Romantic Hotels & Resorts in Chicago from AU$147

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Best Chicago Romantic Hotels

The Champagne Lodge & Luxury Suites
Room, 1 King Bed

The Champagne Lodge & Luxury Suites

3.5 star property
8.4 out of 10, Very good, (1000)
"Gg"
The price is AU$209
includes taxes & fees
6 Jan - 7 Jan 2025
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, (3531)
"Fantastic hotel in an ideal location, just a short walk to all the main city centre sights and shopping. The room was lovely, with one of the most comfortable beds I’ve ever slept in. The added touch of a robe and slippers made the stay even better. I’d definitely stay here again and highly recommend it."
The price is AU$239
includes taxes & fees
19 Jan - 20 Jan 2025
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, (1547)
"Great stay for one night.Dinner was delicious.Lobby decorations were very beautiful .Staff was great."
The price is AU$303
includes taxes & fees
14 Jan - 15 Jan 2025
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, (1469)
"The staff was very nice and helpful and the room service was great and the room was very clean "
The price is AU$602
includes taxes & fees
12 Jan - 13 Jan 2025
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, (1001)
"Wonderful "
The price is AU$897
includes taxes & fees
2 Jan - 3 Jan 2025
The Peninsula Chicago
Eurostars Magnificent Mile
Lobby lounge

Eurostars Magnificent Mile

4.0 star property
8.6 out of 10, Excellent, (2797)
"We’ve stayed here multiple times and will always be our first choice when visiting Chicago. The hospitality and service here is always top notch. Can’t wait to be back! "
The price is AU$177
includes taxes & fees
30 Jan - 31 Jan 2025
Eurostars Magnificent Mile
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1253)
"I loved the decor and comfort and how friendly the staff was. "
The price is AU$309
includes taxes & fees
2 Jan - 3 Jan 2025
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1724)
"It was very nice"
The price is AU$351
includes taxes & fees
2 Jan - 3 Jan 2025
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1903)
"We had a great stay at Swissotel! The holiday decorations were beautiful, the staff was great, and the room had a wonderful view! "
The price is AU$318
includes taxes & fees
10 Jan - 11 Jan 2025
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave | View from room

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very good, (1164)
"I got the room at a good price and it was very clean and comfortable. The staff was very kind and helpful."
The price is AU$147
includes taxes & fees
6 Jan - 7 Jan 2025
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.
Don't see what you're looking for?
See all available properties in Chicago

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 want to soak in a spa tub or enjoy a candlelit dinner, there are 2 hotels and other accommodation options 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. Another good option for your romantic getaway is A5 Luxurious Garden Unit Near Chicago.
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, Millennium Park 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.