Bar. Rooms are adorned with heavy crimson curtains and black-and-white pictures of old Chicago.

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The Robey

Boutique Hotel
Map View
The Robey
Courtesy of The Robey /

This design-forward boutique hotel in Wicker Park fuses mid-century modern with industrial loft-style living. Removed from the glittering skyscrapers of downtown, it offers you the chance to see a more bohemian side of Chicago, one with independent boutiques and pop-up coffee shops. While it doesn’t have a spa or gym, the Cabana Club rooftop pool and bar fills with people throughout summer.

Hilton Garden Inn Chicago/Oakbrook Terrace

Chain Hotel, Luxury
4.3/5 (980 Reviews)
Hilton Garden Inn
Courtesy of Hilton Garden Inn Chicago / Expedia
Price Drop
Now from $87 per night

This reasonably priced Oakbrook Terrace delivers everything you’d expect from the Hilton chain: big rooms, a friendly welcome and American restaurant classics served with a pint of beer. The indoor pool is small but heated and fairly quiet due to the remote location. There’s also a fitness center with free weights and treadmills.

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Best Western River North Hotel

4/5 (942 Reviews)
Courtesy of Best Western River North Hotel / Expedia
Price Drop
Now from $88 per night

Nestled among the sleek art galleries and nightclubs of Chicago’s River North, this Best Western’s pool is modest – it’s tucked away and on the small side – but there are many other reasons to stay here. The hotel’s 150 rooms are decked out in tasteful greens and grays for a soothing night’s rest, and there are great views from the rooftop deck. Chow down on deep-dish Chicago-style pizza at the Pizzeria Ora restaurant.

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Four Seasons Hotel Chicago

4.7/5 (856 Reviews)
Courtesy of Four Seasons Hotel Chicago / Expedia
Price Drop
Now from $399 per night
It’s hard to know where to start with this opulent 345-room hotel right next to Gucci and Louis Vuitton on Chicago’s Magnificent Mile. The marble-clad lobby is festooned with white calla lilies and artworks by Warhol and Matisse. Feather-soft terry cloth bathrobes come as standard, and the concierge can score tickets to even the most exclusive plays and musicals. However, the highlight is the 50ft indoor pool lined with Romanesque-style columns and topped by dome-shaped skylights.
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  • The Hoxton

    4.5/5 (347 Reviews)
    Courtesy of The Hoxton / Expedia
    Price Drop
    Now from $124 per night

    The leafy bohemian vibe of this boutique hotel reflects its location among the trendy warehouse restaurants of Chicago’s West Loop. Kick back with a craft cocktail from its basement speakeasy, Lazy Bird, or a shakshuka brunch from Cira, the on-site cafe. The rooftop pool is less notable for its size than its eclectic teal-and-vermillion color scheme, large loungers and stellar skyline views.

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    Radisson Blu Aqua Hotel

    4.2/5 (1373 Reviews)
    Courtesy of Radisson Blu Aqua Hotel / Expedia
    Price Drop
    Now from $135 per night
    Looming over the blossom-heavy Lake Shore East Park, the undulating façade of this four-star hotel cuts a magnificent silhouette on the Chicago skyline. It’s a theme that continues throughout, in the rooms’ curved balconies and the wavy armchairs in communal spaces. The indoor and outdoor pools are long and narrow, more suited to early morning laps than splashing around with the kids.
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    Viceroy Chicago

    Chain Hotel, Luxury
    4.8/5 (1060 Reviews)
    Courtesy of Viceroy Chicago / Expedia
    Price Drop
    Now from $208 per night

    Modern luxe is the order of the day at this Gold Coast hotel clad in brass fittings and geometric tiles. With metallic wallpaper art, triangular chaise longues and blue velvet curtains, the rooms live up to the high design standards set by the lobby. Chef Stephen Gillanders oversees the seasonal menus at Somerset, the upscale American restaurant on the first floor, and the rooftop pool boasts views over Lake Michigan.

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    These recommendations were updated on November 11, 2020 to keep your travel plans fresh.

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