Chicago

Romantic Hotels in Chicago

Select your dates to discover romantic hotels in Chicago for a sweet and relaxing stay.

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Best Romantic Hotels in Chicago

Explore romantic hotel picks in Chicago ideal for a couples’ getaway.
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 7,197
Check availability
99+

Hilton Chicago O'Hare Airport

Hotel near O'Hare,Chicago
Featured facilities: Spa, Bar, Bathtub
Very Good
249 reviews
8.5/10
1 night
From PHP 11,260
Check availability
99+

HI Chicago Hostel

Hotel near Chicago Loop,Chicago
Great
117 reviews
9.0/10
1 night
From PHP 2,300
Check availability
99+

Warwick Allerton Chicago

Hotel near Streeterville,Chicago
Featured facilities: Bar
Very Good
403 reviews
8.6/10
1 night
From PHP 5,012
Check availability
99+

Fairmont Chicago - Millennium Park

Hotel near Chicago Loop,Chicago
Featured facilities: Bar
Very Good
135 reviews
8.7/10
1 night
From PHP 16,128
Check availability
99+

Trump International Hotel & Tower® Chicago

Hotel near River North,Chicago
Featured facilities: Spa
Great
56 reviews
9.2/10
1 night
From PHP 32,075
Check availability
99+

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hotel near River North,Chicago
Featured facilities: Pool, Spa, Bar
Very Good
275 reviews
8.7/10
1 night
From PHP 6,603
Check availability
99+

Best Western Grant Park Hotel

Hotel near Chicago Loop,Chicago
Very Good
92 reviews
8.3/10
1 night
From PHP 8,749
Check availability
99+

Embassy Suites by Hilton Chicago Downtown River North

Hotel near River North,Chicago
Featured facilities: Pool, Spa, Bar
Very Good
85 reviews
8.9/10
1 night
From PHP 8,194
Check availability
99+

Four Seasons Chicago

Hotel near Streeterville,Chicago
Featured facilities: Pool, Spa, Bar
Great
109 reviews
9.2/10
1 night
From PHP 39,291
Check availability
See All Romantic Hotels in Chicago

What's new in Chicago

Updated on October 29, 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 17,823 per night. For a 4-star hotel, the average cost is PHP 23,813 per night. If you're looking for a luxury experience, 5-star hotels in Chicago this weekend typically cost PHP 63,908 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 15,486 per night. For a 4-star hotel, you can expect to pay around PHP 21,250 per night. If you're seeking a luxury stay, 5-star hotels in Chicago generally cost PHP 58,116 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 6,363), HI Chicago Hostel (from PHP 2,731) and Best Western Grant Park Hotel (from PHP 9,199), 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 10,867), Swissotel Chicago (from PHP 11,030) and L7 Chicago (from PHP 9,659), 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 12,323), Swissotel Chicago (from PHP 11,030) and Hotel Saint Clair- Magnificent Mile (from PHP 5,999) 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 11,001) and Holiday Inn CHICAGO O'HARE AREA by IHG (from PHP 7,848) 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.