Chicago Second City Hotels: 2026 Limited-Time Hotel Deals @Expedia

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Our top choices for Second City hotels

A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table with benches.

A living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

A spacious room with hardwood flooring, a stone fireplace, a door with glass panels, and a vase on the floor.

1. The Sono Chicago

0.6 km from Second City

Christie

HK$1,844

HK$2,165 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

2. The Langham, Chicago

River North, 2.6 km from Second City

Saramae

HK$4,269

HK$5,075 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

3. The Peninsula Chicago

Streeterville, 1.9 km from Second City

Levi

HK$4,905

HK$5,831 total

includes taxes & fees

1 Nov - 2 Nov

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

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 against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

4. L7 Chicago by LOTTE

Theatre District, 2.9 km from Second City

Emily

HK$1,475

HK$1,753 total

includes taxes & fees

1 Nov - 2 Nov

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

A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.

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.

5. Trump International Hotel & Tower Chicago

River North, 2.6 km from Second City

Mark

HK$3,620

HK$4,303 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.

A modern living room with a large sectional sofa, a flat-screen TV mounted on the wall, a dining area with a table and chairs, and a view of the cityscape through large windows.

A modern interior with a spiral staircase, large windows, and a geometric patterned floor.

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

6. Residence Inn Chicago Downtown Magnificent Mile

Streeterville, 2.1 km from Second City

Brian

HK$1,726

HK$2,053 total

includes taxes & fees

1 Nov - 2 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 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.

7. Park Hyatt Chicago

Streeterville, 1.8 km from Second City

Tom

HK$4,259

HK$5,063 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A modern lobby with a reception desk, seating area, and elevators.

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

8. Hyatt Place Chicago/Wicker Park

2.7 km from Second City

Tyler

HK$1,570

HK$1,843 total

includes taxes & fees

1 Nov - 2 Nov

A grand foyer with a wooden staircase, a chandelier, and a large window.

A spacious dining area with a long wooden table, ornate chairs, and a chandelier.

A courtyard with brick arches, outdoor seating, and potted plants.

A stone entrance with a black metal gate, a black mat, and two lion statues.

9. Villa D' Citta

1.7 km from Second City

Jeffrey

HK$1,976

HK$2,320 total

includes taxes & fees

7 Oct - 8 Oct

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 bar with three wooden shelves filled with bottles and glasses.

10. The Talbott, Autograph Collection

1.5 km from Second City

Karina

HK$1,877

HK$2,512 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

11. Hotel Riu Plaza Chicago

Streeterville, 2.2 km from Second City

Denys

HK$1,259

HK$1,720 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

12. The St. Regis Chicago

3 km from Second City

Xiomara

HK$4,913

HK$5,841 total

includes taxes & fees

29 Oct - 30 Oct

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

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

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

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

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

Streeterville, 2.4 km from Second City

Jessica

HK$3,795

HK$4,746 total

includes taxes & fees

30 Oct - 31 Oct

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

A modern room with a view of a river and high-rise buildings.

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.

14. LondonHouse Chicago, Curio Collection by Hilton

The Loop, 2.7 km from Second City

Sharee

HK$1,854

HK$2,438 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

15. citizenM Chicago Downtown

Theatre District, 2.8 km from Second City

Kimberly

HK$1,334

HK$1,586 total

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.

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.

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

16. Waldorf Astoria Chicago

1.4 km from Second City

Luis

HK$4,236

HK$5,036 total

includes taxes & fees

1 Nov - 2 Nov

A person sitting by a window with a view of a cityscape, including a tall tower.

A couple walking through a spacious lobby with marble flooring, large white floral arrangements, and a modern staircase in the background.

A modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.

An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.

17. Four Seasons Hotel Chicago

Streeterville, 1.6 km from Second City

Teresa

HK$4,238

HK$5,038 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

18. Hyatt Regency Chicago

The Loop, 2.8 km from Second City

Mark

HK$1,938

HK$2,584 total

includes taxes & fees

31 Oct - 1 Nov

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

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

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

19. Viceroy Chicago

1.1 km from Second City

Margaret

HK$2,309

HK$3,005 total

includes taxes & fees

1 Nov - 2 Nov

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 modern reception desk with a sleek design, large windows offering a view of the cityscape, and a contemporary ceiling with linear wood paneling.

20. Springhill Suites by Marriott Chicago Downtown/ River North

River North, 2.5 km from Second City

Sugar

HK$1,452

HK$1,726 total

includes taxes & fees

1 Nov - 2 Nov

View all properties

Compare popular hotels close to Second City

Property	Property class	Guest rating
The Sono Chicago	10.0 Exceptional 564 reviews	View
The Langham, Chicago	9.8 Exceptional 1,002 reviews	View
The Peninsula Chicago	9.8 Exceptional 1,001 reviews	View
L7 Chicago by LOTTE	9.6 Exceptional 4,947 reviews	View
Trump International Hotel & Tower Chicago	9.6 Exceptional 2,040 reviews	View

Top Second City Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Love the location! So awesome!"

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"

Eurostars Magnificent Mile

10/10 Excellent

"Amazing"

The Chicago Hotel Collection River North

8/10 Good

"Was very clean. Good location"

The Godfrey Hotel Chicago

10/10 Excellent

"Great hotel - great rooms - nice restaurant and bar"

Hotel Lincoln

10/10 Excellent

"What a cute little kitschy hotel. I prefer to stay in boutique hotels when travelling. This was a cute little hotel with a beautiful rooftop and within walking distance to everything I needed."

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

10/10 Excellent

"Incredible location (relative to the city as a whole), spectacular house, and superb communication with the host through every step of the process. HIGHLY recommend."

Heart of the City Group Hub • Patio • Fireplace • Parking

10/10 Excellent

"The place was very clean and in a decent part of town. Great price compared to similar size needed for our group. It is close to a grocery store, train, bus, entertainment, etc. The host was amazing at communication and reasonable with requests we had. I would recommend this place for anyone looking for needs for a larger group."

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

10/10 Excellent

"This was the perfect amount of space and location for our group of six friends. The unit was spotless and very well stocked with both necessities and little extras that made us feel welcome. The location in the heart of Old Town was fantastic and very walkable to the Wells St. shops and restaurants. Inna was a great host and we were very happy with our stay."

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.

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Treat yourself

Be picky

Check prices for these dates

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Star rating

Guest rating

Our top choices for Second City hotels

1. The Sono Chicago

2. The Langham, Chicago

3. The Peninsula Chicago

4. L7 Chicago by LOTTE

5. Trump International Hotel & Tower Chicago

6. Residence Inn Chicago Downtown Magnificent Mile

7. Park Hyatt Chicago

8. Hyatt Place Chicago/Wicker Park

9. Villa D' Citta

10. The Talbott, Autograph Collection

11. Hotel Riu Plaza Chicago

12. The St. Regis Chicago

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

14. LondonHouse Chicago, Curio Collection by Hilton

15. citizenM Chicago Downtown

16. Waldorf Astoria Chicago

17. Four Seasons Hotel Chicago

18. Hyatt Regency Chicago

19. Viceroy Chicago

20. Springhill Suites by Marriott Chicago Downtown/ River North

Compare popular hotels close to Second City

Top Second City Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Sono Chicago

Eurostars Magnificent Mile

The Chicago Hotel Collection River North

The Godfrey Hotel Chicago

Hotel Lincoln

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Heart of the City Group Hub • Patio • Fireplace • Parking

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

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

Explore a world of travel with Expedia