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Our top choices for Chicago romantic hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,584 reviews)
"Amazing hotel and you can't beat the Navy Pier location."
United States
Jimmy
The price is Rp4.699.132
Rp6.207.920 total
includes taxes & fees
6 Aug - 7 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,721 reviews)
"Nice place to stay"
Australia
Anna
The price is Rp2.772.355
Rp3.296.202 total
includes taxes & fees
27 Jul - 28 Jul
The Chicago Hotel Collection Ambassador Gold Coast

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,714 reviews)
"Nice place great staff and a great location"
United States
Byron
The price is Rp3.602.800
Rp4.283.369 total
includes taxes & fees
9 Aug - 10 Aug
Eurostars Magnificent Mile

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,787 reviews)
"Location was fantastic. Great breakfast."
United States
Sucharitha
The price is Rp4.003.071
Rp5.287.963 total
includes taxes & fees
9 Aug - 10 Aug
LondonHouse Chicago, Curio Collection by Hilton

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,006 reviews)
"Staff was very helpful and room was clean and ready upon arrival."
United States
Christopher
The price is Rp2.964.384
Rp3.732.681 total
includes taxes & fees
19 Jul - 20 Jul
The Buckingham Hotel

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,458 reviews)
"Great stay"
United States
Scott
The price is Rp3.712.685
Rp5.048.464 total
includes taxes & fees
26 Jul - 27 Jul
Swissotel - Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,534 reviews)
"Staff was very pleasant and helpful throughout the stay."
United States
James
The price is Rp3.484.448
Rp4.142.660 total
includes taxes & fees
9 Aug - 10 Aug
Hilton Chicago/Magnificent Mile Suites

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,463 reviews)
"Great location near parks and restaurants"
United States
Pamela
The price is Rp4.935.836
Rp6.510.775 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Chicago

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2,740 reviews)
"Nice place to stay at"
United States
Tammy
The price is Rp2.579.605
Rp3.066.884 total
includes taxes & fees
9 Aug - 10 Aug
Best Western Grant Park Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,281 reviews)
"Wonderful stay"
United States
Taylor
The price is Rp2.880.168
Rp3.974.018 total
includes taxes & fees
9 Aug - 10 Aug
Silversmith Hotel Chicago Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Chicago

Chicago (and vicinity) attractions for couples

For families and adventurous travellers alike, the greater Chicago area offers an array of captivating experiences. Begin your journey at the world-renowned Field Museum, where interactive exhibits and ancient artefacts, including Sue the T. rex, ignite curiosity in visitors of all ages. Just a short stroll away, the Shedd Aquarium invites you to explore its vast marine life with exhibits that include the stunning Caribbean Reef and the captivating Amazon Rainforest. For a bit of outdoor fun, head to Millennium Park, where children can splash in the Crown Fountain and everyone can marvel at the iconic Cloud Gate sculpture, affectionately known as "The Bean." If you're in the mood for some thrills, don’t miss out on Six Flags Great America, located just north of the city; it's a perfect spot for a day of roller coasters and family-friendly rides. When it comes to accommodation, consider staying in the vibrant River North neighbourhood, known for its trendy hotels and nearby dining and nightlife. Here, you’ll find a range of premium hotels offering exceptional service and amenities, ensuring you feel pampered after a day of exploration. Whether it’s a family outing or a couple’s retreat, the greater Chicago area promises a well-rounded adventure.

Top Chicago Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Chicago?
Are you in need of a romantic getaway? Couples choose Chicago for its popular theatre scene and scenic landscape. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Valentino Vineyards, Lynfred Winery or Broken Earth Winery. Whether you and your partner are looking for some relaxing time away or you're hoping to stay near top romantic sights, you can choose from 15 hotels and other accommodation options in Chicago for the ideal romantic holiday.
How many romantic hotels should we expect to find in Chicago?
Expedia has 15 romantic Chicago hotels for you to get cosy in.
When is the best time of year for a romantic getaway to Chicago?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Chicago: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
What is there to do in Chicago?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Chicago. If you're hoping to experience some of the local culture, you'll love Chicago for its popular theatre scene, stunning architecture and top museums. A visit to Michigan Avenue, Soldier Field or Navy Pier might be just the ticket when you're checking out the sights.
What's the best way to get to Chicago and around town during my romantic getaway?
This information about transportation options in Chicago might help your romantic trip go off without a hitch: Make your way to Chicago with a flight to Chicago Midway Airport (MDW), which is the closest major airport located 8.6 mi (13.9 km) away. You can access metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.