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18 Dec - 19 Dec
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19 Dec - 20 Dec
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19 Dec - 21 Dec
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Our top choices for Second City hotels

Front of property – evening/night
The Peninsula Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Streeterville, 1.9 km from Second City
9.8 out of 10, Exceptional, (1008)
"Rooms were cozy and comfortable!!!! The staff was very welcoming, we visited in the month of December the Christmas decor was 100% amazing "
United States
christie
The price is 11.621.465 ₫
13.642.439 ₫ total
includes taxes & fees
16 Jan - 17 Jan 2026
The Peninsula Chicago
Business centre
Kasa River North Chicago

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Near North Side, 1.6 km from Second City
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
River North, 2.6 km from Second City
9.8 out of 10, Exceptional, (1004)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is 10.652.206 ₫
12.504.624 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The Langham, Chicago
Suite, Terrace (Water Tower) | Premium bedding, down duvets, pillow-top beds, minibar
Park Hyatt Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Magnificent Mile, 1.9 km from Second City
9.6 out of 10, Exceptional, (1000)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
The price is 9.735.887 ₫
11.428.958 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Park Hyatt Chicago
Interior
Viceroy Chicago

Viceroy Chicago

Viceroy Chicago
4.5 star property
1.1 km from Second City
9.4 out of 10, Exceptional, (1141)
"Very nice hotel, great rooms, comfy bed and the staff were all very friendly."
United States
Randall
The price is 5.661.165 ₫
7.418.719 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Viceroy Chicago
Aerial view
Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
River North, 2.1 km from Second City
9.6 out of 10, Exceptional, (412)
"Great stay"
United States
John E
The price is 3.554.685 ₫
4.172.845 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Residence Inn Chicago Downtown Magnificent Mile
Bar (on property)
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
1.6 km from Second City
9.4 out of 10, Exceptional, (2272)
"Great location, nice bar."
United States
Erik
The price is 4.241.924 ₫
5.752.408 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Sofitel Chicago Magnificent Mile
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
1.4 km from Second City
9.4 out of 10, Exceptional, (1002)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is 10.005.780 ₫
11.745.786 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Waldorf Astoria Chicago
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 2.9 km from Second City
9.6 out of 10, Exceptional, (3382)
"Enjoyed my stay"
United States
Karen
The price is 3.711.092 ₫
4.356.450 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
L7 Chicago by LOTTE
Reception
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Streeterville, 1.6 km from Second City
9.4 out of 10, Exceptional, (999)
"Amazing place! Our family of 6 had a fantastic time here for a night. "
United States
Brooke
The price is 11.059.020 ₫
12.982.183 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Four Seasons Hotel Chicago
Restaurant
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Gold Coast, 1.3 km from Second City
9.2 out of 10, Wonderful, (1293)
"Great hotel!"
United States
Julie
The price is 3.554.685 ₫
4.949.612 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Thompson Chicago, by Hyatt
Daily full breakfast for a fee
Hotel EMC2, Autograph Collection

Hotel EMC2, Autograph Collection

Hotel EMC2, Autograph Collection
4.0 star property
Streeterville, 2.3 km from Second City
9.4 out of 10, Exceptional, (1000)
"Great stay!"
United States
Bethany
The price is 3.238.713 ₫
3.801.924 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Hotel EMC2, Autograph Collection
Room, 2 Queen Beds, Corner (View) | In-room safe, desk, laptop workspace, blackout curtains
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North
3.5 star property
River North, 2.3 km from Second City
9.4 out of 10, Exceptional, (1165)
"Great stay!"
United States
Tea
The price is 2.896.410 ₫
3.400.095 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Aloft Chicago Downtown River North
Exterior
Moxy Chicago Downtown

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 2.2 km from Second City
9.4 out of 10, Exceptional, (854)
"Great place to stay"
United States
Mason
The price is 2.962.238 ₫
3.477.372 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Moxy Chicago Downtown
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 2.2 km from Second City
9.4 out of 10, Exceptional, (2991)
"Great rooms, love the bar and amazing breakfast!"
United States
Michelle
The price is 2.624.390 ₫
3.822.778 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hotel Riu Plaza Chicago
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 2.8 km from Second City
9.4 out of 10, Exceptional, (4125)
"Great stay"
United States
Ericka
The price is 2.327.660 ₫
2.732.439 ₫ total
includes taxes & fees
23 Dec - 24 Dec
citizenM Chicago Downtown
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 0.8 km from Second City
9.0 out of 10, Wonderful, (1482)
"I really liked this location - we will stay here again. "
United States
Lynnsey
The price is 1.705.722 ₫
2.775.162 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Claridge House Chicago, Tapestry Collection by Hilton
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 2.8 km from Second City
9.4 out of 10, Exceptional, (3411)
"The Hotel was amazing great location "
United States
Donnisha
The price is 3.660.009 ₫
5.069.299 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hyatt Regency Chicago
Bar (on property)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
River North, 2.6 km from Second City
9.4 out of 10, Exceptional, (1784)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is 7.833.472 ₫
9.195.712 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Trump International Hotel & Tower Chicago
Breakfast and dinner served
Hyatt Place Chicago/Wicker Park

Hyatt Place Chicago/Wicker Park

Hyatt Place Chicago/Wicker Park
3.0 star property
2.7 km from Second City
9.4 out of 10, Exceptional, (1003)
"Absolutely wonderful and we will definitely be staying here again☺️"
United States
Victoria
The price is 3.344.037 ₫
3.925.566 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hyatt Place Chicago/Wicker Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Second City Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Clean room, great staff, great amenities!"
Andrew 1-night trip
Posted 4 days ago
The Chicago Hotel Collection Ambassador Gold Coast

Hotels near other Second City attractions

Chicago History Museum

You can spend an afternoon studying the exhibits at Chicago History Museum during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
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

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 301 hotels and other accommodation options you'll find within a mile.
How many hotels will I be able to find near Second City?
Expedia has 301 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, 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 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.