Chicago

Boutique Hotels in Chicago

Select your dates to find boutique hotels in Chicago with stylish design and local charm

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Top Boutique Hotels in Chicago

Check out our pick of great boutique hotels for your travel
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+

Hotel Saint Clair- Magnificent Mile

Hotel near Streeterville,Chicago
Featured facilities: Bar
Very Good
49 reviews
8.6/10
1 night
From CAD 179
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99+

Riu Plaza Chicago

Hotel near Streeterville,Chicago
Featured facilities: Bar
Great
129 reviews
9.1/10
1 night
From CAD 255
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99+

Godfrey Hotel Chicago

Hotel near River North,Chicago
Featured facilities: Bar, Restaurant
Very Good
114 reviews
8.7/10
1 night
From CAD 208
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99+

The Royal Sonesta Chicago Downtown

Hotel near Chicago Loop,Chicago
Featured facilities: Restaurant
Great
114 reviews
9.0/10
1 night
From CAD 291
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87

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

Hotels in Wood Dale
Featured facilities: Swimming Pool, Bar, Restaurant
118 reviews
7.2/10
1 night
From CAD 162
Check Availability
99+

Hilton Chicago Oak Brook Hills Resort & Conference Center

Hotels in York Township
Featured facilities: Swimming Pool, Bar, Restaurant
Very Good
122 reviews
8.5/10
1 night
From CAD 155
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99+

Hyatt Regency Chicago

Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Restaurant
Great
148 reviews
9.1/10
Check Availability
99+

Hilton Chicago Magnificent Mile Suites

Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Restaurant
Very Good
69 reviews
8.7/10
1 night
From CAD 239
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99+

Warwick Allerton Chicago

Hotel near Streeterville,Chicago
Featured facilities: Café, Bar, Restaurant
Very Good
403 reviews
8.6/10
1 night
From CAD 121
Check Availability
99+

Trump International Hotel & Tower® Chicago

Hotel near River North,Chicago
Featured facilities: Restaurant
Great
56 reviews
9.2/10
1 night
From CAD 672
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See All Boutique Hotels in Chicago

What's new in Chicago

Updated on November 6, 2026

Chicago | Stevie Wonder<Songs In The Key of Life>50th Anniversary Tour

Legendary Motown icon Stevie Wonder will bring his tour to the United Center in Chicago on Saturday, November 21, 2026, at 8:00 PM for a spectacular solo concert. This single-day event offers fans an unforgettable evening filled with his timeless soul, funk, jazz, and pop classics.
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Navy Pier Winter Fireworks Show

The spectacular, free, and award-winning fireworks display at Navy Pier returns for winter 2026! Experience the magic of winter fireworks every Saturday night at 8 p.m.! Enjoy a comfortable evening on the pier, watching the dazzling fireworks and breathtaking city skyline views!

Navy Pier’s Winter WonderFest

Winter Wonder Festival at Navy Pier — Chicago Holiday Experience Winter Wonder Festival: Experience magical holiday fun at Chicago's Navy Pier with a stunning 42-foot Christmas tree, thrilling rides (Cliff Drift, Zero Gravity, bumper cars), ice skating, and seasonal attractions for all ages.

The Wintrust Magnificent Mile Lights Festival

Wintrust Grand Parade of Lights — 35th Annual Wintrust Grand Parade of Lights: America's largest nighttime parade on November 21st featuring Mickey and Minnie Mouse, Disney floats, marching bands, Santa, the Wintrust Fireworks Show, and millions of lights along North Michigan Avenue!

Frequently Asked Questions

What are the best hotels for families in Chicago?

Warwick Allerton Chicago (from CAD 132), HI Chicago Hostel (from CAD 60) and Best Western Grant Park Hotel (from CAD 150) are popular hotels for family travel. Book now from Trip.com and enjoy your time with families!

What are available deals for hotels in Chicago?

There are multiple promotions and discounts all year round for Trip.com users . Please check the promotions page to see what promotions are available now on Trip.com.

Which pet-friendly hotels in Chicago are recommended?

Hilton Chicago O'Hare Airport (from CAD 275), Swissotel Chicago (from CAD 138) and Hotel Saint Clair- Magnificent Mile (from CAD 168) are popular pet-friendly hotels. Take your pets with you during traveling.

Which hotels in Chicago are best to enjoy ocean?

For hotels in Chicago, Hampton Inn Chicago Downtown/Magnificent Mile (from CAD 172), Hilton Chicago (from CAD 234) and The Congress Plaza Hotel & Convention Center (from CAD 178) are good choices for ocean views.

Which hot spring hotels in Chicago are recommended?

Consider hot springs in your hotel during traveling? Hilton Chicago (from CAD 234) and Holiday Inn CHICAGO O'HARE AREA by IHG (from CAD 185) have wonderful hot springs. Book now!