Top 10 Hotels Near Second City in Chicago for 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

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 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.

1. The Peninsula Chicago

Streeterville, 1.9 km from Second City

Melinda

RM2,551

RM3,033 total

includes taxes & fees

1 Nov - 2 Nov

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

A modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.

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

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, 2.6 km from Second City

Saramae

RM2,131

RM2,533 total

includes taxes & fees

15 Nov - 16 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 modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

3. L7 Chicago by LOTTE

Theatre District, 2.9 km from Second City

Jeffrey Thomas

RM674

RM802 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 lobby with wicker furniture, a fire feature, and a view of the outdoors.

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

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

4. Residence Inn Chicago Downtown Magnificent Mile

Streeterville, 2.1 km from Second City

Kaitlyn

RM898

RM1,068 total

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 windows, white furniture, and a view of tall buildings.

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

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

5. Trump International Hotel & Tower Chicago

River North, 2.6 km from Second City

Cecille

RM1,883

RM2,238 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

6. Park Hyatt Chicago

Streeterville, 1.8 km from Second City

Tom

RM2,244

RM2,668 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 spacious lobby with a marble floor, a reception desk, and a glass partition.

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

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

7. Hotel Riu Plaza Chicago

Streeterville, 2.2 km from Second City

Scott E

RM756

RM1,015 total

includes taxes & fees

11 Nov - 12 Nov

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

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.

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.

8. Hyatt Place Chicago/Wicker Park

2.7 km from Second City

Tyler

RM690

RM810 total

includes taxes & fees

2 Nov - 3 Nov

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

A modern staircase with glass railings and pendant lighting.

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

Streeterville, 2.4 km from Second City

Jessica

RM1,465

RM1,863 total

includes taxes & fees

30 Oct - 31 Oct

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

A bar area with a long counter, blue bar stools, and a variety of bottles and glasses.

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

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

10. LondonHouse Chicago, Curio Collection by Hilton

The Loop, 2.7 km from Second City

James

RM905

RM1,198 total

includes taxes & fees

15 Nov - 16 Nov

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

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.

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

11. citizenM Chicago Downtown

Theatre District, 2.8 km from Second City

Katarina

RM694

RM825 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 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.

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

12. Springhill Suites by Marriott Chicago Downtown/ River North

River North, 2.5 km from Second City

Keith

RM694

RM825 total

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 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.

13. Viceroy Chicago

1.1 km from Second City

Emily

RM1,258

RM1,631 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A modern reception area with a wooden ceiling and a reception desk.

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

14. Residence Inn by Marriott Chicago Downtown / River North

River North, 2.5 km from Second City

Sandy

RM714

RM849 total

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

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.

15. The Royal Sonesta Chicago Downtown

The Loop, 2.8 km from Second City

Jordyn

RM690

RM951 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with stainless steel appliances, a microwave, and a coffee maker.

A reception desk with a textured surface, two laptops, and a potted orchid.

A hotel room with a bed, a desk, a chair, a lamp, and a view of the cityscape.

A restaurant interior with multiple tables, chairs, and hanging pendant lights.

16. Loews Chicago Hotel

Streeterville, 2.7 km from Second City

Daniel

RM1,122

RM1,480 total

includes taxes & fees

31 Oct - 1 Nov

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.

17. Sofitel Chicago Magnificent Mile

1.6 km from Second City

Mariellen

RM1,302

RM1,669 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

18. The Talbott, Autograph Collection

1.5 km from Second City

Karina

RM911

RM1,229 total

includes taxes & fees

1 Nov - 2 Nov

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

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

19. Hyatt Regency Chicago

The Loop, 2.8 km from Second City

Addison

RM971

RM1,300 total

includes taxes & fees

31 Oct - 1 Nov

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

A group of people on a boat with a city skyline in the background.

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

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

20. Four Seasons Hotel Chicago

Streeterville, 1.6 km from Second City

Edda

RM2,122

RM2,523 total

includes taxes & fees

15 Nov - 16 Nov

View all properties

Compare popular hotels close to Second City

Property	Property class	Guest rating
The Peninsula Chicago	9.8 Exceptional 1,000 reviews	View
The Langham, Chicago	9.8 Exceptional 1,001 reviews	View
L7 Chicago by LOTTE	9.6 Exceptional 5,054 reviews	View
Residence Inn Chicago Downtown Magnificent Mile	9.6 Exceptional 658 reviews	View
Trump International Hotel & Tower Chicago	9.6 Exceptional 2,055 reviews	View

Top Second City Hotel Reviews

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

8/10 Good

"Breakfast option weren't that great and the sausage was burnt."

Warwick Allerton - Chicago

8/10 Good

"The location was perfect as it was walking distance to many attractions and the river walk. The room was comfortable but a little outdated. I also found a few strands of hair when I first arrived, but everything was fairly clean. My main issue with the room was the loud AC. It was set to auto and would turn on and off throughout the night with a loud clicking noise. The staff were friendly and personable throughout my stay. For the reasonable cost and location, I would definitely recommend this hotel and will stay here in the future."

Hotel Felix River North/Magnificent Mile

8/10 Good

"Location was key for us and its location is perfect. Rooms were a bit small and the bathrooms had no ventilation...i guess that’s expected from downtown hotels? I’m not too sure. Staff were helpful, no real issues, felt safe during the day and night."

Freehand Chicago

10/10 Excellent

"It was comfortable"

Level Chicago – Old Town

10/10 Excellent

"The stay was all good as represented on the site!"

Other attractions near Second City

Chicago History Museum

9.0/10 (37 reviews)

Explore the rich and exciting history of this great, iconic all-American city through an array of artefacts, hands-on exhibits and multi-media presentations.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

Hotels near Second City

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Second City hotels

1. The Peninsula Chicago

2. The Langham, Chicago

3. L7 Chicago by LOTTE

4. Residence Inn Chicago Downtown Magnificent Mile

5. Trump International Hotel & Tower Chicago

6. Park Hyatt Chicago

7. Hotel Riu Plaza Chicago

8. Hyatt Place Chicago/Wicker Park

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

10. LondonHouse Chicago, Curio Collection by Hilton

11. citizenM Chicago Downtown

12. Springhill Suites by Marriott Chicago Downtown/ River North

13. Viceroy Chicago

14. Residence Inn by Marriott Chicago Downtown / River North

15. The Royal Sonesta Chicago Downtown

16. Loews Chicago Hotel

17. Sofitel Chicago Magnificent Mile

18. The Talbott, Autograph Collection

19. Hyatt Regency Chicago

20. Four Seasons Hotel Chicago

Compare popular hotels close to Second City

Top Second City Hotel Reviews

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Warwick Allerton - Chicago

Hotel Felix River North/Magnificent Mile

Freehand Chicago

Level Chicago – Old Town

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