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8 Dec - 9 Dec
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Top Trending Hotels Near Second City

Front of property – evening/night
The Peninsula Chicago

The Peninsula Chicago

5.0 star property
Streeterville, 1.9 km from Second City
9.8 out of 10, Exceptional, (1003)
"Excellent service throughout the hotel"
United States
Karen
The price is 12.521.950 ₫
14.699.516 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Peninsula Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

5.0 star property
River North, 2.6 km from Second City
9.8 out of 10, Exceptional, (1002)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is 10.894.510 ₫
12.789.065 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Langham, Chicago
Business centre
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, (181)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Suite, Terrace (Water Tower) | Premium bedding, down duvets, pillow-top beds, minibar
Park Hyatt Chicago

Park Hyatt Chicago

5.0 star property
Magnificent Mile, 1.9 km from Second City
9.6 out of 10, Exceptional, (1001)
"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 11.467.470 ₫
13.461.663 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Park Hyatt Chicago
Aerial view
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, (406)
"Great stay"
United States
John E
The price is 3.347.974 ₫
3.930.187 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Residence Inn Chicago Downtown Magnificent Mile
Exterior
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, (3346)
"I loved the location."
United States
Laura
The price is 3.715.460 ₫
4.361.579 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
L7 Chicago by LOTTE
Interior
Viceroy Chicago

Viceroy Chicago

4.5 star property
1.1 km from Second City
9.4 out of 10, Exceptional, (1146)
" Great trip, hotel and location was very nice. Lots of stores and restaurants near by, walkable. "
United States
Julyana
The price is 5.667.830 ₫
7.427.454 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Viceroy Chicago
Exterior
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 star property
1.6 km from Second City
9.4 out of 10, Exceptional, (2253)
"The staff, food, and service were great. "
United States
Randy
The price is 4.484.176 ₫
6.037.700 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Sofitel Chicago Magnificent Mile
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5.0 star property
1.4 km from Second City
9.4 out of 10, Exceptional, (1003)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is 10.439.352 ₫
12.254.754 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Waldorf Astoria Chicago
Reception
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, (1000)
"Amazing hotel"
United States
David
The price is 11.072.460 ₫
12.997.961 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Four Seasons Hotel Chicago
Room, 2 Queen Beds, Corner (View) | In-room safe, desk, laptop workspace, blackout curtains
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, (1162)
"Clean room, friendly staff, perfect location"
United States
Matt
The price is 2.768.010 ₫
3.249.367 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Aloft Chicago Downtown River North
Exterior
Moxy Chicago Downtown

Moxy Chicago Downtown

3.0 star property
River North, 2.2 km from Second City
9.4 out of 10, Exceptional, (849)
"Great place to stay"
United States
Mason
The price is 2.965.725 ₫
3.481.465 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Moxy Chicago Downtown
Lobby sitting area
Villa D' Citta

Villa D' Citta

3.5 star property
1.7 km from Second City
9.4 out of 10, Exceptional, (112)
"Great place"
United States
Jeffrey
The price is 5.426.618 ₫
6.370.378 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Villa D' Citta
Front of property
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, (2947)
"Excellent stay great location and great rooms"
United States
Joseph
The price is 2.609.925 ₫
3.806.671 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Hotel Riu Plaza Chicago
Daily full breakfast for a fee
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, (1004)
"Great stay!"
United States
Bethany
The price is 4.745.160 ₫
5.570.343 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hotel EMC2, Autograph Collection
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
The Loop, 2.8 km from Second City
9.4 out of 10, Exceptional, (3395)
"I always love staying at this place when I visit"
Canada
William
The price is 3.585.232 ₫
4.982.428 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Regency Chicago
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Theatre District, 2.8 km from Second City
9.4 out of 10, Exceptional, (4100)
"Great stay"
United States
Ericka
The price is 2.820.734 ₫
3.311.260 ₫ total
includes taxes & fees
14 Dec - 15 Dec
citizenM Chicago Downtown
Lobby
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
The Loop, 2.7 km from Second City
9.4 out of 10, Exceptional, (3435)
"Great Hotel!"
United States
Siranush
The price is 3.437.208 ₫
4.034.939 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton
Breakfast and dinner served
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 3.338.747 ₫
3.919.354 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Place Chicago/Wicker Park
Property amenity
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 star property
River North, 2.4 km from Second City
9.4 out of 10, Exceptional, (1000)
"Perfect stay. Highly recommend "
United States
David
The price is 5.355.643 ₫
7.060.744 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
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.
View all properties

Top Second City Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Love it! I'll stay here anytime I visit Chicago. The location is so wonderful, in the heart of Gold Coast and surrounded by beautiful architecture, the lake, and high rises. The room was very minimalistic but cozy and everything I needed. The bar at The Ambassador is one of my favorites in Chicago. Overall, a great stay and I can't wait to return. "
Thomas 1-night trip
Posted 6 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 302 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 302 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 Broadway Playhouse 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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