Plan a trip to see Madison Street Theatre

Price found within the past 48 hours. Click for updated prices.

The Emily Hotel

Downtown Chicago

Save 100% on your flight

£838

per person

8 Nov - 13 Nov

found 3 hours ago

Return direct flight included

London (LHR) to Chicago (ORD)

9.2/10 Wonderful! (1,182 reviews)

The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on 22 Aug 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

£956

per person

13 Nov - 17 Nov

found 1 day ago

Return direct flight included

London (LHR) to Chicago (ORD)

9.4/10 Exceptional! (1,690 reviews)

This property is beautiful and located in a great area.

Reviewed on 19 Aug 2025

Sentral Michigan Avenue

Downtown Chicago

Save 100% on your flight

£2,297

per person

8 Oct - 15 Oct

found 7 hours ago

Return direct flight included

London (LHR) to Chicago (ORD)

9.2/10 Wonderful! (884 reviews)

I liked the location and the views from the aparthotel room that had floor to ceiling corner windows facing the water and the Essex Hotel sign. You could see the sail boats, Grant Park and Shedd Aquarium. The pool area was small and didn’t look as good as the picture.

Reviewed on 22 Aug 2025

Tours & day trips

See all 158 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 34 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 25 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 14 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 10 activities

Chicago White Sox Baseball Game at Guaranteed Rate Field

Popular places to visit

Unity Temple

This was Frank Lloyd Wright’s first major public building and is still considered one of his greatest achievements.

Ernest Hemingway Museum and House

Peek into the early life of one America’s best-loved writers.

Frank Lloyd Wright Historic District

Visit the birthplace of modern architecture to explore the world's largest collections of homes and buildings designed by Frank Lloyd Wright.

Rush Oak Park Hospital

If Rush Oak Park Hospital is what brings you to town, hopefully you'll have a chance to explore more of Oak Park.

Mills Park

Mills Park is just one of the places to see in Oak Park, 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.

Pleasant Home

You can spend an afternoon studying the exhibits at Pleasant Home in Oak Park. Stroll along the lakeside in this vibrant area or visit its top-notch restaurants.