The Best Hotels Closest to Second City in Chicago - 2026 Updated Prices

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Our top choices for Second City hotels

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

A rooftop bar with seating and a view of the city skyline at night.

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

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

1. The Peninsula Chicago

Streeterville, 1.2 mi from Second City

Levi

£560

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

2. Trump International Hotel & Tower Chicago

River North, 1.6 mi from Second City

Mark

£413

includes taxes & fees

1 Nov - 2 Nov

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

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

3. L7 Chicago by LOTTE

Theatre District, 1.8 mi from Second City

Jeffrey Thomas

£160

includes taxes & fees

1 Nov - 2 Nov

A modern hotel room with a large bed, a view of a cityscape through floor-to-ceiling windows, and three framed artworks on the wall.

A modern living room with a dining area, large windows, and a view of a high-rise building.

4. ENVITAE Hotel

Near North Side, 0.8 mi from Second City

Brian

£283

includes taxes & fees

3 Nov - 4 Nov

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 modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.

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

5. Park Hyatt Chicago

Streeterville, 1.1 mi from Second City

Tom

£480

includes taxes & fees

1 Nov - 2 Nov

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

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

A modern hotel lobby with a reception desk, seating area, staircase, and large windows.

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

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

Streeterville, 1.5 mi from Second City

Jessica

£387

includes taxes & fees

31 Oct - 1 Nov

A modern lounge area with a fire feature, seating, and a bar.

A group of people seated at a table with drinks and a salad, in a modern indoor setting with large windows and a bar area.

An outdoor terrace with a fire feature, seating, and a city view.

A modern lounge area with a sectional sofa, red chairs, a glass coffee table, and a patterned rug.

7. Hyatt Place Chicago/Wicker Park

1.7 mi from Second City

Tyler

£172

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A bar with three wooden shelves filled with bottles and glasses.

8. The Talbott, Autograph Collection

0.9 mi from Second City

Karina

£241

includes taxes & fees

1 Nov - 2 Nov

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 room with a diamond-patterned bookshelf filled with books, a wooden floor, and a lamp.

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

9. Arlo Chicago

Theatre District, 1.9 mi from Second City

Meagan

£176

includes taxes & fees

1 Nov - 2 Nov

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

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

10. Viceroy Chicago

0.7 mi from Second City

Margaret

£301

includes taxes & fees

1 Nov - 2 Nov

A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

A bar area with a long counter, multiple stools, and a seating area with a booth.

An indoor swimming pool with a modern design, a reception area with a sign for Waldorf Astoria Chicago, and a seating area with two people.

A couple dining on a balcony with a cityscape view.

11. Waldorf Astoria Chicago

0.9 mi from Second City

Luis

£523

includes taxes & fees

1 Nov - 2 Nov

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

A modern bar area with a checkered floor, wooden ceiling, and various bar equipment.

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

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

12. citizenM Chicago Downtown

Theatre District, 1.8 mi from Second City

Kimberly

£152

includes taxes & fees

1 Nov - 2 Nov

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 high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.

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

13. The Royal Sonesta Chicago Downtown

The Loop, 1.7 mi from Second City

ShaRona

£198

includes taxes & fees

3 Nov - 4 Nov

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

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

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.

14. Springhill Suites by Marriott Chicago Downtown/ River North

River North, 1.5 mi from Second City

Keith

£166

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

15. Moxy Chicago Downtown

River North, 1.4 mi from Second City

Justin

£145

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

16. Sofitel Chicago Magnificent Mile

1 mi from Second City

Mohab

£290

includes taxes & fees

1 Nov - 2 Nov

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

A pool table in a room with large windows, a bicycle outside, and a lamp on a table.

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.

17. Aloft by Marriott Chicago Downtown River North

River North, 1.4 mi from Second City

Angela

£166

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A modern hotel room with a large bed, a desk, a sofa, and a view of the city.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

A modern hotel room with a desk, a sofa, a coffee machine, a TV, and a unique wall art piece.

18. LondonHouse Chicago, Curio Collection by Hilton

The Loop, 1.7 mi from Second City

Sharee

£227

includes taxes & fees

1 Nov - 2 Nov

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

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

A rooftop pool area with city views, two lounge chairs, and a small table with a vase.

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

19. The St. Regis Chicago

1.9 mi from Second City

Xiomara

£561

includes taxes & fees

1 Nov - 2 Nov

A modern hotel with a glass facade, outdoor seating, and a prominent 'ABT' sign.

A modern lobby with geometric patterned flooring, glass tables with candles, and a visible bar area with shelves.

A modern hotel room with a large bed, a desk, and a view of the cityscape.

A modern restaurant with a bar area, dining tables set with candles, and a kitchen in the background.

20. Hotel EMC2, Autograph Collection

Streeterville, 1.4 mi from Second City

Abey

£321

includes taxes & fees

1 Nov - 2 Nov

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Compare popular hotels close to Second City

Property	Property class	Guest rating
The Peninsula Chicago	9.8 Exceptional 1,004 reviews	View
Trump International Hotel & Tower Chicago	9.6 Exceptional 2,035 reviews	View
L7 Chicago by LOTTE	9.6 Exceptional 4,979 reviews	View
ENVITAE Hotel	9.6 Exceptional 8 reviews	View
Park Hyatt Chicago	9.6 Exceptional 1,000 reviews	View

Top Second City Hotel Reviews

River Hotel

10/10 Excellent

"Clean and very helpful staff. Great location!"

The Whitehall Hotel, BW Premier Collection

10/10 Excellent

"DeMario was a terrific help at the front desk every day! Staff was great and the room terrific and met l our needs. Shower great, TV not a high quality but it worked quite well. Only downside was a poor internet that would not allow me to listen to many podcasts and was slow on our gadgets. Gym was great too! Obviously the location was superb with shops and restaurants everywhere and we could walk to most everything in the Loop! This element is very important for travelers and needs serious upgrading immediately!"

Congress Plaza Hotel

10/10 Excellent

"Everything was good , tv remote was not working it was broken. Also, their coffee maker was dirty."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Great stay for a few days. Very convenient location and close to the train. Rooftop bars are also great, shout out to the staff"

The Godfrey Hotel Chicago

10/10 Excellent

"The staff had a great attitude, and the bartenders were incredibly nice and welcoming. They even gave us complimentary water and were happy to answer our questions about the area. We had a great experience and will definitely return the next time we’re visiting Chicago!"

Claridge House Chicago, Tapestry Collection by Hilton

10/10 Excellent

"N/a"

Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

8/10 Good

"We enjoyed our stay here - the space accommodates a large group and the host was quick with communication. Just to note the large room on the second floor has a water pump and ac unit in the closet so it does get pretty noisy whenever anyone in the house is using water. We had an issue with water that the host was quick to send maintenance for repairs. Nice neighborhood and walking distance to many things."

The Chicago Hotel Collection River North

10/10 Excellent

"Nice and quite place at night time"

The Sono Chicago

10/10 Excellent

"Everything was wonderful. My room was very clean, very quiet, and I really enjoyed the shower. Staff was great and parking is free. I'm definitely visiting this place again in the near future"

Other attractions near Second City

Chicago History Museum

9.0/10 (37 reviews)

Take a stroll through time, with historical artifacts that explore the city’s rich and colorful history.

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Henry Gerber House

Learn about the local history of Chicago when you take a trip to Henry Gerber House. Stroll along the lakeside or visit the shops in this vibrant area.

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Lighthouse ArtSpace Chicago

You can spend time studying the exhibits at Lighthouse ArtSpace Chicago during your travels in Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.

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Couch Mausoleum

Couch Mausoleum 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 fascinating museums.

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Green City Market

9.2/10 (15 reviews)

You can enjoy retail therapy at Green City Market during your visit to Chicago. Experience the acclaimed theatre scene and fascinating museums in this vibrant area.

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Midwest Buddhist Temple

After visiting Midwest Buddhist Temple, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or visit the shops in this vibrant area.

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Hudson Chess Park

Explore the great outdoors at Hudson Chess Park, a lovely green space in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

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Cyrus McCormick Mansion

Learn about the local history of Chicago with a stop at Cyrus McCormick Mansion. Experience the acclaimed theatre scene and fascinating museums in this vibrant area.

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Frequently asked questions

What's the area like around Second City?

Second City is located in a vibrant area of Chicago known for its popular theatre scene and stunning architecture. If you're looking for a convenient place to stay, take a look at the 286 hotels and other accommodation options you'll find within a mile.

What's the best place to stay close to Second City?

Adjacent to Second City, Hotel Lincoln is one of the top choices for your stay based on our traveller data, and this hotel offers a restaurant and a 24-hour fitness centre. Other good choices close by include The Chicago Hotel Collection Ambassador Gold Coast and Four Seasons Hotel Chicago.

How many hotels will I be able to find near Second City?

Expedia has 286 hotels and other accommodation options within a mile from Second City.

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

Yes, the majority of hotel bookings are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of booking. Enter dates in and click on "Search", then you can filter by "fully refundable" to view top deals close to Second City.

What can I see and do near Second City?

Chicago History Museum, Museum of Contemporary Art Chicago and Art Institute of Chicago feature a variety of fascinating exhibits to see while you're in town. Holy Name Cathedral, Chicago Water Tower and Former Medinah Temple are monuments to see when you're exploring the area around Second City. You can watch performances at Park West, Steppenwolf Theatre and Theater on the Lake if you're interested in local theatre.

How can I get to Second City?

Local metro stations include Fullerton Station and Armitage Station. If you'd like to venture around the surrounding area, consider renting a car to take in more sights.

Search Hotels Near Second City, Chicago

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Our top choices for Second City hotels

1. The Peninsula Chicago

2. Trump International Hotel & Tower Chicago

3. L7 Chicago by LOTTE

4. ENVITAE Hotel

5. Park Hyatt Chicago

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

7. Hyatt Place Chicago/Wicker Park

8. The Talbott, Autograph Collection

9. Arlo Chicago

10. Viceroy Chicago

11. Waldorf Astoria Chicago

12. citizenM Chicago Downtown

13. The Royal Sonesta Chicago Downtown

14. Springhill Suites by Marriott Chicago Downtown/ River North

15. Moxy Chicago Downtown

16. Sofitel Chicago Magnificent Mile

17. Aloft by Marriott Chicago Downtown River North

18. LondonHouse Chicago, Curio Collection by Hilton

19. The St. Regis Chicago

20. Hotel EMC2, Autograph Collection

Compare popular hotels close to Second City

Top Second City Hotel Reviews

River Hotel

The Whitehall Hotel, BW Premier Collection

Congress Plaza Hotel

The Chicago Hotel Collection - Magnificent Mile

The Godfrey Hotel Chicago

Claridge House Chicago, Tapestry Collection by Hilton

Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

The Chicago Hotel Collection River North

The Sono Chicago

Other attractions near Second City

Chicago History Museum

Henry Gerber House

Lighthouse ArtSpace Chicago

Couch Mausoleum

Green City Market

Midwest Buddhist Temple

Hudson Chess Park

Cyrus McCormick Mansion

Frequently asked questions