Chicago Second City Hotels

  • 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
14 Mar - 15 Mar
Tomorrow
15 Mar - 16 Mar
Next weekend
20 Mar - 22 Mar
In two weeks
27 Mar - 29 Mar

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Second City hotels

Private kitchen

The Sono Chicago

The Sono Chicago
3.5 star property
Old Town Chicago, 0.6 km from Second City
10.0 out of 10, Exceptional, (497 reviews)
"Fantastic place! Very clean, kind and welcoming staff, great breakfast, and great location!"
United States
Catie
The price is HK$932
HK$1,094 total
includes taxes & fees
24 Mar - 25 Mar
The Sono Chicago
Exterior

Viceroy Chicago

Viceroy Chicago
4.5 star property
1.1 km from Second City
9.6 out of 10, Exceptional, (1,183 reviews)
"Very nice hotel in a great part of Chicago. Friendly staff and clean. "
United States
Richard
The price is HK$1,761
HK$2,298 total
includes taxes & fees
29 Mar - 30 Mar
Viceroy Chicago
Bar (on property)

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Streeterville, 1.9 km from Second City
9.8 out of 10, Exceptional, (1,003 reviews)
"The spa was relaxing and the staff was so kind."
United States
Gordon
The price is HK$4,109
HK$4,824 total
includes taxes & fees
19 Mar - 20 Mar
The Peninsula Chicago
Breakfast, lunch, dinner served; American cuisine, al fresco dining

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Streeterville, 1.8 km from Second City
9.6 out of 10, Exceptional, (1,001 reviews)
"Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us. "
United States
Gaybrielle
The price is HK$3,227
HK$3,788 total
includes taxes & fees
29 Mar - 30 Mar
Park Hyatt Chicago
Lobby lounge

Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 2.1 km from Second City
9.6 out of 10, Exceptional, (472 reviews)
"Staff was friendly and always greeted us well. "
United States
Benjamin
The price is HK$1,440
HK$1,691 total
includes taxes & fees
5 Apr - 6 Apr
Residence Inn Chicago Downtown Magnificent Mile
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, (1,000 reviews)
"Great Hotel on all levels"
United States
Demetrios
The price is HK$3,405
HK$3,998 total
includes taxes & fees
5 Apr - 6 Apr
The Langham, Chicago
View from property

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments
2.0 star property
Near North Side, 1.3 km from Second City
9.6 out of 10, Exceptional, (14 reviews)
"Good for family, enjoyed the stay"
United States
Karthik
The price is HK$7,156
HK$10,044 total
includes taxes & fees
25 Mar - 26 Mar
ENVITAE Hotel 4 Bedroom Luxury Apartments
Bar (on property)

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
1.6 km from Second City
9.4 out of 10, Exceptional, (2,334 reviews)
"Clean room, nice staff"
United States
Geidy
The price is HK$1,523
HK$2,018 total
includes taxes & fees
16 Mar - 17 Mar
Sofitel Chicago Magnificent Mile
View from property

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
1.5 km from Second City
9.4 out of 10, Exceptional, (86 reviews)
"Great location comfortable bed/pillows"
United States
Lisa
The price is HK$996
HK$1,399 total
includes taxes & fees
22 Mar - 23 Mar
The Talbott, Autograph Collection
Serves breakfast, lunch and dinner

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 2.2 km from Second City
9.4 out of 10, Exceptional, (912 reviews)
"Very nice place to stay!"
United States
Daniel
The price is HK$867
HK$1,017 total
includes taxes & fees
22 Mar - 23 Mar
Moxy Chicago Downtown
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
1.4 km from Second City
9.4 out of 10, Exceptional, (1,000 reviews)
"Staff, room and accommodations were superb! "
United States
William
The price is HK$3,210
HK$3,768 total
includes taxes & fees
22 Mar - 23 Mar
Waldorf Astoria Chicago
Lake view

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, (1,002 reviews)
"staff was great /rooms were clean /Great location "
United States
peggy
The price is HK$3,092
HK$3,630 total
includes taxes & fees
1 Apr - 2 Apr
Four Seasons Hotel Chicago
Property entrance

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, (1,216 reviews)
"Great stay! "
United States
Megan
The price is HK$986
HK$1,158 total
includes taxes & fees
22 Mar - 23 Mar
Aloft Chicago Downtown River North
Meeting facility

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, (1,328 reviews)
"We loved are stay at the Thompson hotel. It's very clean, and is close to our favorite shops and restaurants. "
United States
Corry
The price is HK$1,057
HK$1,472 total
includes taxes & fees
5 Apr - 6 Apr
Thompson Chicago, by Hyatt
Exterior

Residence Inn by Marriott Chicago Downtown / River North

Residence Inn by Marriott Chicago Downtown / River North
3.5 star property
River North, 2.5 km from Second City
9.4 out of 10, Exceptional, (1,029 reviews)
"Clean room and staff was very friendly."
United States
Vanita
The price is HK$1,018
HK$1,195 total
includes taxes & fees
29 Mar - 30 Mar
Residence Inn by Marriott Chicago Downtown / River North
Exterior

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
River North, 2.5 km from Second City
9.4 out of 10, Exceptional, (1,103 reviews)
"Everything is nearby and loved the breakfast they serve each day."
United States
Vrenelyn
The price is HK$965
HK$1,133 total
includes taxes & fees
22 Mar - 23 Mar
Springhill Suites by Marriott Chicago Downtown/ River North
Frette Italian sheets, premium bedding, in-room safe, desk

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Streeterville, 2.4 km from Second City
9.4 out of 10, Exceptional, (1,000 reviews)
"Great location, quiet and clean. "
United States
Laurette
The price is HK$1,324
HK$1,784 total
includes taxes & fees
4 Apr - 5 Apr
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
2 restaurants, breakfast, lunch, dinner served; American cuisine

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, (3,616 reviews)
"Beautiful rooms, friendly staff, great location"
United States
Heather
The price is HK$1,791
HK$2,102 total
includes taxes & fees
29 Mar - 30 Mar
LondonHouse Chicago, Curio Collection by Hilton
Exterior

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, (1,001 reviews)
"Nice hotel "
United States
Ricardo
The price is HK$1,433
HK$1,682 total
includes taxes & fees
22 Mar - 23 Mar
Hotel EMC2, Autograph Collection
Terrace/patio

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, (1,849 reviews)
"Great hotel"
United States
Mark
The price is HK$2,906
HK$3,412 total
includes taxes & fees
22 Mar - 23 Mar
Trump International Hotel & Tower 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

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

8/10 Good
"Clean property overall, cleaning staff did not clean our room daily and we had to ask for towels and wash clothes. It is close and in walking distance of restaurants and shopping."
Artralia 3-night trip
Posted 9 hours ago
Embassy Suites by Hilton Chicago Downtown River North

Hotels near other Second City attractions

Chicago History Museum

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 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 292 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 Level Chicago – Old Town.
How many hotels will I be able to find near Second City?
Expedia has 292 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 Historic Michael Jordan Restaurant 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.

Explore a world of travel with Expedia