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Hotels in Chicago

Chicago is an eclectic city with a huge variety of hotels that are just as varied. We have a range of cheap hotels ideally situated for sightseeing, right up to luxury hotels perfectly located for boutique shopping or gallery viewing. Choose a hotel in Chicago to best suit your holiday needs.

All our hotels are located in prime Chicago hotspots. The 3 star Essex Inn Chicago has an enviable all season, rooftop pool. Enjoy a beverage from a selection of over 1,400 drinks, in the US’s longest freestanding bar, located in 4 star Hyatt Regency Chicago. Or relax in 5 star luxury on the rooftop terrace at the Conrad Chicago. Indulge in one of Chicago’s best spas at Spa@theWit, part of theWit Chicago. Whichever hotel you choose, you can be sure that our hotels have been carefully selected. See our Chicago deals and save money when you combine your flight + hotel together.

Carefully selected Chicago hotels

Boutique Chicago hotels we recommend

theWit Chicago - a DoubleTree by Hilton Hotel

This hotel is 100pct non-smoking. Welcome to our smart downtown Chicago Theatre District hotel theWit. A Doubletree hotel experience awaits with a new energy and vitality in the downtown Chicago Loop ...

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BA Star Rating

Star rating 4 out of 5

TripAdvisor rating

TripAdvisor rating 4.5 out of 5

2356 reviews

Flight + 3 nights hotel 

from £691 pp 20 Nov - 23 Nov

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Chicago hotels we recommend

Chicago neighbourhoods

River North
River North

Across the Chicago River, immediately due North of the Loop, is a neighbourhood of densely packed galleries, with its requisite arts fairs and gallery walks. Wander around boutiques and speciality shops, including upscale antique stores and furniture dealers. It is a food lover’s paradise, with an amazing assortment of dining options to satisfy every palate and budget. After dark, young and hip club-goers descend on River North for its plentiful and vibrant nightlife.

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