The Best Romantic Hotels in Chicago

The romantic Hotel Peninsula will certainly impress the one you love on a trip to Chicago
The romantic Hotel Peninsula will certainly impress the one you love on a trip to Chicago | © Image Professionals GmbH / Alamy Stock Photo
Photo of Sarah Gillespie
11 November 2020

Chicago attracts couples with sophisticated style – romance here is mid-century glamour, experimental cocktails, and high concepts. Enjoy a boat ride down the Chicago River, shop along the Magnificent Mile, or snag a seat in a cozy speakeasy. Ranging from science-themed digs to a hotel in a museum, you’ll be sure to impress your date with any stay from our curated list of these romantic hotels in Chicago.

Viceroy Hotel Chicago

Chain Hotel, Luxury
4.8/5 (1060 Reviews)
Courtesy of Viceroy Chicago / Expedia
Price Drop
Now from $208 per night
Pop the question or perhaps renew your love among the jewel-hewn interiors of the Viceroy. The sapphire-accented lobby sparkles with understated 1920s glamour – but it’s the rooms that truly shine. Tear yourself away from the window and bask in the retro-chic of blue velvet curtains, metal-patterned wallpaper and curvy light fixtures. After dark, indulge in fine American dining at Somerset or poolside cocktails at Devereaux as the city twinkles below.
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The Wit

4.4/5 (925 Reviews)
Courtesy of the Wit Chicago / Expedia
Price Drop
Now from $120 per night
The acid green lightning bolt slicing down the front of the Wit encapsulates its youthful vibe. Young – or young-at-heart – couples will appreciate these nightclub-inspired digs, where cadmium-yellow sofas add zing and alarm clocks can be programmed with the voices of Al Capone or Barack Obama. The screen-bedecked bar, ROOF, serves Instagrammable cocktails under bright lights.
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Eurostars Magnificent Mile

Chain Hotel, Spa Hotel
4.3/5 (1894 Reviews)
Courtesy of Eurostars Magnificent Mile /
Price Drop
Now from $95 per night
Unfussy mid-century chic and dark wood paneling are the cornerstone of this sleek hotel among the buzzy bars and clubs of River North. Relax in the orchid-filled spa, which specializes in couples’ treatments. The highlight is the Duet package: a three-hour, side-by-side treatment of body scrubs, aromatherapy massages, and pedicures topped by a glass of sparkling wine. Don’t leave this hotel without sharing a seafood platter at the Portsmith restaurant.
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Hotel EMC2

4.7/5 (843 Reviews)
Courtesy of Hotel EMC2 /
Price Drop
Now from $157 per night
The science theme prevails at Hotel EMC2, a fun concept hotel in Streeterville inspired by Einstein. Room numbers are magnified, the glass-paneled bathrooms, otherwise known as WetLabs, are laced with copper tubing – and if you forget your toothbrush, one will be delivered to you via robot. Don’t miss the experimental cocktails with inventive names such as the Penicillin at its on-site restaurant, the Albert.
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Thompson Chicago

Chain Hotel, Luxury
4.7/5 (952 Reviews)
Courtesy of Thompson Chicago / Expedia
Price Drop
Now from $190 per night
Antler chandeliers, leather ottomans and wall art by Kanye West’s graphic designer give this Gold Coast hotel an edgy, industrial vibe. Sophisticated city slickers sip Old Fashioneds in the Salone Nico lounge, and award-winning chef Paul Kahan serves homemade pasta with tender seafood at Nico Osteria. There’s no pool or spa, but the excellent fitness center provides complimentary refreshments.
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  • 21c Museum Hotel by MGallery

    Chain Hotel
    4.5/5 (221 Reviews)
    Courtesy of 21c Museum Hotel by MGallery / Expedia
    Price Drop
    Now from $156 per night
    Redefining the notion of “room with a view,” this outpost of art collector Steve Wilson’s hotel-in-a-museum concept features 10,000 square feet (930 square meters) of space dedicated solely to 21st-century art. Exhibitions change seasonally, but guarantee thought-provoking works covering religious beliefs, identity, and political polarization. The location is excellent; you’ll find the hotel in the heart of River North – the center of Chicago’s interior design studios and independent galleries.
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    The Robey

    Boutique Hotel
    Map View
    The Robey
    Courtesy of The Robey /
    High concept on a low budget is made possible at the Robey, where whitewashed brick and exposed concrete attract a crowd of trendy, latte-sipping hipsters. Couples should head straight to the Cabana Club rooftop pool and bar for 180-degree views of the Chicago skyline. It’s a little far from downtown – but with the independent boutiques and cafés of the surrounding Wicker Park area, the neighborhood is worth a visit in itself.

    The Peninsula

    Spa Hotel
    4.9/5 (959 Reviews)
    Courtesy of the Peninsula / Expedia
    Price Drop
    Now from $465 per night
    There could be no more fitting a location for this award-winning five-star hotel than the Magnificent Mile, rubbing shoulders with Ralph Lauren and Saks Fifth Avenue. Visiting celebrities love the Peninsula for its deluxe indoor pool and old-school service, where bellhops wear white gloves. Follow tender filet mignon at the Lobby with an evening of skating on the illuminated rooftop rink.
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    These recommendations were updated on November 11, 2020 to keep your travel plans fresh.

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