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Check prices on hotels in Chicago

Best deal Mar 29 - Mar 31
Tonight Feb 23 - Feb 24
This weekend Mar 1 - Mar 3
Next weekend Mar 8 - Mar 10

Best time to stay in Chicago

*Estimated average price per night / 3-star hotel. Prices may vary.
OFF SEASON
November:
$241 avg/night*
HIGH SEASON
July:
$246 avg/night*

Featured Chicago Historic Hotels

See all 1,472 Properties in Chicago
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 out of 5.0 17 E Monroe St, Chicago
4.2/5 (11,526 reviews)
$86/ night for 2 guests

I LOVE this hotel, especially the lobby. The lobby is such a nice place to relax and have a drink.

Reviewed on Feb 22, 2019
HistoricalConciergeBar
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5.0 520 South Michigan Avenue, Chicago
Free Cancellation
3.6/5 (4,039 reviews)
$71/ night for 2 guests

I love the history of this elegant hotel. Will definitely be staying again. Perfect location and really nice.

Reviewed on Feb 20, 2019
HistoricalConciergeRoomservice
Millennium Knickerbocker Chicago
Millennium Knickerbocker Chicago
4.0 out of 5.0 163 East Walton Place, Chicago
Free Cancellation
4.3/5 (6,160 reviews)
$71/ night for 2 guests

The workout area needs improvement. We out upgraded to a corner room which was nice.

Reviewed on Feb 19, 2019
HistoricalBarConcierge
Chicago Athletic Association
Chicago Athletic Association
4.5 out of 5.0 12 South Michigan Avenue, Chicago
Free Cancellation
4.6/5 (1,446 reviews)
$101/ night for 2 guests

Excellent room and Restaurants. I would definitely stay here again.

Reviewed on Feb 19, 2019
HistoricalDiningFree Wifi
The Whitehall Hotel
The Whitehall Hotel
4.0 out of 5.0 105 E Delaware Pl, Chicago
Free Cancellation
4.1/5 (8,320 reviews)
$67/ night for 2 guests

Everything was great. Nice service people at the front.

Reviewed on Feb 22, 2019
HistoricalBarConcierge
Central Loop Hotel
Central Loop Hotel
4.0 out of 5.0 111 West Adams Street, Chicago
Free Cancellation
4.2/5 (4,544 reviews)
$67/ night for 2 guests

I highly recommend to everyone who want to stay close to downtown. It is very easy to access, near bus stop, train station, and restaurant as well.

Reviewed on Feb 20, 2019
HistoricalBusinessDining
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4.0 out of 5.0 701 North Michigan Avenue, Chicago
Free Cancellation
4.1/5 (9,739 reviews)
$68/ night for 2 guests

Loved Mohammed in reception. Went above and beyond to be helpful.

Reviewed on Feb 18, 2019
HistoricalConciergeDining
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
4.0 out of 5.0 1 W Washington St, Chicago
Free Cancellation
4.6/5 (1,743 reviews)
$116/ night for 2 guests

It’s small, cozy, beautiful on the inside. Beds very comfortable with fluffy duvets and lots of different pillows Beautiful wrought iron fixtures and marble and mosaic tile on the floors. Staff very friendly and helpful.

Reviewed on Feb 19, 2019
HistoricalPet FriendlyDining
The Drake, a Hilton Hotel
The Drake, a Hilton Hotel
4.0 out of 5.0 140 E Walton Place, Chicago
4.3/5 (2,268 reviews)
$125/ night for 2 guests

The plcae was so magical and nice and very nice location but I would like to take my room on lake view but unfortunately all the room was took it

Reviewed on Feb 19, 2019
HistoricalConciergeDining
Write Inn Hotel
Write Inn Hotel
2.5 out of 5.0 211 N Oak Park Ave, Oak Park
Free Cancellation
3.8/5 (1,005 reviews)
$119/ night for 2 guests

Loved the location, lots of restaurants near by in a safe neighborhood. Building has a lot of charm. Room was small, but nice, not sure everyone would like the step up into the bathroom.

Reviewed on Jan 12, 2019
HistoricalFree ParkingParking
InterContinental Chicago Magnificent Mile
InterContinental Chicago Magnificent Mile
4.5 out of 5.0 505 N Michigan Ave, Chicago
4.2/5 (2,386 reviews)
$160/ night for 2 guests

Location is great, about central Michigan Ave. Staff was very pleasant and helpful. Will stay here again!

Reviewed on Feb 18, 2019
HistoricalSwimmingWifi
Hotel Blake, an Ascend Hotel Collection Member
Hotel Blake, an Ascend Hotel Collection Member
3.5 out of 5.0 500 South Dearborn Street, Chicago
Free Cancellation
4.4/5 (2,128 reviews)
$109/ night for 2 guests

great location. wonderful property. Staff very helpful and friendly

Reviewed on Feb 17, 2019
HistoricalDiningFree Wifi
The Homestead Evanston
The Homestead Evanston
3.0 out of 5.0 1625 Hinman Ave, Evanston
Free Cancellation
4.1/5 (928 reviews)
$122/ night for 2 guests

Charming hotel in a historic building. The restaurant in the hotel , Hearth , is excellent fine dining.

Reviewed on Feb 17, 2019
HistoricalParkingDining
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 out of 5.0 68 E. Wacker Place, Chicago
4.5/5 (870 reviews)
$89/ night for 2 guests

Very friendly when I was in a hurry to check in, drop my bags, and run out to a business meeting.

Reviewed on Feb 14, 2019
HistoricalFree WifiFree Internet
Chicago Getaway Hostel
Chicago Getaway Hostel
1.5 out of 5.0 616 W Arlington Pl, Chicago
Free Cancellation
4.1/5 (1,586 reviews)
$46/ night for 2 guests

Great location in Lincoln Park area. Clean and very friendly staff.

Reviewed on Feb 20, 2019
HistoricalWifiInternet
Hotel Lincoln
Hotel Lincoln
4.0 out of 5.0 1816 N Clark Street, Chicago
Free Cancellation
4.3/5 (2,243 reviews)
$83/ night for 2 guests

Great location, lovely view. Friendly and helpful staff. Cute lobby. The carpets and furniture look pretty beat up and dated. Fitness center is TINY. My bed was not super comfortable. It was fine, but for over $200/night when all is said and done, it isn't really delivering what I expected.

Reviewed on Feb 19, 2019
HistoricalBarNatural Parks
Virgin Hotels Chicago
Virgin Hotels Chicago
4.5 out of 5.0 203 N Wabash Ave, Chicago
Free Cancellation
4.7/5 (2,082 reviews)
$136/ night for 2 guests

Lovely room, good service, overall enjoyed my one-night stay.

Reviewed on Feb 20, 2019
HistoricalBarNature
Ambassador Chicago
Ambassador Chicago
4.0 out of 5.0 1301 N State Pkwy, Chicago
Free Cancellation
4.2/5 (1,956 reviews)
$76/ night for 2 guests

By far the best hotel ive stayed at in downtown chicago :)

Reviewed on Feb 22, 2019
HistoricalBarDining
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Your Guide to Historic Hotels in Chicago

When you go on a Chicago trip out of town, it's easy to choose a modern hotel, or a chain you are familiar with. You may be used to your hotel having all the familiar amenities. But sometimes opting to stay in a more unique location can enrich your getaway. A stay in a Chicago historic hotel allows you to still have a well-appointed room and one with lots of personality. Additionally, it allows you to immerse yourself in Chicago's past.

If These Walls Could Talk

When you pass through the lobby of your Chicago hotel, you'll be whisked to a previous era. With their Victorian-style and addresses in the exciting parts of Chicago, you'll love how these historic hotels stand apart from their modern counterparts. While these lodgings are historic, they have most of the up-to-date conveniences that help you take it easy on your getaway. You will find rooms furnished with a comfortable bed, and just about anything else you may want for a wonderful visit.

After you've explored the hotel's grounds, you can check out the prominent landmarks and museums to appreciate more of the area's culture. If you love history, then you have come to the right place. Chicago has 42 historical buildings and sites in the area. After visiting places like Oscar Stanton De Priest House, Arthur H. Compton House, and John J. Glessner House you'll be able to write your own guide on Chicago. If you have time, then squeeze in a visit to Frank R. Lillie House. Searching for more things to do in Chicago? You can read what fellow guests found worth visiting in our review section. You'll find 64969 tips in our comment section on more sights to see, great places to grab a bite, and what they loved most during their getaway.

Your Chicago Hotel Is Ready for You

If you are looking to get the most out of your Chicago visit, staying in one of these vintage hotels will elevate your experience in this historically-rich city. Having 1472 of these one-of-a-kind lodgings to select from. Rates on these Chicago historic hotels range from $46 to $160. You're sure to discover one that you'll love. However, like the past eras you're exploring, these deals won't last forever. Book soon to get a place in one of these landmark properties.