Title: Madison Street Theatre in Chicago - Tours and Activities | Expedia.ca

  

[Madison Street Theatre Hotels](https://expedia.ca/Madison-Street-Theatre-Hotels.0-l6247290-0.Travel-Guide-Filter-Hotels)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Madison Street Theatre Car Rentals](https://expedia.ca/Car-Rentals-In-Madison-Street-Theatre.d6247290.Car-Rental-Guide)[Chicago Vacation Packages](https://expedia.ca/Chicago.d178248.Destination-Travel-Guides)

# Madison Street Theatre Tours and Activities

## Visit Madison Street Theatre

Activities

[Chicago travel guide](https://expedia.ca/Chicago.dx178248)

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## Plan a trip to see Madison Street Theatre

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

![Hilton Grand Vacations Club Chicago Magnificent Mile](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/843f6e73_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

CA $493

per person

Nov 24 - Nov 26

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (291 reviews)

Food price was high but everything was fine

Reviewed on Oct 4, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-24/2025-11-26/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=1qy9L2f9MnB3Zlaf3cNbvkFaR5DdAVoh93on01TEZr0Zf8w-RIbx8I4PzNGqLjtk)

![The Westin Michigan Avenue Chicago](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/dcfbf36b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Michigan Avenue Chicago

Downtown Chicago

CA $1,012

per person

Dec 24 - Dec 29

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

8.8/10 Excellent! (1,046 reviews)

One bad part -drain in tub very slow. Called to fix it but even afterwards still slow. Also room was not cleaned one day, had to call to get it done.

Reviewed on Oct 2, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-29/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21055&paandie=true&dealMarker=6CuNs0vxu2uILjtBFDt_O2rmFW610SWuow1lZcBqObL2r8DPgpO-DBnZzJs6osix)

![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Trump International Hotel & Tower Chicago

Downtown Chicago

CA $2,306

per person

Dec 1 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Chicago (ORD)

9.4/10 Exceptional! (1,716 reviews)

Very clean very nice hotel. Easy accesss to restaurants and shopping.

Reviewed on Oct 11, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-01/2025-12-08/?FromAirport=YYZ&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=vd4ynMwzr8q0sby9DUqMj_vaa9n8n-dpxi6AjlOe3uetnqMozaJKiZNIGOpI6wIN)

### Tours & day trips

[See all 142 activities](https://expedia.ca/things-to-do/search?&rid=6247290&location=Madison+Street+Theatre&filter.categories=ToursDayTrips)

![Architecture River Tour](https://mediaim.expedia.com/localexpert/170432/2ab44ef1-1211-4f4f-9436-ce9a14d4241f.jpg?impolicy=resizecrop&rw=500&rh=280)

### Architecture River Tour

1h 15m

9.6/10

1,483 reviews

Free cancellation available

CA $68

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=resizecrop&rw=500&rh=280)

### Wendella's 90-min Chicago River Architecture Tour

1h 30m

9.4/10

345 reviews

CA $63

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago By Night River & Lake Cruise](https://mediaim.expedia.com/localexpert/3025324/61ed97b0-d1b6-48bf-864d-4262ada314be.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago By Night River & Lake Cruise

1h 30m

9.6/10

21 reviews

CA $63

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-by-night-river-lake-cruise.a3025324.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago Hop-On Hop-Off Big Bus Tour](https://mediaim.expedia.com/localexpert/370132/082d94cf-cd61-4eef-bd73-4ae89827446f.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago Hop-On Hop-Off Big Bus Tour

1d+

8.4/10

525 reviews

Free cancellation available

CA $64CA $57

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-hop-on-hop-off-big-bus-tour.a370132.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago: Navy Pier Centennial Wheel Ticket](https://mediaim.expedia.com/localexpert/4851853/9464687e-f5ac-4a15-9285-f6e26537484c.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago: Navy Pier Centennial Wheel Ticket

15m

8.4/10

68 reviews

Free cancellation available

CA $34

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago: Architecture Boat Tour with Drinks](https://mediaim.expedia.com/localexpert/48360649/efaa1a37-df53-4ed1-b5a8-ea2d6a80fef3.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago: Architecture Boat Tour with Drinks

1h 30m

9/10

20 reviews

Free cancellation available

CA $59

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-architecture-boat-tour-with-drinks.a48360649.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago Sightseeing River and Lake Cruise](https://mediaim.expedia.com/localexpert/3025326/78e3976d-797f-4538-b4af-1e6872d837dd.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago Sightseeing River and Lake Cruise

1h 30m

10/10

18 reviews

Free cancellation available

CA $63

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-urban-adventure-river-and-lake-cruise.a3025326.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago Architecture Centre River Cruise aboard First Lady](https://mediaim.expedia.com/localexpert/46106377/6686561e-a3aa-4cbf-9e71-f553bde2fa06.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago Architecture Centre River Cruise aboard First Lady

1h 30m

9.6/10

74 reviews

CA $78

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-architecture-centre-river-cruise-aboard-chicagos-first-lady.a46106377.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago Creepy Cruise](https://mediaim.expedia.com/localexpert/48800785/683758af-ae68-4539-9e8e-7ebf30b3c96a.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago Creepy Cruise

1h 30m

6/10

6 reviews

Free cancellation available

CA $63

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-creepy-cruise.a48800785.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Wendella's Lake and River Architecture Tour](https://mediaim.expedia.com/localexpert/766210/243b3b6c-3da3-47e5-b0c3-a50a9169e092.jpg?impolicy=resizecrop&rw=500&rh=280)

### Wendella's Lake and River Architecture Tour

1h 30m

9.4/10

100 reviews

CA $63

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/wendellas-lake-and-river-architecture-tour.a766210.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

### Food, drink & nightlife

[See all 23 activities](https://expedia.ca/things-to-do/search?&rid=6247290&location=Madison+Street+Theatre&filter.categories=FoodDrinkNightlife)

![Chicago: Architecture Boat Tour with Drinks](https://mediaim.expedia.com/localexpert/48360649/efaa1a37-df53-4ed1-b5a8-ea2d6a80fef3.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago: Architecture Boat Tour with Drinks

1h 30m

9/10

20 reviews

Free cancellation available

CA $59

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-architecture-boat-tour-with-drinks.a48360649.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago Craft Brewery Barrel Bus Tour](https://mediaim.expedia.com/localexpert/2135529/ed799f6f-aa8b-4c85-8c30-a268559b812c.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago Craft Brewery Barrel Bus Tour

3h 45m

10/10

9 reviews

Free cancellation available

CA $140

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-craft-brewery-barrel-bus-tour.a2135529.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago: Secret Food Tour](https://mediaim.expedia.com/localexpert/4518775/969d4bd1-f30f-4057-a555-7cb8451b6d6e.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago: Secret Food Tour

3h

10/10

2 reviews

Free cancellation available

CA $130

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-secret-food-tour.a4518775.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago: City centre Donut Tour with Tastings](https://mediaim.expedia.com/localexpert/4520600/07198f80-6895-45cd-9961-cba02a1e43aa.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago: City centre Donut Tour with Tastings

2h

9.4/10

6 reviews

Free cancellation available

CA $95

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-city-centre-donut-tour-with-tastings.a4520600.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago: Prohibition Speakeasies Bus Tour or Walking Tour](https://mediaim.expedia.com/localexpert/45730860/75853642-30c8-45d5-89f5-76f6f534e0ad.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago: Prohibition Speakeasies Bus Tour or Walking Tour

3h+

10/10

4 reviews

Free cancellation available

CA $67

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-prohibition-speakeasies-bus-tour-or-walking-tour.a45730860.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Bites & History: Chicago Small Group Food Tour](https://mediaim.expedia.com/localexpert/643295/6378865a-ab16-429f-bd38-5a78df600d9b.jpg?impolicy=resizecrop&rw=500&rh=280)

### Bites & History: Chicago Small Group Food Tour

2h

Free cancellation available

CA $105

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/historic-chicago-small-group-food-tour-with-a-local-guide.a643295.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Odyssey Chicago River Premier Dinner Cruise](https://mediaim.expedia.com/localexpert/551583/255ce58f-49a5-4ac8-8116-bddf0ba1a738.jpg?impolicy=resizecrop&rw=500&rh=280)

### Odyssey Chicago River Premier Dinner Cruise

2h 30m

7.4/10

3 reviews

CA $381

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/odyssey-chicago-river-premier-dinner-cruise.a551583.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Vito's Vault Chicago finest dinner theatre speakeasy](https://mediaim.expedia.com/localexpert/50395749/d17809ab-2475-4929-9b8d-777b231a5fc3.jpg?impolicy=resizecrop&rw=500&rh=280)

### Vito's Vault Chicago finest dinner theatre speakeasy

3h

6/10

1 review

Free cancellation available

CA $119

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/vitos-vault-chicago-finest-dinner-theatre-speakeasy.a50395749.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Private, Self-Guided Deep Dish Pizza Foodie Tour](https://mediaim.expedia.com/localexpert/4017194/c8bb95e9-5b12-47af-8e02-3331c3655ec2.jpg?impolicy=resizecrop&rw=500&rh=280)

### Private, Self-Guided Deep Dish Pizza Foodie Tour

2h

CA $104

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/private-self-guided-deep-dish-pizza-foodie-tour.a4017194.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago: Tapas & Flamenco Dinner in Ukrainian Village](https://mediaim.expedia.com/localexpert/48202094/ae8e99e3-cc76-452d-81c1-af521d534677.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago: Tapas & Flamenco Dinner in Ukrainian Village

2h

Free cancellation available

CA $236

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-tapas-flamenco-dinner-in-ukrainian-village.a48202094.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

### Private & custom tours

[See all 21 activities](https://expedia.ca/things-to-do/search?&rid=6247290&location=Madison+Street+Theatre&filter.categories=Privatecustomtours)

![Eastside Chicago The Heist Exploration Game and Tour](https://mediaim.expedia.com/localexpert/3890294/81b5e167-e685-4d58-838c-285ff8f59b36.jpg?impolicy=resizecrop&rw=500&rh=280)

### Eastside Chicago The Heist Exploration Game and Tour

1h 35m

Free cancellation available

CA $13

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/chicago-quest-experience-the-heist.a3890294.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

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### Gangster Story Quest Experience in Chicago

1h 30m

Free cancellation available

CA $13

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/gangster-story-quest-experience-in-chicago.a46532851.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Dragon Kings Quest Experience in Chinatown Chicago](https://mediaim.expedia.com/localexpert/45763663/10042599-8522-494c-9792-d0fd1c2d7541.jpg?impolicy=resizecrop&rw=500&rh=280)

### Dragon Kings Quest Experience in Chinatown Chicago

1h 18m

Free cancellation available

CA $12

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/chicago-chinatown-search-for-the-dragon-kings-exploration-game.a45763663.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago's Dark Side Self-Guided Smartphone Walking Tour](https://mediaim.expedia.com/localexpert/45050109/ef12e622-b3cc-423d-8c42-bff85382c663.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago's Dark Side Self-Guided Smartphone Walking Tour

1h 15m

9.8/10

6 reviews

Free cancellation available

CA $14

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicagos-dark-side-self-guided-smartphone-walking-tour.a45050109.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

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### Chicago Lincoln Square Quest Experience

2h 20m

10/10

1 review

Free cancellation available

CA $15

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/chicago-lincoln-square-city-exploration-game.a46447859.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

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### Chicago Helicopter 25-Mile Tour for up to Three Passengers

15m

Free cancellation available

CA $910

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/the-chicago-helicopter-tour-25-miles-up-to-3-passengers.a49372529.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Haunted Chicago Exploration Game and Tour](https://mediaim.expedia.com/localexpert/4887774/df42f142-ff19-4d48-9cee-05b481517e79.jpg?impolicy=resizecrop&rw=500&rh=280)

### Haunted Chicago Exploration Game and Tour

2h

Free cancellation available

CA $13

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/ghosts-of-chicago-haunted-city-exploration-game.a4887774.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![️ Chicago Instagram Walking Tour (Private & All- Inclusive)](https://mediaim.expedia.com/localexpert/3525296/8222a6f5-a101-4494-8e22-de36ce12b1ad.jpg?impolicy=resizecrop&rw=500&rh=280)

### ️ Chicago Instagram Walking Tour (Private & All- Inclusive)

4h

Free cancellation available

CA $331

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-instagram-walking-tour-private-all-inclusive.a3525296.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

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### Luxury SUV 4-Hours Sightseeing Tour in Chicago DT Hourly Service

4h

Free cancellation available

CA $980

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/luxury-suv-4-hours-sightseeing-tour-in-chicago-dt-hourly-service.a48720490.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

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### Private Shameless TV Show Location Tour

2h

Free cancellation available

CA $441

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/private-shameless-tv-show-location-tour.a50321504.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

### Attractions

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### 360 CHICAGO Observation Deck

30m+

8.4/10

671 reviews

Free cancellation available

CA $41

includes taxes & fees

per adult

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### Chicago CityPASS®: Experience 5 must-see attractions

9d

9.2/10

782 reviews

Free cancellation available

CA $199

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-citypass-experience-5-must-see-attractions.a190061.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

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### Chicago Explorer Pass: Save up to 50 Percent - Includes SkyDeck

60d

8/10

474 reviews

Free cancellation available

CA $118

includes taxes & fees

per adult

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### Skydeck Chicago Admission Ticket

1h 30m

10/10

9 reviews

Free cancellation available

CA $62

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/skydeck-chicago-admission-ticket.a1342523.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

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### Chicago C3® by CityPASS®

9d

8.4/10

28 reviews

Free cancellation available

CA $148

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-c3-by-citypass.a46362450.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

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### Colour Factory Chicago Ticket

1h 30m

9.4/10

3 reviews

CA $48

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/colour-factory-chicago-ticket.a49191714.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Art Institute of Chicago](https://mediaim.expedia.com/localexpert/170360/cfa59fea-c028-46b9-93be-ea78b723f52e.jpg?impolicy=resizecrop&rw=500&rh=280)

### Art Institute of Chicago

9.2/10

165 reviews

Free cancellation available

CA $56

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/art-institute-of-chicago.a170360.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting](https://mediaim.expedia.com/localexpert/4973725/0b36f3b1-b375-4fa2-8cfd-1a9815dcdcdc.jpg?impolicy=resizecrop&rw=500&rh=280)

### Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting

1h 30m

9.6/10

4 reviews

Free cancellation available

CA $50

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/medieval-torture-museum-ticket-with-audio-guide-and-ghost-hunting.a4973725.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Skip the Line: Public Tour-Adult Admission Ticket (50 mins)](https://mediaim.expedia.com/localexpert/2305131/80825fbb-e94f-47c1-a66a-38efb3b38535.jpg?impolicy=resizecrop&rw=500&rh=280)

### Skip the Line: Public Tour-Adult Admission Ticket (50 mins)

50m

9/10

2 reviews

Free cancellation available

CA $28

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/skip-the-line-public-tour-adult-admission-ticket-50-mins.a2305131.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Rosemont: Two Flight Indoor Skydiving Experience](https://mediaim.expedia.com/localexpert/2573196/563b98e9-df84-4044-9c7b-299dbe003729.jpg?impolicy=resizecrop&rw=500&rh=280)

### Rosemont: Two Flight Indoor Skydiving Experience

1h

6.6/10

7 reviews

Free cancellation available

CA $136

includes taxes & fees

per traveller

[](https://www.expedia.ca/things-to-do/two-flight-indoor-skydiving-experience.a2573196.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

### Adventure & outdoor

[See all 8 activities](https://expedia.ca/things-to-do/search?&rid=6247290&location=Madison+Street+Theatre&filter.categories=AdventureOutdoor)

![Rosemont: Two Flight Indoor Skydiving Experience](https://mediaim.expedia.com/localexpert/2573196/563b98e9-df84-4044-9c7b-299dbe003729.jpg?impolicy=resizecrop&rw=500&rh=280)

### Rosemont: Two Flight Indoor Skydiving Experience

1h

6.6/10

7 reviews

Free cancellation available

CA $136

includes taxes & fees

per traveller

[](https://www.expedia.ca/things-to-do/two-flight-indoor-skydiving-experience.a2573196.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago: Two Flight Indoor Skydiving Experience](https://mediaim.expedia.com/localexpert/2577742/4234ac6e-21fa-481a-9de6-ed98da9888dd.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago: Two Flight Indoor Skydiving Experience

1h

10/10

1 review

Free cancellation available

CA $144

includes taxes & fees

per traveller

[](https://www.expedia.ca/things-to-do/two-flight-indoor-skydiving-experience.a2577742.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Bikes, Brews & Hidden Bars: A Ride Through RiNo & City centre](https://mediaim.expedia.com/localexpert/48577988/3902aba5-fc8e-4942-b144-4a2c92656ede.jpg?impolicy=resizecrop&rw=500&rh=280)

### Bikes, Brews & Hidden Bars: A Ride Through RiNo & City centre

2h 30m

Free cancellation available

CA $133

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/bike-and-booze-tour-of-river-north-art-district-city-centre.a48577988.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Chicago Highlights Running Tour](https://mediaim.expedia.com/localexpert/46602003/231f57a8-d3d1-4091-9087-51ea9658b8d2.jpg?impolicy=resizecrop&rw=500&rh=280)

### Chicago Highlights Running Tour

1h 15m

10/10

1 review

Free cancellation available

CA $62

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/chicago-highlights-running-tour.a46602003.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer](https://mediaim.expedia.com/localexpert/46208669/1a9520fd-9797-4b2f-b013-aa63087b81e8.jpg?impolicy=resizecrop&rw=500&rh=280)

### Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer

4h

Free cancellation available

CA $251

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/fun-chicago-bike-tour-with-pizza-hot-dogs-cupcakes-and-beer.a46208669.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Bike Tour of Chicago's Lakefront Areas](https://mediaim.expedia.com/localexpert/2364621/633af1f0-5c2e-43ce-b8a7-c218bfb43e7d.jpg?impolicy=resizecrop&rw=500&rh=280)

### Bike Tour of Chicago's Lakefront Areas

3h

10/10

1 review

Free cancellation available

CA $83

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/bike-tour-of-chicagos-lakefront-areas.a2364621.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Unforgettable Small Group Biking Tours from Chicago to Milwaukee](https://mediaim.expedia.com/localexpert/49713921/f914e0a3-8fb6-4f8f-8a3e-42c1c8864666.jpg?impolicy=resizecrop&rw=500&rh=280)

### Unforgettable Small Group Biking Tours from Chicago to Milwaukee

1d

Free cancellation available

CA $489

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/unforgettable-small-group-biking-tours-from-chicago-to-milwaukee.a49713921.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

![Small Group Bike Tours From Chicago to Lake Geneva](https://mediaim.expedia.com/localexpert/49726092/e03f8885-afe1-4b4b-afd2-6a538c6fab37.jpg?impolicy=resizecrop&rw=500&rh=280)

### Small Group Bike Tours From Chicago to Lake Geneva

2d

Free cancellation available

CA $629

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/small-group-bike-tours-from-chicago-to-lake-geneva.a49726092.activity-details?&rid=6247290&location=Madison+Street+Theatre&swp=off)

### Popular places to visit

![Unity Temple featuring religious aspects, a temple or place of worship and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26633-Unity-Temple.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Unity Temple

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

[](https://expedia.ca/Unity-Temple-Chicago.d6064079.Vacation-Attraction)

![Ernest Hemingway Museum and House featuring interior views and food](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26697-The-Ernest-Hemingway-Museum-And-House.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Ernest Hemingway Museum and House

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

[](https://expedia.ca/Ernest-Hemingway-Museum-And-House-Chicago.d6241604.Vacation-Attraction)

![Frank Lloyd Wright Historic District](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26555-Frank-Lloyd-Wright-Historic-District.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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.

[](https://expedia.ca/Frank-Lloyd-Wright-Historic-District-Chicago.d553248634340947645.Vacation-Attraction)

#### Rush Oak Park Hospital

Though Rush Oak Park Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Oak Park while you are here.

[](https://expedia.ca/Rush-Oak-Park-Hospital-Chicago.d553248635997986702.Vacation-Attraction)

#### 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 theater scene in this vibrant area.

[](https://expedia.ca/Mills-Park-Chicago.d553248621532658641.Vacation-Attraction)

#### Pleasant Home

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

[](https://expedia.ca/Pleasant-Home-Chicago.d553248621532658640.Vacation-Attraction)

* * *

## Best Lodging Options Near Madison Street Theatre

## Check availability on hotels close to Madison Street Theatre

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6247290&startDate=2025-10-12&endDate=2025-10-13)

[Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6247290&startDate=2025-10-12&endDate=2025-10-13)

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[Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6247290&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025)

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![Carleton of Oak Park](https://images.trvl-media.com/lodging/1000000/10000/9200/9186/c3e40006_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Carleton of Oak Park

1110 Pleasant St, Oak Park, IL

[](https://expedia.ca/Chicago-Hotels-Carleton-Of-Oak-Park.h9186.Hotel-Information)

![Harvey House Bed & Breakfast](https://images.trvl-media.com/lodging/7000000/6360000/6356600/6356562/b288c54a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Harvey House Bed & Breakfast

107 South Scoville Avenue, Oak Park, IL

[](https://expedia.ca/Chicago-Hotels-Harvey-House-Bed-Breakfast.h6356562.Hotel-Information)

![At Home in Oak Park](https://images.trvl-media.com/lodging/76000000/75610000/75609600/75609586/2e2b5c00_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

At Home in Oak Park

411 N Oak Park Avenue, Oak Park, IL

[](https://expedia.ca/Chicago-Hotels-Home-In-Oak-Park.h75609586.Hotel-Information)

![Historic Oak Park Home](https://images.trvl-media.com/lodging/89000000/88180000/88173500/88173402/7547fb3d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Historic Oak Park Home

421 N Oak Park Avenue, Oak Park, IL

[](https://expedia.ca/Chicago-Hotels-Historic-Oak-Park-Home.h88173402.Hotel-Information)

![Historic Oak Park Residence](https://images.trvl-media.com/lodging/95000000/94680000/94670100/94670079/3a1a2525_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Historic Oak Park Residence

421 N Oak Park Avenue, Oak Park, IL

[](https://expedia.ca/Chicago-Hotels-Historic-Oak-Park-Residence.h94670079.Hotel-Information)

![Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/e376d974_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood

[](https://expedia.ca/Chicago-Hotels-Charming-2-Bedroom-House-In-Maywood-With-WiFi.h117671933.Hotel-Information)

![Travel Inn](https://images.trvl-media.com/lodging/22000000/21520000/21514800/21514796/11ba844f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Travel Inn

1150 Roosevelt Rd, Broadview, IL

[](https://expedia.ca/Chicago-Hotels-Travel-Inn.h21514796.Hotel-Information)

![Experience Chicago living near United Center ](https://images.trvl-media.com/lodging/84000000/83460000/83455900/83455869/57ada61d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Experience Chicago living near United Center

Chicago

[](https://expedia.ca/Chicago-Hotels-Clean-Cozy-Entire-3-Bedroom-Unit-7-Miles-From-Downtown.h83455869.Hotel-Information)

![Experience Chicago living near
United Center](https://images.trvl-media.com/lodging/88000000/87690000/87684800/87684787/0afb39d6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Experience Chicago living near United Center

Chicago

[](https://expedia.ca/Chicago-Hotels-Experience-Chicago-Living-NearUnited-Center.h87684787.Hotel-Information)

[See all 4,300 properties in Madison Street Theatre](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6247290)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.