Find Romantic Hotels in Chicago from S$136

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Check availability on Chicago Romantic Hotels

Tonight
22 Feb - 23 Feb
Tomorrow
23 Feb - 24 Feb
Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar

Top Romantic Hotels in Chicago

The Champagne Lodge & Luxury Suites
Premium bedding, desk, iron/ironing board, free WiFi

The Champagne Lodge & Luxury Suites

3.5 star property
8.4 out of 10, Very good, (1007)
"I just checked out of my room @11 and for my first time here this was a very nice place to stay at, my wife said she loved it and when I came to check in I had booked the standard room and they give me the premium room with no extra cost for my first time ! TV was pretty good size compared to my other stays , clean , up to date, staff is wonderful and they also have cash deposit which is more convenient. Overall 10/10 and will come back , also the shower was amazing , thank you guys ! Appreciate...
The price is S$173
includes taxes & fees
10 Mar - 11 Mar
The Champagne Lodge & Luxury Suites
LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3511)
"Great location ang great views. Perfect for someone visiting Chicago for the first time."
The price is S$279
includes taxes & fees
24 Feb - 25 Feb
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very good, (1641)
"Our trip was wonderful. We celebrated our 46th wedding Anniversary. The staff couldn’t have been nicer and so accommodating. "
The price is S$287
includes taxes & fees
9 Mar - 10 Mar
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1522)
"From the moment we entered the front entrance to the time we departed; all I can say is ...WOW! Anyone who lives near this property or someone arriving in Chicago, needs to experience this property."
The price is S$499
includes taxes & fees
2 Mar - 3 Mar
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1007)
"Love everything "
The price is S$744
includes taxes & fees
2 Mar - 3 Mar
The Peninsula Chicago
Eurostars Magnificent Mile
Lobby lounge

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2875)
"Great place to stay, close to two Red Line stations and near the Mag Mile. Internet is quick, PowerPoints in useful locations. Staff super friendly. "
The price is S$136
includes taxes & fees
23 Mar - 24 Mar
Eurostars Magnificent Mile
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1291)
"Hip hotel in a fantastic location just around the corner from Millennium Park, Art Institute and surrounded by great cafes and restaurants. We stayed on the 12th floor and we could hear the El running through the night. It wasn't horrendously loud and didn't keep us up, but it might bother some (the hotel provides guests with earplugs)."
The price is S$257
includes taxes & fees
23 Feb - 24 Feb
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1831)
"Clean and spacious rooms, great staff at restaurants, front desk, and housekeeping. Central location close to many attractions and dining/shopping."
The price is S$320
includes taxes & fees
9 Mar - 10 Mar
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Front of property – evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1940)
"The rooms were clean, quiet and well maintained. The restaurant and ambiance was great but take note theyre expensive. The staff is amazing. "
The price is S$291
includes taxes & fees
23 Feb - 24 Feb
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
View from room

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very good, (1205)
"Great area to be in"
The price is S$144
includes taxes & fees
25 Mar - 26 Mar
Hampton Inn Chicago Downtown/Magnificent Mile
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.
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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 Lynfred Winery, Valentino Vineyards or Broken Earth Winery. Whether you want to soak in a hot tub or enjoy a candlelit dinner, there are 2 hotels and other accommodations in Chicago.
What's the best hotel for couples in Chicago?
Chicago Guest House Wrigleyville is a favourite hotel for couples, and features free WiFi and free parking.
How many romantic hotels should we expect to find in Chicago?
Expedia has 72 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.