Chicago · Hotel shortlist
Hotels that allow dogs in the historic centre, Chicago
Stefan Bauer The American west
These are my five favourites in Chicago, out of the 55 that qualified. I read what other travellers scored them before I picked, so the order follows the guests, 4.7 down to 4.5.
Sentral Michigan Avenue | Chicago Apartments is the one I would book myself.
Highest rated of the five
Sentral Michigan Avenue | Chicago Apartments
★★★★★4.7 from 1,301 reviews
Sentral Michigan Avenue | Chicago Apartments comes out on top of this list, and not narrowly: 4.7 from 1,301 guest reviews is a score that holds up at that volume, which is the whole test here. A perfect ten from nine people does not beat it.
It is a 4 star property, found under city centre and around $311 a night on the dates we checked.
55 hotels in Chicago qualified for this list and five made it. The Guesthouse Hotel is the one I would book if the first is full.
Why it works for this trip
- Poolsomewhere to cool off between walks
- Air conditioningthe one that decides a summer trip
- Kitchenettebreakfast on your own schedule
- Gymopen to guests, not a partner pass down the road
- Parkinga real consideration if you are driving in
All five, ranked
-
1
Sentral Michigan Avenue | Chicago Apartments
★★★★★4.7 from 1,301 reviews
- Pool
- Gym
- Parking
- Kitchen
- Pet friendly
- Air conditioning
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2The Guesthouse Hotel
★★★★★4.8 from 414 reviews
- Gym
- Parking
- Kitchen
- Pet friendly
- Kid friendly
- Air conditioning
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3Sofitel Chicago Magnificent Mile
★★★★★4.5 from 4,146 reviews
- Spa
- Gym
- Restaurant
- Bar
- Parking
- Pet friendly
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4Staypineapple, An Iconic Hotel, The Loop Chicago
★★★★★4.6 from 2,343 reviews
- Gym
- Restaurant
- Bar
- Pet friendly
- Kid friendly
- Air conditioning
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5Kimpton Gray Hotel
★★★★★4.5 from 2,114 reviews
- Spa
- Gym
- Restaurant
- Bar
- Parking
- Pet friendly
How this list was put together
55 Chicago hotels qualify for this list. We ranked them on guest rating, then on class, and took the top five.
Two things decide these lists. The first is my own time in the city: every hotel on this page is one I have stayed in, walked into and looked at, or gone back to check. That is where the shortlist starts, and it is why some well reviewed places are not on it.
The second is the numbers, and those are what set the order. The rating and review count come from the big travel sites, pooled through Google, so a score here reflects Expedia, Booking, Hotels.com and the rest together rather than any one of them. I also read the review breakdown by topic, which is where the figures on service, breakfast and location come from. Hotels with fewer than forty reviews are left out altogether, because a rating that thin is not a rating. No more than two come from one neighbourhood.
What I do not do is move anyone up the order. The ranking is the guest score, highest first, and nobody pays to be on the list.
Distances are straight lines from published coordinates, so the real walk is a little longer. Amenities are as recorded by Google Hotels and can change without notice. Rates are an indicative nightly figure for a midweek autumn stay, not a quote. Check the booking page before you commit.
Stefan Bauer The American west
Chases total solar eclipses. Seven of them on four continents, from Wyoming to a fishing town in Chile. Banks days off through the on-call rota and books the trips years ahead, because eclipse dates do not move.
Trip Grapevine earns a commission on bookings made through the links on this page. It costs you nothing, and it does not change the order of the list, which is set by the measurements above.