Chicago Second City Hotels

Start date: Check-in selected.
To Date
End date: Check-out

    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
28 Oct - 29 Oct
Tomorrow
29 Oct - 30 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Second City

Front of property – evening/night
The Peninsula Chicago
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1023)
"Amazing rooms, walkable to shopping and restaurants. Great rooftop bar"
United States
Mary
The price is HK$4,466
HK$5,243 total
includes taxes & fees
24 Nov - 25 Nov
The Peninsula Chicago
Business centre
Kasa River North Chicago
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (174)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Lobby
The Langham, Chicago
The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1018)
"Great place to stay. "
United States
Shawn
The price is HK$3,886
HK$4,562 total
includes taxes & fees
23 Nov - 24 Nov
The Langham, Chicago
View from room
Viceroy Chicago
Viceroy Chicago
4.5 star property
9.4 out of 10, Exceptional, (1120)
"Beautiful hotel!"
United States
Norma
The price is HK$1,903
HK$2,462 total
includes taxes & fees
23 Nov - 24 Nov
Viceroy Chicago
1 bedroom, premium bedding, down duvets, pillow-top beds
Park Hyatt Chicago
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (1000)
"beautiful room and hotel great bar!"
United States
ravi
The price is HK$3,845
HK$4,514 total
includes taxes & fees
23 Nov - 24 Nov
Park Hyatt Chicago
Aerial view
Residence Inn Chicago Downtown Magnificent Mile
Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
9.6 out of 10, Exceptional, (375)
"Great stay"
United States
John E
The price is HK$1,049
HK$1,231 total
includes taxes & fees
23 Nov - 24 Nov
Residence Inn Chicago Downtown Magnificent Mile
Bar (on property)
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile
4.5 star property
9.4 out of 10, Exceptional, (2200)
"Nice place polite staff, great location!"
United States
Stefan
The price is HK$1,461
HK$1,943 total
includes taxes & fees
26 Nov - 27 Nov
Sofitel Chicago Magnificent Mile
Exterior
Waldorf Astoria Chicago
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1004)
"Simply love this hotel"
United States
laura
The price is HK$3,662
HK$4,299 total
includes taxes & fees
23 Nov - 24 Nov
Waldorf Astoria Chicago
Front of property
The Talbott, Autograph Collection
The Talbott, Autograph Collection
4.5 star property
9.4 out of 10, Exceptional, (42)
"We were there for a Bachelorette party and the hotel was at a great location for it! We could walk to so many nice restaurants and shops! The hotel staff was super friendly as well! "
United States
Baruni
The price is HK$1,182
HK$1,582 total
includes taxes & fees
23 Nov - 24 Nov
The Talbott, Autograph Collection
Lobby sitting area
Villa D' Citta
Villa D' Citta
3.5 star property
9.4 out of 10, Exceptional, (110)
"Great place"
United States
Jeffrey
The price is HK$1,778
HK$2,087 total
includes taxes & fees
17 Nov - 18 Nov
Villa D' Citta
Exterior
L7 Chicago by LOTTE
L7 Chicago by LOTTE
4.5 star property
9.6 out of 10, Exceptional, (3160)
"This is a great location, and the staff was so friendly. "
United States
Chantelle
The price is HK$1,157
HK$1,359 total
includes taxes & fees
30 Oct - 31 Oct
L7 Chicago by LOTTE
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2678)
"Great place to stay "
United States
Larry William
The price is HK$835
HK$1,199 total
includes taxes & fees
25 Nov - 26 Nov
Hotel Riu Plaza Chicago
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
9.0 out of 10, Wonderful, (1406)
"Wonderful Stay!"
United States
catherine
The price is HK$631
HK$968 total
includes taxes & fees
11 Nov - 12 Nov
Claridge House Chicago, Tapestry Collection by Hilton
Exterior
Moxy Chicago Downtown
Moxy Chicago Downtown
3.0 star property
9.4 out of 10, Exceptional, (833)
"Great place to stay"
United States
Mason
The price is HK$874
HK$1,026 total
includes taxes & fees
23 Nov - 24 Nov
Moxy Chicago Downtown
Restaurant
Thompson Chicago, by Hyatt
Thompson Chicago, by Hyatt
4.5 star property
9.2 out of 10, Wonderful, (1253)
"fun place to stay for a weekend getaway!"
United States
Robyn
The price is HK$1,041
HK$1,451 total
includes taxes & fees
23 Nov - 24 Nov
Thompson Chicago, by Hyatt
In-room safe, desk, laptop workspace, blackout curtains
Aloft Chicago Downtown River North
Aloft Chicago Downtown River North
3.5 star property
9.4 out of 10, Exceptional, (1166)
"Convenient to everything, nice spacious rooms and very clean! Would definitely stay there again."
United States
Robyn
The price is HK$932
HK$1,094 total
includes taxes & fees
25 Nov - 26 Nov
Aloft Chicago Downtown River North
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (4016)
"Great place to stay. "
United States
sherry
The price is HK$852
HK$1,000 total
includes taxes & fees
30 Oct - 31 Oct
citizenM Chicago Downtown
Breakfast and dinner served
Hyatt Place Chicago/Wicker Park
Hyatt Place Chicago/Wicker Park
3.0 star property
9.4 out of 10, Exceptional, (1004)
"Clean room and dining options nearby."
United States
Deborah
The price is HK$1,049
HK$1,231 total
includes taxes & fees
24 Nov - 25 Nov
Hyatt Place Chicago/Wicker Park
Daily full breakfast for a fee
Hotel EMC2, Autograph Collection
Hotel EMC2, Autograph Collection
4.0 star property
9.4 out of 10, Exceptional, (1000)
"Great hotel with great staff and service! Central location. Highly recommended, would stay again! "
United States
VINCENT
The price is HK$1,321
HK$1,550 total
includes taxes & fees
23 Nov - 24 Nov
Hotel EMC2, Autograph Collection
2 bars/lounges
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 star property
9.4 out of 10, Exceptional, (3371)
"Great location and hotel."
United States
Travis
The price is HK$1,119
HK$1,541 total
includes taxes & fees
24 Nov - 25 Nov
Hyatt Regency 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

Hotels close to Second City with a pool

Bar (on property)
The Ritz-Carlton, Chicago
The Ritz-Carlton, Chicago
5.0 star property
  • Pool
9.2 out of 10, Wonderful, (1001)
The price is HK$3,262
HK$3,830 total
includes taxes & fees
27 Nov - 28 Nov
The Ritz-Carlton, Chicago
See more properties

Top guest rated hotels close to Second City

Front of property – evening/night
The Peninsula Chicago
The Peninsula Chicago
5.0 star property
    9.8 out of 10, Exceptional, (1023)
    The price is HK$4,466
    HK$5,243 total
    includes taxes & fees
    24 Nov - 25 Nov
    The Peninsula Chicago
    See more properties

    Top Second City Hotel Reviews

    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    10/10 Excellent
    "i have been visiting chicago frequently over the last few months and this hotel thus far has exceeded any hotel stay that ive had. the staff was amazing and the location and room was great for the money spent. i will return "
    Constance 1-night trip
    Posted 22 hours ago
    Hilton Chicago/Magnificent Mile Suites

    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 297 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 Claridge House Chicago, Tapestry Collection by Hilton and The Whitehall Hotel, BW Premier Collection.
    How many hotels will I be able to find near Second City?
    Expedia has 297 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, International Museum of Surgical Science and Peggy Notebaert Nature Museum 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 Sedgwick Station and Clark-Division 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