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Our top choices for Second City hotels

1. The Peninsula Chicago

The Peninsula Chicago
Streeterville, 1.9 km from Second City
United States
Angela
NT$19,798
NT$23,538 total
includes taxes & fees
Sep 7 - Sep 8
The Peninsula Chicago

2. The Langham, Chicago

The Langham, Chicago
River North, 2.6 km from Second City
United States
Michael
NT$19,783
NT$23,521 total
includes taxes & fees
Sep 7 - Sep 8
The Langham, Chicago

3. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
River North, 2.6 km from Second City
United States
Jorge
NT$16,036
NT$19,066 total
includes taxes & fees
Sep 8 - Sep 9
Trump International Hotel & Tower Chicago

4. Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
Streeterville, 2.1 km from Second City
United States
Claudia
NT$6,969
NT$8,285 total
includes taxes & fees
Sep 7 - Sep 8
Residence Inn Chicago Downtown Magnificent Mile

5. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Streeterville, 2.2 km from Second City
United States
Donna
NT$4,878
NT$6,702 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Riu Plaza Chicago

6. Viceroy Chicago

Viceroy Chicago
1.1 km from Second City
United States
Cristian
NT$9,003
NT$11,753 total
includes taxes & fees
Sep 7 - Sep 8
Viceroy Chicago

7. citizenM Chicago Downtown

citizenM Chicago Downtown
Theatre District, 2.8 km from Second City
United States
lakadria
NT$5,385
NT$6,402 total
includes taxes & fees
Sep 7 - Sep 8
citizenM Chicago Downtown

8. Moxy Chicago Downtown

Moxy Chicago Downtown
River North, 2.2 km from Second City
United States
Julia
NT$5,064
NT$6,021 total
includes taxes & fees
Sep 7 - Sep 8
Moxy Chicago Downtown

9. Aloft by Marriott Chicago Downtown River North

Aloft by Marriott Chicago Downtown River North
River North, 2.3 km from Second City
United States
Michelle
NT$5,385
NT$6,402 total
includes taxes & fees
Sep 7 - Sep 8
Aloft by Marriott Chicago Downtown River North

10. The St. Regis Chicago

The St. Regis Chicago
3 km from Second City
United States
Princess
NT$20,400
NT$24,254 total
includes taxes & fees
Sep 21 - Sep 22
The St. Regis Chicago

11. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
1.6 km from Second City
United States
Anton
NT$8,204
NT$10,696 total
includes taxes & fees
Sep 7 - Sep 8
Sofitel Chicago Magnificent Mile

12. Waldorf Astoria Chicago

Waldorf Astoria Chicago
1.4 km from Second City
United States
Jolanta Ewa
NT$19,871
NT$23,625 total
includes taxes & fees
Sep 20 - Sep 21
Waldorf Astoria Chicago

13. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
The Loop, 2.7 km from Second City
United States
Brian
NT$7,944
NT$10,374 total
includes taxes & fees
Sep 7 - Sep 8
LondonHouse Chicago, Curio Collection by Hilton

14. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Theatre District, 3.2 km from Second City
United States
Nathan
NT$4,900
NT$6,764 total
includes taxes & fees
Sep 7 - Sep 8
Staypineapple, An Iconic Hotel, The Loop

15. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Streeterville, 1.6 km from Second City
United States
Teresa
NT$19,941
NT$23,708 total
includes taxes & fees
Sep 10 - Sep 11
Four Seasons Hotel Chicago

16. Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
River North, 2.5 km from Second City
United States
Claudia
NT$5,860
NT$6,967 total
includes taxes & fees
Sep 7 - Sep 8
Springhill Suites by Marriott Chicago Downtown/ River North

17. ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments
Near North Side, 1.3 km from Second City
United States
Karthik
NT$6,871
NT$14,722 total
includes taxes & fees
Sep 29 - Sep 30
ENVITAE Hotel 4 Bedroom Luxury Apartments

18. Residence Inn by Marriott Chicago Downtown / River North

Residence Inn by Marriott Chicago Downtown / River North
River North, 2.5 km from Second City
United States
Josephine L
NT$5,860
NT$6,967 total
includes taxes & fees
Sep 7 - Sep 8
Residence Inn by Marriott Chicago Downtown / River North

19. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
The Loop, 2.8 km from Second City
United States
ShaRona
NT$6,937
NT$9,261 total
includes taxes & fees
Sep 8 - Sep 9
The Royal Sonesta Chicago Downtown

20. Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North
River North, 2.3 km from Second City
United States
Cindy
NT$4,910
NT$5,837 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites Chicago Downtown/River North
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Compare popular hotels close to Second City

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Front of property - evening/night
The Peninsula Chicago
9.8
Exceptional
1,001 reviews
View
Lobby
The Langham, Chicago
9.8
Exceptional
1,004 reviews
View
Terrace/patio
Trump International Hotel & Tower Chicago
9.6
Exceptional
2,005 reviews
View
Lobby
Residence Inn Chicago Downtown Magnificent Mile
9.6
Exceptional
620 reviews
View
Front of property
Hotel Riu Plaza Chicago
9.4
Exceptional
5,182 reviews
View

Top Second City Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"Excellent staff, location and old school charm."
Charles 2-night trip
Posted 1 hour ago
The Whitehall Hotel, BW Premier Collection
Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"Great location! Excellent staff, clean room."
Angela 4-night trip
Posted 1 hour ago
Warwick Allerton - Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"This place was amazing"
Colten 2-night trip
Posted 4 hours ago
The Chicago Hotel Collection - Magnificent Mile
Hotel Lincoln

Hotel Lincoln

8/10 Good
"Unique property in great location. Friendly staff and nice bar/restaurant attached-Americano."
Mark 1-night trip
Posted 7 hours ago
Hotel Lincoln
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Need to take those carpets out and clean bugs off of curtains and shower. Disgusted me slightly"
Kelsie 2-night trip
Posted 10 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
The Sono Chicago

The Sono Chicago

8/10 Good
"All good except no elevator"
Charleen 1-night trip
Posted 17 hours ago
The Sono Chicago
Viceroy Chicago

Viceroy Chicago

10/10 Excellent
"Very clean and friendly staff"
Cristian 1-night trip
Posted 1 day ago
Viceroy Chicago
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

10/10 Excellent
"The staff was so kind and helpful. Great location and dining options. The room was spotless and comfortable"
Teresa 3-night trip
Posted 3 days ago
Four Seasons Hotel Chicago

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.
See properties

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 entertainment choices.
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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 entertainment choices 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 lively bars.
See properties

Cyrus McCormick Mansion

Learn about the local history of Chicago when you take a trip to Cyrus McCormick Mansion. Experience the entertainment choices and acclaimed theater scene in this vibrant area.
See properties

Find out more about Second City

Top reasons to visit Second City

  • Vibrant Arts Scene: Experience a rich array of theater performances and captivating art exhibits throughout the city.
  • Iconic Skyscrapers: Marvel at breathtaking views from famous structures like the Tower Chicago.
  • Second City Theater: Enjoy world-class comedy and performances at this legendary venue.
  • Beautiful Urban Parks: Relax and unwind in Chicago's stunning parks, perfect for families and solo travelers.
  • Diverse Neighborhoods: Explore friendly local neighborhoods offering unique shopping, dining, and entertainment options.

Find great hotels near Second City

Explore a variety of hotel accommodations in Chicago, Illinois, where you can find everything from luxury hotels to cozy apartments. Whether you're traveling for business, looking for pet-friendly options, or seeking a shopping getaway, the area boasts top hotels conveniently located near Second City. Discover the charm of Hotel Lincoln and other popular choices, ensuring a memorable stay in the vibrant heart of the Windy City.

  • Hyatt Regency Chicago: Experience a blend of modern comfort and convenient city access at Hyatt Regency Chicago. This 4-star hotel is located in the heart of downtown, just a short 3.2km distance from Second City. It's an ideal choice for business travelers seeking a city-themed experience. With spacious rooms featuring contemporary design, a well-equipped business center, and multiple dining options, guests can enjoy both productivity and relaxation during their stay.
  • The Whitehall Hotel, BW Premier Collection: Nestled in the vibrant shopping district, The Whitehall Hotel offers a welcoming atmosphere for LGBTQIA travelers and those looking to indulge in a little retail therapy. Located just 1.6km from Second City, this 4-star hotel combines classic elegance with modern amenities. Guests appreciate the hotel's thoughtful design, friendly staff, and convenient access to local attractions, making it a perfect choice for both business and leisure visitors.
  • LondonHouse Chicago, Curio Collection by Hilton: Indulge in luxury at LondonHouse Chicago, a 4.5-star hotel located 3.2km from Second City. This stunning property is ideal for those seeking a spa-themed getaway combined with shopping. Guests can unwind at the full-service spa, which offers a range of treatments including massages and aromatherapy, or relax by the rooftop pool with breathtaking city views. With its prime location in the shopping district, guests are just steps away from the best boutiques and eateries Chicago has to offer.

Where to stay near Second City

Your vacation in Second City, Chicago promises a delightful mix of urban energy and scenic beauty. Explore the vibrant downtown Chicago, where shopping, dining, and entertainment thrive just minutes away. Experience the friendly atmosphere of local neighborhoods, perfect for families and solo travelers alike. Whether you enjoy the hustle of city life or the charm of nearby areas, Second City offers an unforgettable journey filled with diverse experiences.

  • Chicago: As a vibrant metropolis, Chicago is the heart of the Second City. This bustling city welcomes visitors year-round, with peak travel from June to August, making it perfect for family adventures and urban exploration. Here, you can indulge in a variety of experiences, from shopping in chic boutiques to enjoying thrilling arena entertainment. Don’t miss iconic landmarks such as the historic Wrigley Field or the expansive Millennium Park, where you can relax and take in the local culture.
  • Downtown Chicago: Located a mere 3.2km from Second City, Downtown Chicago is a lively neighborhood that draws travelers for its family-friendly atmosphere and countless outdoor activities. Visitors flock here during the summer months, enjoying the vibrant shopping districts and world-class theaters. With landmarks like the Chicago Riverwalk and the famous Art Institute of Chicago close by, Downtown is a hub for culture, entertainment, and relaxation, making it an essential stop on your itinerary.
  • Magnificent Mile: Just 1.6km from Second City, Magnificent Mile is a premier shopping and entertainment district that perfectly captures the essence of urban life in Chicago. This bustling stretch attracts visitors, especially from March to April and during the summer, offering a delightful mix of family-friendly activities and outdoor fun. Explore high-end shops, dine at gourmet restaurants, and visit attractions like the Navy Pier and the iconic John Hancock Center, all while enjoying the vibrant city atmosphere.

Things to do near Second City

In Chicago, known as the Second City, visitors can immerse themselves in a vibrant arts scene filled with theater performances and captivating art exhibits. Art lovers will find a variety of galleries showcasing exceptional works, while the lively entertainment options ensure that there's something for everyone. Experience the city's rich cultural offerings and enjoy unforgettable moments in this dynamic urban landscape.

Shopping

For unique gifts, visit 900 North Michigan Shops, just 1.6km away, offering a mix of entertainment and family-friendly vibes. Chicago Place Mall is also 1.6km away, perfect for city shopping. For a local feel, check out City Market, located 3.2km away, catering to business and city vibes.

Recreation

At Wrigley Field, immerse yourself in the excitement of live sports and vibrant energy. The House of Blues Chicago offers a lively atmosphere with fantastic music events. For a peaceful escape, visit Northerly Island Natural Area, where you can enjoy serene landscapes and rejuvenating outdoor activities.

Adventure

Explore the Salt Creek Trail, a scenic hiking path 19.3km from Second City, where you can immerse yourself in nature and enjoy breathtaking views. For a fun-filled day, head to Rainbow Falls Waterpark, located 32.2km away, offering thrilling slides and family-friendly entertainment.

Nightlife

In Chicago, the Chicago Theatre offers a rich cultural experience with captivating performances just 3.2km from Second City. For a lively atmosphere, head to Dave & Buster's, a fun pub 1.1km away, or groove at Kingston Mines nightclub, located 1.6km away, blending city vibes with romance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Second City

To save money during your visit to Chicago, consider traveling in the off-peak months from December to February, when accommodation prices are lower. Booking your stay on a Monday rather than a Saturday can also help you save. Use Expedia to compare room rates and find package deals that combine flights and activities for additional savings. Take advantage of free activities around the city, and utilize public transportation, which is budget-friendly and efficient for getting around Chicago.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Second City are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Second City is Monday. The most expensive day to stay around Second City is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred type of accommodation. To discover the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some money by combining your hotel stay in Second City with your flights and activities through an Expedia package deal.

Find the best attractions near Second City

Chicago, known as the Second City, offers a vibrant mix of attractions including iconic skyscrapers, beautiful urban parks, and lively streets. Visitors can immerse themselves in cultural experiences at the renowned Second City Theater, marvel at breathtaking views from the Tower Chicago, and explore the city's top sights and best attractions. Whether you're seeking family-friendly activities or urban adventures, there's something for everyone in this dynamic city.

  • Michigan Avenue: Experience the bustling energy of Michigan Avenue, known as the Magnificent Mile. This vibrant street is lined with upscale shops, restaurants, and iconic architecture, making it a hub for both shopping and sightseeing.
  • Navy Pier: Stroll along Navy Pier, where urban charm meets stunning waterfront views. Enjoy a variety of attractions, including rides, gardens, and dining options, all while soaking in the friendly atmosphere of this beloved Chicago destination.
  • Millennium Park: Explore Millennium Park, a beautifully designed urban oasis. Enjoy outdoor art installations, lush gardens, and family-friendly activities, all set against the backdrop of Chicago’s impressive skyline.

Best time to go to Second City

The best time to visit Second City is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageSlightly Low

The nearest major airports for your trip to Second City

When traveling to Second City, Chicago, you have access to three major airports. Chicago O'Hare International Airport (ORD) is situated 24.1km away and is surrounded by several hotels, including the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare Chicago, both just 3.2km from the airport. Midway International Airport (MDW), located 16.1km from Second City, features luxury options like the 5-star The Langham, Chicago, and Nobu Hotel Chicago, just 12.9km away. For those considering Chicago Executive Airport (PWK), it's 32.2km from Second City, with nearby accommodations such as the 4.5-star Deer Path Inn, located 16.1km from the airport.

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 276 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 276 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 Tribune Tower 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.

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