The Best Hotels Closest to Lookingglass Theatre in Chicago for 2026

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Our top choices for Lookingglass Theatre hotels

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.

A modern indoor pool area with large windows, potted palm plants, and lounge chairs.

A modern bar area with a checkered floor, bar stools, and a bartender.

1. The Peninsula Chicago

Streeterville, 0.2 km from Lookingglass Theatre

Melinda

￥98,856

￥117,532 total

includes taxes & fees

Nov 22 - Nov 23

A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

A swimming pool with a ceiling of lights, large windows, and potted plants.

A modern dining area with round tables, comfortable chairs, and a dessert display.

A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

2. The Langham, Chicago

River North, 1 km from Lookingglass Theatre

Saramae

￥82,565

￥98,161 total

includes taxes & fees

Nov 22 - Nov 23

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

3. L7 Chicago by LOTTE

Theatre District, 1.2 km from Lookingglass Theatre

Amanda

￥21,557

￥25,629 total

includes taxes & fees

Nov 22 - Nov 23

A cityscape with a river, a bridge, and a dining area with tables and chairs.

A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

A modern hotel room with large windows, white furniture, and a view of tall buildings.

A modern hotel room with large floor-to-ceiling windows offering a city view.

4. Trump International Hotel & Tower Chicago

River North, 1 km from Lookingglass Theatre

Cecille

￥72,956

￥86,737 total

includes taxes & fees

Nov 1 - Nov 2

A couple dining at a table with a view of a cityscape and a sunset.

A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.

A woman sitting by a window with a city view, holding a cup and saucer.

A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

5. Park Hyatt Chicago

Streeterville, 0.1 km from Lookingglass Theatre

Tom

￥73,312

￥87,160 total

includes taxes & fees

Nov 22 - Nov 23

A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

A modern staircase with glass railings and pendant lighting.

A modern hotel room with a green sofa, two round tables, a city view, and a chandelier.

A modern urban street with high-rise buildings, including a prominent 'The Gwent' and 'Nordstrom' sign.

6. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Streeterville, 0.7 km from Lookingglass Theatre

Jessica

￥44,232

￥57,293 total

includes taxes & fees

Nov 22 - Nov 23

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

A bar area with a marble countertop, bar stools, and a variety of bottles.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

7. Hotel Riu Plaza Chicago

Streeterville, 0.4 km from Lookingglass Theatre

Scott E

￥17,656

￥25,499 total

includes taxes & fees

Nov 22 - Nov 23

A high-rise hotel with a modern glass facade, multiple floors, and a prominent corner entrance.

A couple sitting at a table with a glass of wine and hors d'oeuvres, in a room with a view of lights outside.

A hotel room with a bed, sofa, TV, and a view of the cityscape.

A modern lobby with a fireplace, seating area, and large windows.

8. Residence Inn by Marriott Chicago Downtown / River North

River North, 1 km from Lookingglass Theatre

Kayla

￥23,726

￥28,208 total

includes taxes & fees

Nov 22 - Nov 23

A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

A modern hotel room with a large window, a desk, a chair, a sofa, and a small side table.

A hotel room with two beds, a desk, a chair, a lamp, and a view of a building through the window.

A bar area with a long counter, bar stools, and a bar stocked with bottles.

9. Springhill Suites by Marriott Chicago Downtown/ River North

River North, 1 km from Lookingglass Theatre

Robert

￥20,641

￥24,540 total

includes taxes & fees

Nov 22 - Nov 23

A modern building with a colorful facade and a red circular seating area.

A modern interior with wooden shelves, colorful chairs, and hanging plants.

A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.

A modern high-rise building with a glass facade, surrounded by other tall buildings.

10. citizenM Chicago Downtown

Theatre District, 1.2 km from Lookingglass Theatre

Katarina

￥19,771

￥23,506 total

includes taxes & fees

Nov 22 - Nov 23

A modern dining area with round tables and chairs, large windows, and a view of a cityscape.

A modern high-rise building with a curved glass facade, surrounded by other tall buildings.

A person in a white robe sitting by a window with a view of modern high-rise buildings.

Two people at a table with a tiered dessert display and glasses of champagne.

11. Sofitel Chicago Magnificent Mile

0.3 km from Lookingglass Theatre

Mariellen

￥31,476

￥42,125 total

includes taxes & fees

Nov 22 - Nov 23

A modern hotel with a colorful awning and a glass facade.

A hotel room with a wooden wardrobe, a minibar with coffee cups and a bottle, a safe, and a towel rack with a hanging bag.

A conference room with a long table, multiple chairs, and framed pictures on the wall.

A hotel room with two beds, a desk, a chair, and a view of the cityscape.

12. Aloft by Marriott Chicago Downtown River North

River North, 0.9 km from Lookingglass Theatre

ana

￥22,935

￥27,269 total

includes taxes & fees

Nov 22 - Nov 23

A modern lounge area with seating, a coffee table, and a view of the city at night.

A modern hotel entrance with a neon sign, a covered walkway, and a cityscape view.

A modern lounge area with seating, tables, and a view of the cityscape.

A bar area with multiple shelves of bottles, a seating area with bar stools, and a counter with a cash register.

13. Moxy Chicago Downtown

River North, 1 km from Lookingglass Theatre

Justin

￥19,929

￥23,693 total

includes taxes & fees

Nov 22 - Nov 23

A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.

A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.

A modern hotel entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.

A dining area with wicker chairs and tables, overlooking a marina with boats and a Ferris wheel.

14. The St. Regis Chicago

1.2 km from Lookingglass Theatre

Xiomara

￥84,779

￥100,795 total

includes taxes & fees

Nov 22 - Nov 23

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A bar with a circular liquor display, seating with stools, and a city view through large windows.

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

15. Hyatt Regency Chicago

The Loop, 1.1 km from Lookingglass Theatre

Addison

￥29,103

￥40,244 total

includes taxes & fees

Nov 22 - Nov 23

A corridor with ornate black metal railings and a patterned carpet.

A dining area with tables and chairs, a hanging light fixture, and a view of the street through a window.

A modern hotel room with a sofa, a small table, a bench, a TV, and a cabinet.

A bed with a pillow featuring a pineapple design and the text "Sleep with me." A window reveals a cityscape at night.

16. Staypineapple, An Iconic Hotel, The Loop

Theatre District, 1.6 km from Lookingglass Theatre

RaeQuan

￥26,293

￥35,950 total

includes taxes & fees

Nov 22 - Nov 23

A dining area with a table set for four, large windows offering a cityscape view at dusk.

A breakfast table with croissants, a bowl of berries, a glass of orange juice, and a smoothie, set against a cityscape view through a window.

A modern interior with a central fireplace, seating area, and wall-mounted lighting.

A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.

17. The Royal Sonesta Chicago Downtown

The Loop, 1.1 km from Lookingglass Theatre

Ebony

￥25,149

￥34,959 total

includes taxes & fees

Nov 22 - Nov 23

A street view with outdoor seating, a building with a sign, and tall skyscrapers in the background.

A hotel entrance with a marquee sign, outdoor seating, and a well-lit facade.

A dining area with a long table, chairs, and a fireplace. There are framed pictures on the walls and a large flat-screen TV mounted on the wall.

A lobby with a checkered floor, seating area, and a glass entrance.

18. The Talbott, Autograph Collection

0.4 km from Lookingglass Theatre

Karina

￥26,446

￥37,083 total

includes taxes & fees

Nov 22 - Nov 23

A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.

A modern living room with a brick wall mural, a green sofa, leather chairs, and a wooden coffee table.

A high-rise building with a modern architectural design, featuring a prominent glass facade and a series of vertical lines.

A bar area with multiple shelves of bottles, a bar counter, and three bar stools.

19. Arlo Chicago

Theatre District, 1.4 km from Lookingglass Theatre

Daniel

￥22,600

￥31,836 total

includes taxes & fees

Nov 22 - Nov 23

A hotel room with a large bed, a wooden cabinet, a chair, and a view of the city skyline.

A rooftop terrace with white chairs and a table, overlooking a cityscape with tall buildings and a view of the ocean.

A modern dining area with a round table and chairs, large windows with a city view, and a decorative light fixture.

A rooftop pool with lounge chairs and a city skyline in the background.

20. Viceroy Chicago

0.7 km from Lookingglass Theatre

Emily

￥39,263

￥51,916 total

includes taxes & fees

Nov 22 - Nov 23

View all properties

Compare popular hotels close to Lookingglass Theatre

Property	Star rating	Guest rating
The Peninsula Chicago	9.8 Exceptional 1,003 reviews	View
The Langham, Chicago	9.8 Exceptional 1,001 reviews	View
L7 Chicago by LOTTE	9.6 Exceptional 5,083 reviews	View
Trump International Hotel & Tower Chicago	9.6 Exceptional 2,057 reviews	View
Park Hyatt Chicago	9.6 Exceptional 1,000 reviews	View

Top Lookingglass Theatre Hotel Reviews

Millennium Hotel Knickerbocker Chicago

10/10 Excellent

"Staff was very friendly. Great location. Valet parking a tad slow and expensive but typical for downtown Chicago. Wonderful experience."

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"After reading many reviews for hotels in this area I settled for staying at the Sonesta. I would definitely stay here again when visiting Chicago. Our room was nice and clean when we arrived, checking in and out was a breeze. Breakfast was a nice amenity but it is crazy busy so be prepared if you're wanting breakfast to go downstairs right at 7am."

Congress Plaza Hotel

8/10 Good

"The staff is amazing, very knowledgeable and helpful. The only downside of my stay is the bed. It is super firm! No pillow top here."

River Hotel

8/10 Good

"Great location and friendly staff!"

The Whitehall Hotel, BW Premier Collection

8/10 Good

"There is no ice or water station in the hotel, they do offer water bottles but if you like to avoid those, the tap water from the sink in the bathroom was fine. Breakfast was an additional charge but that is no big deal if you like to sleep in anyways. The Paris Baguette in the lobby area was great and the staff was very kind. The TV had Netflix to log into, which I appreciate."

Hampton Inn Chicago Downtown/Magnificent Mile

8/10 Good

"We were in a room next to the elevator and you could hear it all night but Chicago is a noisy city anyway. That being said the room was clean, staff was very friendly and we would stay there again."

Other attractions near Lookingglass Theatre

A historic tower with a clock, surrounded by modern skyscrapers and lush greenery.

Chicago Water Tower

9.0/10 (1,235 reviews)

You can learn about the history of Chicago with a visit to Chicago Water Tower. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

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Water Tower Place

9.0/10 (1,113 reviews)

Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.

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A tall skyscraper with a spire, a flagpole with an American flag, and a stone building with arched windows.

875 North Michigan Avenue

9.2/10 (2,926 reviews)

You can find out about the history of Chicago with a visit to 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its fascinating museums.

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A large indoor Christmas tree in a shopping mall.

900 North Michigan Shops

8.6/10 (55 reviews)

You can browse for the perfect souvenirs at 900 North Michigan Shops during your visit to Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.

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Loyola University Museum of Art

9.0/10 (2 reviews)

You can spend time exploring the galleries in Loyola University Museum of Art during your trip to Chicago. Experience the acclaimed art scene and fascinating museums in this vibrant area.

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Fourth Presbyterian Church

10.0/10 (2 reviews)

Fourth Presbyterian Church is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

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Broadway Playhouse

8.4/10 (17 reviews)

You can enjoy a show at Broadway Playhouse during your stay in Chicago. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

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360 CHICAGO

You can learn about the history of Chicago with a visit to 360 CHICAGO. Amble around this vibrant area's riverfront or experience its entertainment choices.

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Frequently asked questions

What's the area like around Lookingglass Theatre?

Lookingglass Theatre is located in a vibrant area of Chicago known for its beautiful lakeside setting and stunning architecture. If you're looking for a convenient place to stay, check out the 825 hotels and other accommodations you'll find within a mile.

What's the best place to stay near Lookingglass Theatre?

Adjacent to Lookingglass Theatre, Hampton Inn Chicago Downtown/Magnificent Mile is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free WiFi. Other good options close by include River Hotel and The Chicago Hotel Collection - Magnificent Mile.

How many hotels should I expect to find close to Lookingglass Theatre?

Expedia has 825 hotels and other accommodations within a mile from Lookingglass Theatre.

If I need to cancel the hotel reservation for my stay near Lookingglass Theatre, will I receive a refund?

Yes! You'll find that most hotel reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within a 24-hour period of booking. Enter your dates, click on "Search", then filter by "fully refundable" to get the best deals near Lookingglass Theatre.

Where can I learn more about changing or cancelling my trip in the area near Lookingglass Theatre?

To access more information about picking new dates or cancelling your stay near Lookingglass Theatre, click here.

What can I see and do near Lookingglass Theatre?

You'll want to browse the collections at Museum of Contemporary Art Chicago, Chicago History Museum, and Art Institute of Chicago. Chicago Water Tower, Holy Name Cathedral, and Former Medinah Temple are landmarks that you won't want to miss. You can watch performances at Broadway Playhouse, House of Blues Chicago, and Chicago Theatre if you're interested in local theater.

How can I get to Lookingglass Theatre?

With so many choices for transportation, seeing all of the area near Lookingglass Theatre is a breeze. You can walk to nearby metro stations including State Station, Clark-Lake Station, and Lake Station. If you'd like to explore more of the area, jump aboard a train from Millennium Station, Chicago Van Buren Street Station, or Chicago Union Station.

Find hotels near Lookingglass Theatre, Chicago from ￥23,506

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Lookingglass Theatre hotels

1. The Peninsula Chicago

2. The Langham, Chicago

3. L7 Chicago by LOTTE

4. Trump International Hotel & Tower Chicago

5. Park Hyatt Chicago

6. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

7. Hotel Riu Plaza Chicago

8. Residence Inn by Marriott Chicago Downtown / River North

9. Springhill Suites by Marriott Chicago Downtown/ River North

10. citizenM Chicago Downtown

11. Sofitel Chicago Magnificent Mile

12. Aloft by Marriott Chicago Downtown River North

13. Moxy Chicago Downtown

14. The St. Regis Chicago

15. Hyatt Regency Chicago

16. Staypineapple, An Iconic Hotel, The Loop

17. The Royal Sonesta Chicago Downtown

18. The Talbott, Autograph Collection

19. Arlo Chicago

20. Viceroy Chicago

Compare popular hotels close to Lookingglass Theatre

Top Lookingglass Theatre Hotel Reviews

Millennium Hotel Knickerbocker Chicago

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Congress Plaza Hotel

River Hotel

The Whitehall Hotel, BW Premier Collection

Hampton Inn Chicago Downtown/Magnificent Mile

Other attractions near Lookingglass Theatre

Chicago Water Tower

Water Tower Place

875 North Michigan Avenue

900 North Michigan Shops

Loyola University Museum of Art

Fourth Presbyterian Church

Broadway Playhouse

360 CHICAGO

Frequently asked questions