Chicago

Boutique Hotels in Chicago

Select your dates to find cozy boutique hotels in Chicago with a charming local feel.

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Top Boutique Hotels Chicago

Discover the best boutique hotels in Chicago, celebrated for their unique style and personality.
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+

Hotel Saint Clair- Magnificent Mile

Hotel near Streeterville,Chicago
Featured facilities: Bar
Very Good
48 reviews
8.7/10
1 night
From PHP 7,200
Check availability
99+

Riu Plaza Chicago

Hotel near Streeterville,Chicago
Featured facilities: Bar
Great
128 reviews
9.1/10
1 night
From PHP 12,081
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 PHP 7,929
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 PHP 13,634
Check availability
88

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

Hotels in Wood Dale
Featured facilities: Pool, Bar, Restaurant
Good
118 reviews
7.6/10
1 night
From PHP 7,363
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 PHP 7,910
Check availability
99+

Hyatt Regency Chicago

Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Restaurant
Great
150 reviews
9.2/10
1 night
From PHP 16,242
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 PHP 12,474
Check availability
99+

Warwick Allerton Chicago

Hotel near Streeterville,Chicago
Featured facilities: Bar, Restaurant
Very Good
399 reviews
8.6/10
1 night
From PHP 7,114
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 PHP 34,775
Check availability
See All Boutique Hotels in Chicago

What's new in Chicago

Updated on October 26, 2026

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!

FAQs

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 PHP 17,902 per night. For a 4-star hotel, the average cost is PHP 24,047 per night. If you're looking for a luxury experience, 5-star hotels in Chicago this weekend typically cost PHP 64,512 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 PHP 15,846 per night. For a 4-star hotel, you can expect to pay around PHP 22,000 per night. If you're seeking a luxury stay, 5-star hotels in Chicago generally cost PHP 59,271 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 PHP 5,800), HI Chicago Hostel (from PHP 2,809) and Best Western Grant Park Hotel (from PHP 8,322), 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 The Palmer House Hilton (from PHP 10,882), Swissotel Chicago (from PHP 12,531) and L7 Chicago (from PHP 9,405), all offering easy access to Millennium Park, making them ideal for visitors looking to explore the area.

What's the best pet-friendly accommodation in Chicago?

Hilton Chicago O'Hare Airport (from PHP 12,339), Swissotel Chicago (from PHP 12,531) and Hotel Saint Clair- Magnificent Mile (from PHP 6,145) allow pets. Take your pets with you during your stay!

What’s the best hotel in Chicago with hot springs?

Wanna experience hot springs in your hotel? Hilton Chicago (from PHP 11,006) and Holiday Inn CHICAGO O'HARE AREA by IHG (from PHP 7,852) have hot springs. Book now!

Where can I find the best hotel discounts in Chicago?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.