Chicago

Boutique Hotels in Chicago

Book your stay at Chicago’s most stylish Boutique hotels.

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Top Boutique Hotels Chicago

Live in style at Chicago's Boutique gems.
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+

Hotel Saint Clair- Magnificent Mile

Hotel near Streeterville,Chicago
"Right downtown, in the middle of EVERYTHING!! Beautiful historic building. Cute bar and pizza in the lobby. Lovely view of the city."
Very Good
49 reviews
8.6/10
1 night
From $127
Check availability
99+

Riu Plaza Chicago

Hotel near Streeterville,Chicago
Featured facilities: Bar
Great
129 reviews
9.1/10
1 night
From $181
Check availability
99+

Godfrey Hotel Chicago

Hotel near River North,Chicago
Featured facilities: Bar, Restaurant
Very Good
114 reviews
8.7/10
1 night
From $147
Check availability
99+

The Royal Sonesta Chicago Downtown

Hotel near Chicago Loop,Chicago
Featured facilities: Restaurant
Great
114 reviews
9.0/10
1 night
From $217
Check availability
87

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

Hotels in Wood Dale
Featured facilities: Pool, Bar, Restaurant
118 reviews
7.2/10
1 night
From $114
Check availability
99+

Hilton Chicago Oak Brook Hills Resort & Conference Center

Hotels in York Township
Featured facilities: Pool, Bar, Restaurant
Very Good
122 reviews
8.5/10
1 night
From $110
Check availability
99+

Hyatt Regency Chicago

Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Restaurant
Great
148 reviews
9.1/10
1 night
From $251
Check availability
99+

Hilton Chicago Magnificent Mile Suites

Hotel near Streeterville,Chicago
Featured facilities: Pool, Restaurant
Very Good
69 reviews
8.7/10
1 night
From $146
Check availability
99+

Warwick Allerton Chicago

Hotel near Streeterville,Chicago
Featured facilities: Cafe, Bar, Restaurant
Very Good
403 reviews
8.6/10
1 night
From $86
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 $524
Check availability
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What's new in Chicago

Updated on November 7, 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 is the average price of a hotel in Chicago for this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago this weekend is $272 per night. For a 4-star hotel, the average cost is $360 per night. If you're looking for a luxury experience, 5-star hotels in Chicago this weekend typically cost $981 per night.

How much do hotels in Chicago cost per night during weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago during weekdays is $239 per night. For a 4-star hotel, you can expect to pay around $324 per night. If you're looking for a luxury stay, 5-star hotels in Chicago generally cost $894 per night on weekdays.

What are the best places to stay in Chicago?

Some of the best places to stay in Chicago are near popular attractions like Millennium Park, Willis Tower and Magnificent Mile, offering easy access to key sights and amenities.

What are the best family-friendly hotels in Chicago?

Families visiting Chicago often prefer hotels like Warwick Allerton Chicago (from $94), HI Chicago Hostel (from $42) and Freehand Chicago (from $80), which are well-known for their family-friendly features of spacious family rooms and child-friendly services.

What are the top hotels in Chicago near Millennium Park?

Some of the top hotels in Chicago near Millennium Park include L7 Chicago (from $159), Swissotel Chicago (from $97) and The Palmer House Hilton (from $189), all offering easy access to Millennium Park, making them ideal for visitors looking to explore the area.

What are the best pet-friendly hotels in Chicago?

Hilton Chicago O'Hare Airport (from $195), Swissotel Chicago (from $97) and Hotel Saint Clair- Magnificent Mile (from $119) are pet-friendly. Take your pets with you during traveling.

What are the best hot spring hotels in Chicago?

Interested in hot springs hotel as a travel stay? Hilton Chicago (from $165) and Holiday Inn CHICAGO O'HARE AREA by IHG (from $131) offer great hot springs.

What hotel deals are available in Chicago?

Trip.com offers multiple promotions and discounts all year round for both new users and loyal customers . Please check the promotions page to see what promotions are available now on Trip.com.