Plan a trip to see Briar Street Theatre

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The Emily Hotel

Downtown Chicago

£1,247

per person

19 Apr - 25 Apr

found 1 day ago

Return flight included

London (LON) to Chicago (ORD)

9.2/10 Wonderful! (1,264 reviews)

Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again.

Reviewed on 25 Jan 2026

Waldorf Astoria Chicago

Downtown Chicago

Save 100% on your flight

£1,445

per person

19 Apr - 25 Apr

found 1 day ago

Return flight included

London (LON) to Chicago (ORD)

9.4/10 Exceptional! (1,000 reviews)

Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.

Reviewed on 26 Jan 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

£1,424

per person

19 Apr - 25 Apr

found 1 day ago

Return flight included

London (LON) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

Lovely room. Excellent staff.

Reviewed on 3 Feb 2026

Tours & day trips

See all 151 activities

Flyover in Chicago

Free cancellation available

Private & custom tours

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Chicago Cocktail Adventure Part 1

Free cancellation available

Food, drink & nightlife

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Chicago's Chinatown Food and Walking Tour

Free cancellation available

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

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BYOB Spray Paint and Sip at Studio W.I.P.

Free cancellation available

Popular places to visit

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Our Lady of Mount Carmel Church

Our Lady of Mount Carmel Church is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

Advocate Illinois Masonic Medical Center

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Vic Theatre

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You can enjoy a show at TimeLine Theatre during your trip to Chicago. Discover the top-notch restaurants and entertainment choices in this vibrant area.

Stage 773

You can get tickets for a performance at Stage 773 during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.