The Best Hotels Closest to Second City in Chicago for 2026

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Our top choices for Second City hotels

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

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.

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

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

Streeterville, 2.4 km from Second City

Jessica

￥113,501

￥139,619 total

includes taxes & fees

Oct 25 - Oct 26

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

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

2. citizenM Chicago Downtown

Theatre District, 2.8 km from Second City

Isayra

￥32,400

￥38,520 total

includes taxes & fees

Oct 25 - Oct 26

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.

3. The Royal Sonesta Chicago Downtown

The Loop, 2.8 km from Second City

ShaRona

￥36,804

￥48,788 total

includes taxes & fees

Oct 25 - Oct 26

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

A modern hotel with a blue facade, large windows, and a prominent entrance.

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

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

4. Hotel EMC2, Autograph Collection

Streeterville, 2.3 km from Second City

Abey

￥56,991

￥67,759 total

includes taxes & fees

Sep 27 - Sep 28

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 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.

5. Springhill Suites by Marriott Chicago Downtown/ River North

River North, 2.5 km from Second City

Sugar

￥37,747

￥44,877 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with a red sofa, a small table, and a view of city buildings through large windows.

A corner market with refrigerated display cases and shelves stocked with snacks and beverages.

A Marriott Fairfield Inn & Suites building facade with large windows and a prominent signage.

A lobby with a wooden floor, a sofa with colorful cushions, a chair with an orange cushion, and a glass door leading outside.

6. Fairfield Inn & Suites Chicago Downtown/River North

River North, 2.3 km from Second City

Cindy

￥30,956

￥36,803 total

includes taxes & fees

Sep 27 - Sep 28

A rooftop lounge with outdoor seating and a city skyline view.

An indoor cafe with tables and chairs, large windows, and a view of the cityscape.

A spacious living area with a green sofa, a coffee table, and a bookshelf filled with plants and decorative items.

A revolving door with intricate designs, leading to a well-lit interior with a polished floor.

7. Pendry Chicago

Theatre District, 2.9 km from Second City

Wenjinn

￥71,438

￥91,454 total

includes taxes & fees

Oct 24 - Oct 25

A spacious hotel lobby with a central fountain, elegant chandeliers, and a high ceiling with skylights.

A grand lobby with a chandelier, a reception desk, and a seating area with sofas and chairs.

A coastal cityscape with a beach, high-rise buildings, and lush greenery.

A luxurious lobby with a central fountain, seating areas, and a high ceiling with skylights.

8. The Drake

Streeterville, 1.6 km from Second City

Richard

￥30,824

￥36,645 total

includes taxes & fees

Oct 25 - Oct 26

A modern living room with a fireplace, leather armchairs, a sofa, and a coffee table.

A hotel with a classic facade, multiple flags, and a prominent entrance.

A spacious lobby with a grand staircase, a large abstract painting, and a seating area with modern furniture.

9. The Allegro Royal Sonesta Hotel Chicago Loop

Theatre District, 3 km from Second City

Kurt

￥24,347

￥33,978 total

includes taxes & fees

Oct 25 - Oct 26

A building with a stone facade and large glass windows.

A balcony with outdoor seating, overlooking a busy street with cars and buildings.

A room with a white wardrobe, a grey sofa, and a mirror on the wall.

A room with a large window, a patterned armchair, and a view of a cityscape with buildings and a street.

10. Ohio House Motel

River North, 2.1 km from Second City

Crystal

￥25,268

￥29,662 total

includes taxes & fees

Sep 27 - Sep 28

A modern hotel lobby with a central reception desk, a curved staircase, and a view of the street through large windows.

A hotel room with two beds, a desk, a chair, a TV, and a large window with a city view.

A bar area with multiple stools and a bar counter stocked with bottles.

A modern lobby with a curved staircase, comfortable seating, and decorative lamps.

11. The Westin Michigan Avenue Chicago

Magnificent Mile, 1.6 km from Second City

John

￥33,029

￥44,879 total

includes taxes & fees

Oct 25 - Oct 26

A modern rooftop lounge with white seating, a glass ceiling, and city views.

A rooftop bar with a city skyline view, wooden flooring, and bar stools.

A modern lounge area with seating and tables, large windows offering city views, and a high ceiling with exposed ductwork.

A modern hotel room with a cityscape view, a bed, a desk, a coffee machine, and a purple sofa.

12. The Godfrey Hotel Chicago

River North, 1.9 km from Second City

Hector

￥29,543

￥38,690 total

includes taxes & fees

Sep 27 - Sep 28

A hotel room with a bed, a desk, a television, and a window with a view of buildings.

A dining area with four tables and chairs, each with a small plant. There are two framed artworks on the walls.

A lobby with a reception desk, a green counter, a bar area, and a seating area with leather chairs.

The Willows Hotel with a classical facade, arched windows, and a signboard.

13. The Willows Hotel

2.6 km from Second City

David

￥27,003

￥31,699 total

includes taxes & fees

Sep 28 - Sep 29

A modern urban building with a distinctive curved facade, a prominent '10pin' sign, and a 'Tertius' restaurant on the ground floor.

A hotel room with two beds, a desk, a chair, and a TV.

A modern reception area with two curved reception desks, a large glass window, and a contemporary light fixture.

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

14. Hotel Chicago Downtown, Autograph Collection by Marriott

River North, 2.6 km from Second City

Alejandro

￥36,017

￥47,493 total

includes taxes & fees

Oct 25 - Oct 26

A spacious lobby with a central coffee table, sofas, and a large mirror.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

15. The Chicago Hotel Collection Ambassador Gold Coast

Gold Coast, 0.8 km from Second City

Marta

￥25,554

￥30,381 total

includes taxes & fees

Oct 25 - Oct 26

A luxurious hotel lobby with a plush sofa set, a large wooden bookshelf, and a central decorative pillar.

A reception area with a wooden counter, shelves with various items, and a decorative wall hanging.

A warmly lit library with bookshelves, a central reading area with sofas and a table, and a chandelier.

A bar area with a staircase leading up to it, surrounded by potted plants.

16. Freehand Chicago

River North, 2.2 km from Second City

Steven

￥23,610

￥35,619 total

includes taxes & fees

Oct 12 - Oct 13

A modern indoor pool area with lounge chairs, a wooden table, and large windows.

A modern hotel lobby with a reception desk, seating area, and artwork on the walls.

A modern hotel with multiple floors, a covered entrance, and a parking lot.

A hotel reception area with a counter displaying pastries and coffee, a coffee machine, and a golden clock.

17. Hampton Inn & Suites Chicago Medical District UIC

5.6 km from Second City

Kristine

￥32,790

￥38,984 total

includes taxes & fees

Oct 25 - Oct 26

A breakfast setting with a plate of toast, a bowl of fruit, a cup of coffee, and a newspaper on a table by a window with a city view.

A bar area with a circular bar, stools, and a well-stocked shelf of bottles.

A modern interior with a bar area, seating, and large windows offering a city view.

A rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.

18. The Robey, Chicago, a Member of Design Hotels

Wicker Park, 3.6 km from Second City

BRIAN

￥34,290

￥44,166 total

includes taxes & fees

Sep 27 - Sep 28

A modern hotel lobby with a seating area, a bar, and a kitchen.

A modern living room with a fireplace, a flat-screen TV, a pool table, and a chess table.

A modern hotel room with a sofa, a flat-screen TV, a fireplace, and a dining area.

A DoubleTree by Hilton hotel with a modern design, a covered entrance, and well-maintained landscaping.

19. DoubleTree by Hilton Chicago Midway Airport

18 km from Second City

Jessica

￥36,465

￥42,840 total

includes taxes & fees

Oct 14 - Oct 15

A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.

A conference room with a long table, yellow chairs, and water bottles.

A hotel room with a blue sofa, a small table, a TV, a desk with a chair, and a large window.

A hotel reception area with two computer workstations, a printer, and a seating area with chairs.

20. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

17.7 km from Second City

Roberto

￥25,008

￥29,380 total

includes taxes & fees

Oct 25 - Oct 26

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Compare popular hotels close to Second City

Property	Star rating	Guest rating
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago	9.6 Exceptional 1,002 reviews	View
citizenM Chicago Downtown	9.4 Exceptional 4,356 reviews	View
The Royal Sonesta Chicago Downtown	9.4 Exceptional 3,635 reviews	View
Hotel EMC2, Autograph Collection	9.4 Exceptional 1,002 reviews	View
Springhill Suites by Marriott Chicago Downtown/ River North	9.4 Exceptional 1,211 reviews	View

Top Second City Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"The facilities are clean and good. Aircon easy to control. Bathroom clean. Only negative is that the shower water is sometimes only warm, not hot."

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"Great price, very convenient, walkable to downtown/river area. Staff was very helpful with directions and pleasant at all times. Bathroom was very small, but fine for a solo traveler."

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"Very Nice place to stay"

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"Good location and mostly everything was kind of just average — took about 15 min to check in BUT check out was <1 min. Need to make it up a couple of stairs with your luggage to get in the lobby. Elevator wait could take a few minutes but nothing too bad. Room was large and nice view but there was no closet or anything to hang clothes with/on. The shower has a shower curtain which wasn’t very hygienic. They clean every 3 days and they call it a “unique hotel experience”. It was nice that every night if we needed water the main desk has bottles. Overall, it’s just very average. It was nice enough, clean enough, good enough."

Eurostars Magnificent Mile

8/10 Good

"Clean room. But very loud AC and area."

Congress Plaza Hotel

10/10 Excellent

"Cool"

Hotel Lincoln

8/10 Good

"Very friendly. Daniel is amazing!!!"

Hotel Felix River North/Magnificent Mile

10/10 Excellent

"Staff was super helpful. We had a room on a high floor and it was a decent size with plenty of room, a fridge and microwave. The self-service area was a nice touch and a comfortable lobby."

Beautiful, Remodeled Penthouse Unit in Old Town!

10/10 Excellent

"Location was good. Good spot for a guys trip."

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 with a stop at 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 trip to Chicago. Discover the acclaimed art scene 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 theater 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 when you take a trip to Cyrus McCormick Mansion. Experience the acclaimed theater 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 theater scene and stunning architecture. If you're looking for a convenient place to stay, check out the 287 hotels and other accommodations 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 traveler data, and this hotel offers a restaurant and a 24-hour fitness center. Other good choices close by include The Chicago Hotel Collection Ambassador Gold Coast and Four Seasons Hotel Chicago.

How many hotels can I expect to find near Second City?

Expedia has 287 hotels and other accommodations 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, you'll find most hotel reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within 24 hours of booking. Add your dates and click on "Search", then use the "fully refundable" filter to get the best deals available near Second City.

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

For more details about picking new dates or cancelling your stay near Second City, go to https://www.expedia.com/service/.

What can I see and do near Second City?

Chicago History Museum, Peggy Notebaert Nature Museum, and Museum of Contemporary Art 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 theater.

How can I get to Second City?

Metro stations nearby include Fullerton Station and Armitage Station. If you'd like to venture farther outside of the area, you may want a car rental for your journey.

Find hotels near Second City, Chicago from ￥29,380

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Treat yourself

Be picky

Check prices for these dates

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Property class

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Our top choices for Second City hotels

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

2. citizenM Chicago Downtown

3. The Royal Sonesta Chicago Downtown

4. Hotel EMC2, Autograph Collection

5. Springhill Suites by Marriott Chicago Downtown/ River North

6. Fairfield Inn & Suites Chicago Downtown/River North

7. Pendry Chicago

8. The Drake

9. The Allegro Royal Sonesta Hotel Chicago Loop

10. Ohio House Motel

11. The Westin Michigan Avenue Chicago

12. The Godfrey Hotel Chicago

13. The Willows Hotel

14. Hotel Chicago Downtown, Autograph Collection by Marriott

15. The Chicago Hotel Collection Ambassador Gold Coast

16. Freehand Chicago

17. Hampton Inn & Suites Chicago Medical District UIC

18. The Robey, Chicago, a Member of Design Hotels

19. DoubleTree by Hilton Chicago Midway Airport

20. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Compare popular hotels close to Second City

Top Second City Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

The Chicago Hotel Collection Ambassador Gold Coast

Eurostars Magnificent Mile

Congress Plaza Hotel

Hotel Lincoln

Hotel Felix River North/Magnificent Mile

Beautiful, Remodeled Penthouse Unit in 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

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