Beginning of main content

Search over 895,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Check prices on hotels in Chicago

Best deal Best deal Jan 25 - Jan 27
Tonight Jan 21 - Jan 22
This weekend Jan 25 - Jan 27
Next weekend Feb 1 - Feb 3

Featured Chicago Hotels with Bars

See all 1,281 Properties in Chicago
Freehand Chicago
Freehand Chicago
3.5 out of 5.0 19 East Ohio Street, Chicago
Free Cancellation
4.2/5 (2,011 reviews)
$69/ nightfor 2 guests

Great location. Staff is friendly.. the cafe has good food. only downfall the rooms are very small

Reviewed on Jan 17, 2019
BarDiningLaundry Facilities
Virgin Hotels Chicago
Virgin Hotels Chicago
4.5 out of 5.0 203 N Wabash Ave, Chicago
Free Cancellation
4.7/5 (2,043 reviews)
$128/ nightfor 2 guests

Comfortable and clean! Did not actually get any VIP benefits though. Parking extremely expensive but hotel is in a great location.

Reviewed on Jan 19, 2019
BarNatureDining
Hotel Lincoln
Hotel Lincoln
4.0 out of 5.0 1816 N Clark Street, Chicago
Free Cancellation
4.3/5 (2,217 reviews)
$76/ nightfor 2 guests

Best hotel in Chicago! Friendly staff and great location.

Reviewed on Jan 14, 2019
BarNatural ParksBiking
Chicago Athletic Association
Chicago Athletic Association
4.5 out of 5.0 12 South Michigan Avenue, Chicago
Free Cancellation
4.6/5 (1,398 reviews)
$125/ nightfor 2 guests

Wonderful ambience throughout, staff are great, incredibly comfortable room and bed.

Reviewed on Jan 16, 2019
BarDiningFree Wifi
ACME Hotel Company Chicago
ACME Hotel Company Chicago
3.0 out of 5.0 15 East Ohio Street, Chicago
Free Cancellation
4.5/5 (2,645 reviews)
$76/ nightfor 2 guests

Great value for the price. Small rooms were expected and delivered but overall pretty quiet and clean hotel. Very friendly staff, great bar right in the hotel. Our room faced a wall so we never got much light or a view which wasn’t ideal, if I stay again I’ll try to avoid that again. Also housekeeping ...

Reviewed on Jan 14, 2019
BarDiningParking
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 (11,373 reviews)
$103/ nightfor 2 guests

Older property but very well .aintainrd. would stay here again.

Reviewed on Jan 19, 2019
BarHistoricalConcierge
The Godfrey Hotel Chicago
The Godfrey Hotel Chicago
4.5 out of 5.0 127 West Huron, at LaSalle, Chicago
Free Cancellation
4.4/5 (2,837 reviews)
$93/ nightfor 2 guests

Great building, room, view. Would stay here again.

Reviewed on Jan 19, 2019
BarDiningWifi
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5.0 85 East Wacker Drive, Chicago
Free Cancellation
4.6/5 (1,499 reviews)
$99/ nightfor 2 guests

View of the river from our room was very nice, good location of hotel for where we wanted to go out in evening.The drinks always good in the hotel bars.

Reviewed on Jan 18, 2019
BarConciergeRoomservice
Millennium Knickerbocker Chicago
Millennium Knickerbocker Chicago
4.0 out of 5.0 163 East Walton Place, Chicago
Free Cancellation
4.3/5 (6,109 reviews)
$71/ nightfor 2 guests

Very classic look. Very fancy look. The bathroom kinda awkward design. The overhead shower can only be moved but so much and water pressure kinda low. The shower head placement causes excessive amounts of water to spill out of the shower area. They must have known this because they put a towel there. ...

Reviewed on Jan 17, 2019
BarConciergeDining
Ambassador Chicago
Ambassador Chicago
4.0 out of 5.0 1301 N State Pkwy, Chicago
Free Cancellation
4.2/5 (1,915 reviews)
$93/ nightfor 2 guests

This is our second time to stay at the Ambassador. We love the rooms as they don't seem to back up against each other so the soundproofing is pretty good. Just really nice ambiance!! Nice location to and from the train to O'Hare. Desk personnel so nice.

Reviewed on Jan 8, 2019
BarDiningWifi
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 out of 5.0 151 East Wacker Dr, Chicago
Free Cancellation
4.4/5 (10,328 reviews)
$129/ nightfor 2 guests

This was very nice and conveniently located. We loved it and will go back.

Reviewed on Jan 17, 2019
BarFitness CenterSports
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
4.0 out of 5.0 10 S Wabash Ave, Chicago
Free Cancellation
4.6/5 (5,139 reviews)
$104/ nightfor 2 guests

Great people, very attentive and wanted to be sure we had a good time in Chicago. Good location, easy in and out of the city. Valet parking reasonably priced. Rooms smallish but very comfortable.

Reviewed on Jan 16, 2019
BarDiningBusiness
The Whitehall Hotel
The Whitehall Hotel
4.0 out of 5.0 105 E Delaware Pl, Chicago
Free Cancellation
4.1/5 (8,242 reviews)
$67/ nightfor 2 guests

Great property. Spacious rooms for a city hotel, linens are top quality, amenities great. The restaurants in the hotel are perfect. Highly recommend this property -would stay again.

Reviewed on Jan 18, 2019
BarConciergeDining
Cambria Hotel Chicago Magnificent Mile
Cambria Hotel Chicago Magnificent Mile
4.0 out of 5.0 166 E Superior Street, Chicago
Free Cancellation
4.4/5 (4,698 reviews)
$91/ nightfor 2 guests

Best best best. Only the room temperature setting not working right.

Reviewed on Jan 18, 2019
BarDiningAir Conditioning
Thompson Chicago
Thompson Chicago
4.5 out of 5.0 21 East Bellevue, Chicago
Free Cancellation
4.7/5 (2,192 reviews)
$135/ nightfor 2 guests

Great service and location. Easy walk to restaurants and shopping. Hotel bar was quaint with delicious craft cocktails.

Reviewed on Jan 11, 2019
BarDiningWifi
Dana Hotel and Spa
Dana Hotel and Spa
4.0 out of 5.0 660 North State Street, Chicago
Free Cancellation
4.4/5 (2,369 reviews)
$99/ nightfor 2 guests

Beautiful rooms! Staff was very professional and nice

Reviewed on Jan 11, 2019
BarSpaDining
Raffaello Hotel
Raffaello Hotel
4.0 out of 5.0 201 E Delaware Pl, Chicago
4.1/5 (2,432 reviews)
$101/ nightfor 2 guests

The room was nice .Outside of the small cosmetic repairs needed in my room. I'm fairly satisfied.

Reviewed on Jan 2, 2019
BarMicrowaveParking
Kinzie Hotel
Kinzie Hotel
4.0 out of 5.0 20 W Kinzie St, Chicago
Free Cancellation
4.5/5 (4,311 reviews)
$101/ nightfor 2 guests

We were in chicaco Illinois for a vacation and we stayed there for 3 nights.A cheaper price for a 4 star hotel right downtown chicago that exceeded my expectation.parking is expensive in downtown chicago,but they offer 64 dollars with in and out privileges valet parking compare to self parking outside ...

Reviewed on Jan 16, 2019
BarBreakfastDining
Map

Travelers loved these Hotels with Bars

Recently booked Hotels with Bars in Chicago

Congress Plaza Hotel
3.5 out of 5.0
Last booking: 9 minutes ago
Motel 6 Elk Grove Village - O'Hare
2.0 out of 5.0
Last booking: 9 minutes ago
Crowne Plaza Chicago West Loop
3.5 out of 5.0
Last booking: 13 minutes ago
Ivy Boutique Hotel
4.5 out of 5.0
Last booking: 14 minutes ago
Extended Stay America - Chicago - O'Hare
2.5 out of 5.0
Last booking: 16 minutes ago
Renaissance Chicago O'Hare Suites Hotel
4.0 out of 5.0
Last booking: 17 minutes ago
Wyndham Grand Chicago Riverfront
4.0 out of 5.0
Last booking: 19 minutes ago
ACME Hotel Company Chicago
3.0 out of 5.0
Last booking: 20 minutes ago
Hyatt Place Chicago/Downtown - The Loop
3.0 out of 5.0
Last booking: 20 minutes ago

Like a mixed drink, your perfect holiday has to have just the right mix. If you are searching for the ideal base for a good trip then search no further than Chicago. Ranking number 86 of the most visited vacation locales on our list, you know that your holiday will be off to a perfect start with the first selected ingredient, location. A big city like Chicago has lots for you to fill both your days and nights. With exciting bistros and eclectic boutiques where you can get some serious shopping done, there are a number of good reasons that so many people have made this city home. Now that you narrowed down the location, the next step is to add the finishing touches for a vacation you'll want a second round of.

Make Your Vacation to Chicago Shaken and Stirred

Some of the most iconic drinks like the Bloody Mary and Piña Colada were created at a hotel bar in cities like this. Once you enter your room, it'll be unmistakable that the hotels in Chicago have your comfort in mind. Kick off your boots and stretch out on your welcoming bed. Let the staff worry about straightening up, they didn't earn a cleaning score of 3.6 for nothing.

But it is not only a great lounge that makes these hotels noted. You'll find good service continues past the bar. Maintained grounds that are a delight to return to is a hallmark of these hotels. You'll be so amazed that you'll want to take photos of your rooms to show your family where you stayed.

Reserve Today!

Don't think too long about enjoying a frosty one or you may miss your chance to pull up to one of these hotel bars. Reserve your accommodation with a top-shelf bar in Chicago soon, because everyone else is too. Through Expedia, you can get low-priced deals on first-class accommodations in Chicago to make your vacation one to remember.