Best Resorts
in Chicago, IL
Find the most trusted resorts ranked by guest satisfaction across thousands of verified traveler reviews. Ranked by the ReviewRank Score — a measure of review quality, volume, and consistency. No paid placements.
Villa D' Citta Bed & Breakfast
Highly Trusted2230 N Halsted St, Chicago, IL 60614, USA
- ·Strong 4.9★ rating across 642 reviews — consistent quality at scale.
- ·High review volume signals an established track record.
- ·Recent reviews are trending strongly positive.
Kasa Magnificent Mile Chicago
Highly Trusted1 W Superior St, Chicago, IL 60654, USA
- ·Strong 4.8★ rating across 929 reviews — consistent quality at scale.
- ·High review volume signals an established track record.
- ·Recent reviews are trending strongly positive.
Waldorf Astoria Chicago
Highly Trusted11 E Walton St, Chicago, IL 60611, USA
- ·Strong 4.7★ rating across 2,139 reviews — consistent quality at scale.
- ·High review volume signals an established track record.
- ·Recent reviews are trending strongly positive.
The Peninsula Chicago
Highly Trusted108 E Superior St, Chicago, IL 60611, USA
- ·Strong 4.7★ rating across 2,788 reviews — consistent quality at scale.
- ·High review volume signals an established track record.
- ·Recent reviews are trending strongly positive.
The Villa Toscana Guest House
Highly Trusted3447 N Halsted St, Chicago, IL 60657, USA
- ·Solid 4.6★ rating with a meaningful review sample of 189.
- ·Recent reviews are trending strongly positive.
Stay One Chicago
Trusted750 N State St 5th Floor, Chicago, IL 60654, USA
- ·Strong 4.9★ rating across 27 reviews — consistent quality at scale.
- ·Recent reviews are trending strongly positive.
- ·Reviews are highly consistent — customers get a reliable experience.
3500 Midwest Rd, Oak Brook, IL 60523, USA
- ·Solid 4.4★ rating with a meaningful review sample of 3,216.
- ·High review volume signals an established track record.
505 N Michigan Ave, Chicago, IL 60611, USA
- ·Solid 4.4★ rating with a meaningful review sample of 5,382.
- ·High review volume signals an established track record.
900 E Grand Ave, Chicago, IL 60611, USA
- ·Solid 4.4★ rating with a meaningful review sample of 1,609.
- ·High review volume signals an established track record.
Hotel Riu Plaza Chicago
Trusted150 E Ontario St, Chicago, IL 60611, USA
- ·Solid 4.4★ rating with a meaningful review sample of 1,006.
- ·High review volume signals an established track record.
301 E North Water St, Chicago, IL 60611, USA
- ·Solid 4.3★ rating with a meaningful review sample of 6,864.
- ·High review volume signals an established track record.
71 E Wacker Dr, Chicago, IL 60601, USA
- ·Solid 4.2★ rating with a meaningful review sample of 3,415.
- ·High review volume signals an established track record.
Eaglewood Resort & Spa
Trusted1401 Nordic Rd, Itasca, IL 60143, USA
- ·Solid 4.2★ rating with a meaningful review sample of 2,458.
- ·High review volume signals an established track record.
The St. Regis Chicago
Trusted401 E Wacker Dr, Chicago, IL 60601, USA
- ·Solid 4.3★ rating with a meaningful review sample of 465.
- ·High review volume signals an established track record.
The Buckingham Hotel
Trusted425 S Financial Pl, Chicago, IL 60605, USA
- ·Solid 4.3★ rating with a meaningful review sample of 270.
300 E Ohio St, Chicago, IL 60611, USA
- ·Solid 4.1★ rating with a meaningful review sample of 299.
354 N Union Ave, Chicago, IL 60661, USA
- ·Solid 4.2★ rating with a meaningful review sample of 123.
How we rank resorts
The ReviewRank Score combines star rating with review volume into a single trust score. A 4.7★ business with 800 reviews ranks higher than a 5.0★ business with 4 reviews — because volume gives us confidence the rating is real.
Read the full methodology →Resorts in other cities
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