This arts and culture attraction in Downtown Chicago is popular with many travelers, so make sure it features on your travel plans. However, don't end your sightseeing there. There are loads more attractions ready for you to appreciate after Lookingglass Theatre. Wrigley Field, Millennium Park, and Willis Tower are close by.

Plan a trip to see Lookingglass Theatre

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The French Country Inn Lake Geneva

$275

per person

Dec 31 - Jan 3

found 4 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

8.6/10 Excellent! (154 reviews)

Beautiful place, friendly staff. We loved the restaurant.

Reviewed on Nov 1, 2025

The Westin Michigan Avenue Chicago

Downtown Chicago

$430

per person

Dec 22 - Dec 27

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

8.8/10 Excellent! (1,070 reviews)

Great trip! Will stay again.

Reviewed on Nov 2, 2025

Sand Hill On The Lake

$284

per person

Dec 31 - Jan 3

found 4 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

8.8/10 Excellent! (77 reviews)

The view on the lake is beautiful and the fireplace made it so cozy during our fall visitl

Reviewed on Nov 10, 2025

Browse tours and tickets to explore Lookingglass Theatre

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Architecture River Tour

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Eastside Chicago The Heist Exploration Game and Tour

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City Cruises Chicago: Lake Michigan Premier Dinner Cruise

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360 CHICAGO Observation Deck

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Chicago: Two Flight Indoor Skydiving Experience

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