Chicago

Top Couple Friendly Hotels in Chicago

Select your dates to find the best Romantic hotel deals in Chicago

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Best Couple Friendly Hotels in Chicago

Find best Business hotels at cheapest prices
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
8.7/10
1 night
From NZD 183
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 NZD 313
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99+

HI Chicago Hostel

Hotel near Chicago Loop,Chicago
Great
117 reviews
9.0/10
1 night
From NZD 64
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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 NZD 140
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 NZD 449
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 NZD 893
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 NZD 184
Check Availability
99+

Best Western Grant Park Hotel

Hotel near Chicago Loop,Chicago
Very Good
92 reviews
8.3/10
1 night
From NZD 244
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 NZD 228
Check Availability
99+

Four Seasons Chicago

Hotel near Streeterville,Chicago
Featured facilities: Pool, Spa, Bar
Great
109 reviews
9.2/10
1 night
From NZD 1,094
Check Availability
See All Romantic Hotels in Chicago

What's new in Chicago

Updated on October 31, 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 hotel deals are available in Chicago?

Trip.com offers various events and deals to its users all year round. You can check the deals page to view Trip.com deals.

Which hotels in Chicago have sea views?

Among all hotels in Chicago, Hampton Inn Chicago Downtown/Magnificent Mile (from NZD 220), Hilton Chicago (from NZD 324) and The Congress Plaza Hotel & Convention Center (from NZD 256) are good choices for hotels with ocean views.

Which hotels in Chicago have hot springs?

Do you want to experience hot springs in the hotel? Hilton Chicago (from NZD 324) and Holiday Inn CHICAGO O'HARE AREA by IHG (from NZD 225) have hot springs. Book now!

Is Chicago pet-friendly?

Hilton Chicago O'Hare Airport (from NZD 342), Swissotel Chicago (from NZD 306) and Hotel Saint Clair- Magnificent Mile (from NZD 192) allow pets. Take your pets with you during your stay!

What are some recommended family-friendly hotels in Chicago?

Warwick Allerton Chicago (from NZD 161), HI Chicago Hostel (from NZD 76) and Best Western Grant Park Hotel (from NZD 247) are very suitable for family travel. Enjoy your trip with all the family!