Chicago

Romantic Hotels in Chicago

Select your dates to discover Romantic hotels in Chicago for a sweet and relaxing stay with your partner.

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Best Hotels for Couples in Chicago

Check out our pick of great romantic 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
48 reviews
8.7/10
1 night
From CAD 158
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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 CAD 247
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99+

HI Chicago Hostel

Hotel near Chicago Loop,Chicago
Great
117 reviews
9.0/10
1 night
From CAD 50
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99+

Warwick Allerton Chicago

Hotel near Streeterville,Chicago
Featured facilities: Bar
Very Good
403 reviews
8.6/10
1 night
From CAD 110
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99+

Fairmont Chicago - Millennium Park

Hotel near Chicago Loop,Chicago
Featured facilities: Bar
Very Good
135 reviews
8.7/10
1 night
From CAD 353
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99+

Trump International Hotel & Tower® Chicago

Hotel near River North,Chicago
Featured facilities: Spa
Great
56 reviews
9.2/10
1 night
From CAD 703
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99+

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hotel near River North,Chicago
Featured facilities: Swimming Pool, Spa, Bar
Very Good
275 reviews
8.7/10
1 night
From CAD 145
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99+

Best Western Grant Park Hotel

Hotel near Chicago Loop,Chicago
Very Good
92 reviews
8.3/10
1 night
From CAD 192
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99+

Embassy Suites by Hilton Chicago Downtown River North

Hotel near River North,Chicago
Featured facilities: Swimming Pool, Spa, Bar
Very Good
85 reviews
8.9/10
1 night
From CAD 180
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99+

Four Seasons Chicago

Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Spa, Bar
Great
109 reviews
9.2/10
1 night
From CAD 861
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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!

Frequently Asked Questions

What are the best hotels for families in Chicago?

Warwick Allerton Chicago (from CAD 139), HI Chicago Hostel (from CAD 59) and Best Western Grant Park Hotel (from CAD 201) 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 270), Swissotel Chicago (from CAD 241) and Hotel Saint Clair- Magnificent Mile (from CAD 131) 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 173), Hilton Chicago (from CAD 241) and The Congress Plaza Hotel & Convention Center (from CAD 202) 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 241) and Holiday Inn CHICAGO O'HARE AREA by IHG (from CAD 172) have wonderful hot springs. Book now!