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Featured Chicago Hotels with Connecting Rooms

See all 1,223 Properties in Chicago
W Chicago - Lakeshore
W Chicago - Lakeshore
4.5 out of 5.0 644 N Lake Shore Dr, Chicago
Free Cancellation
4.0/5 (2,146 reviews)
$116/ nightfor 2 guests

W Chicago - Lakeshore is an AMAZING hotel! Thoroughly enjoyed my stay and will surely be back! The guest rooms are so beautiful and accommodating and the staff is quite welcoming. Great location near Lake Michigan, downtown shopping, and the Navy Pier. My only complaint with the front desk staff ...

Reviewed on Nov 9, 2018
Sheraton Grand Chicago
Sheraton Grand Chicago
4.0 out of 5.0 301 E North Water St, Chicago
Free Cancellation
4.2/5 (4,377 reviews)
$107/ nightfor 2 guests

Great spacious facilities. Was attending a large conference. Would prefer coffee to be available at 5.30am ( am aware of coffee maker in room). Gym is spacious, however there is a need for lighter free weights, e.g. 3 lb, and bigger exercise balls. Overall the gym is terrific. Lighting is the room ...

Reviewed on Nov 5, 2018
Hyatt Regency Lisle near Naperville
Hyatt Regency Lisle near Naperville
3.5 out of 5.0 1400 Corporetum Drive, Lisle
Free Cancellation
4.1/5 (1,513 reviews)
$81/ nightfor 2 guests

Great place to stay would recomend clean and friendly people

Reviewed on Nov 7, 2018
Hyatt Regency Schaumburg Chicago
Hyatt Regency Schaumburg Chicago
4.0 out of 5.0 1800 East Golf Rd, Schaumburg
Free Cancellation
4.1/5 (1,726 reviews)
$86/ nightfor 2 guests

Very nice room in a great location. The staff was really helpful and the in hotel bar was great.

Reviewed on Nov 4, 2018
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 out of 5.0 17 E Monroe St, Chicago
Free Cancellation
4.2/5 (11,001 reviews)
$90/ nightfor 2 guests

Beautiful historic hotel. Right in theater district

Reviewed on Nov 12, 2018
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park
4.5 out of 5.0 200 North Columbus Drive, Chicago
Free Cancellation
4.3/5 (2,242 reviews)
$260/ nightfor 2 guests

Both the room and the view was just fabulous. This was the nicest hotel, great and very pleasant staff and in a wonderful area! Would highly recommend and definitely staff here again!

Reviewed on Nov 2, 2018
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5.0 909 North Michigan Ave, Chicago
Free Cancellation
4.2/5 (2,185 reviews)
$109/ nightfor 2 guests

We have always stayed at the Westin while is Chicago. Great location and we love their restaurant. However, the first room we were assigned to smelled terribly of cigarette smoke. Staff was very accommodating in getting us a different room. But this room smelled very musty. I think updates in carpet ...

Reviewed on Sep 23, 2018
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
3.5 out of 5.0 300 E Ohio St, Chicago
Free Cancellation
4.2/5 (4,497 reviews)
$78/ nightfor 2 guests

Lovely hotel and you can't beat warm Doubletree cookies at check in!

Reviewed on Nov 12, 2018
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 out of 5.0 100 W. Monroe St, Chicago
Free Cancellation
4.5/5 (1,164 reviews)
$97/ nightfor 2 guests

Nice location and clean rooms, but surrounded by tall buildings so room gets no light and faces office buildings. So close that you can see what’s on the computer screen of those in the office complex. Blinds need to be pulled down at all times for privacy so room is dark.

Reviewed on Oct 29, 2018
Hyatt Place Chicago/Lombard/Oak Brook
Hyatt Place Chicago/Lombard/Oak Brook
3.0 out of 5.0 2340 South Fountain Square Drive, Lombard
Free Cancellation
4.4/5 (1,687 reviews)
$89/ nightfor 2 guests

a lovely hotel, great setting, friendly helpful staff and excellent facilities, wouldn't stay anywhere else in the area....

Reviewed on Oct 15, 2018
Chicago Athletic Association
Chicago Athletic Association
4.5 out of 5.0 12 South Michigan Avenue, Chicago
Free Cancellation
4.6/5 (1,318 reviews)
$132/ nightfor 2 guests

Located next to Millennium Park and it has great views from the rooftop bar/restaurant. The hotel is very busy with non-guests because of all the restaurants and bars in the hotel. Reception wasn't very friendly and welcome. Room was ok but no view (in fact, view of a brick wall). I could hear noise ...

Reviewed on Sep 24, 2018
Wyndham Grand Chicago Riverfront
Wyndham Grand Chicago Riverfront
4.0 out of 5.0 71 E Wacker Dr, Chicago
Free Cancellation
4.4/5 (7,067 reviews)
$116/ nightfor 2 guests

Comfortable and close to everything. The staff was friendly and professional.

Reviewed on Nov 10, 2018
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 out of 5.0 10 E Grand Ave, Chicago
4.3/5 (2,028 reviews)
$78/ nightfor 2 guests

Good location, close to a couple of small beaches and many attractions. Only a short walk from the 'loop' with plenty of restaurants and bars.

Reviewed on Sep 19, 2018
Chicago Marriott Downtown Magnificent Mile
Chicago Marriott Downtown Magnificent Mile
4.0 out of 5.0 540 North Michigan Avenue, Chicago
Free Cancellation
4.1/5 (1,859 reviews)
$109/ nightfor 2 guests

The front desk staff was extremely friendly. The food options in the lobby were very convenient, and the room was clean. The location made it very easy to see all the sites and navigate downtown.

Reviewed on Nov 11, 2018
AmericInn by Wyndham Schaumburg
AmericInn by Wyndham Schaumburg
3.0 out of 5.0 1300 E Higgins Rd, Schaumburg
Free Cancellation
4.1/5 (1,410 reviews)
$69/ nightfor 2 guests

We were booked for 2 nights and had to check out by about 6pm on the 2nd night, as the bed was totally uncomfortable for me. I am handicapped and the bed was too firm, especially since I can only sleep on one side all night - I ended up with such a backache, that we had to leave for home before we ...

Reviewed on Sep 18, 2018
Embassy Suites Chicago Downtown
Embassy Suites Chicago Downtown
4.0 out of 5.0 600 N State St, Chicago
4.4/5 (3,673 reviews)
$103/ nightfor 2 guests

Centrally located and only minutes from my business location downtown

Reviewed on Nov 9, 2018
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5.0 198 E Delaware Pl, Chicago
Free Cancellation
4.3/5 (1,857 reviews)
$89/ nightfor 2 guests

Near to hub of Downtown Chicago and within walking distance.

Reviewed on Oct 14, 2018
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile
4.0 out of 5.0 633 N Saint Clair St, Chicago
Free Cancellation
4.5/5 (2,408 reviews)
$104/ nightfor 2 guests

Great location-able to walk to most all attractions.

Reviewed on Nov 11, 2018
Map

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Pocket Guide: Hotels with Connecting Rooms in Chicago

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