
Chicago Romantic Vacations
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Top Romantic vacation packages in Chicago
Price found within the past 48 hours. Click for updated prices.

Swissotel - Chicago
Downtown Chicago
Price was ₩623,518, price is now ₩485,298 per person
₩485,298
per person
Nov 25 - Nov 27
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
The view from the panoramic view was amazing. The gym was comfortable and the credit to amuse was nice
Reviewed on Oct 9, 2025

Pendry Chicago
Downtown Chicago
Price was ₩723,125, price is now ₩533,110 per person
₩533,110
per person
Nov 25 - Nov 27
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
The bed was extremly comfortable Staff was very attentive. Highly recommend
Reviewed on Oct 7, 2025

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ₩679,963, price is now ₩546,932 per person
₩546,932
per person
Nov 25 - Nov 27
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,920 reviews)
We visited this hotel for our 10 year anniversary. We never leave a review at any hotel. We feel they put in about the same effort which is making sure room is clean, bed is done etc.
This experience for me and my wife was incredible. I took my wife out and surprised her for our 10 years by staying at the Fairmont Chicago hotel. When I arrived I checked in. The thought crossed my mind to go and see the room before I take her to it.
I was not satisfied with the room as we didnt have the ocean view and that was the main reason I paid extra for. The gentleman I worked with name Tom at the front desk provided me with an amazing service. He came upstairs to see the room and I explained to him this was for our anniversary and wanted to do something specail etc. He right away understood and saw my vision and changed the room. He took me to my new room ans made sure I was satisfied with it the view it gave of the city etc. We went back downstairs and he updated his system to reflect the room change. I had another request was to have a decor planner come to decorate the room before I brought and he even took takecare of that.
Thanks to him when we arrived we were already checked in and room was beyond cleaned and decorated towards our liking. Our stay was very satisfying with a huge thank you going to Tom. I look forward in visiting Fairmont hotel again whenever we decide to visit Chicago.
Thanks,
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Reviewed on Oct 6, 2025

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ₩628,931, price is now ₩507,606 per person
₩507,606
per person
Nov 25 - Nov 27
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Clean room, friendly staff, great location and within walking distance from all shops!
Reviewed on Oct 7, 2025

Omni Chicago Hotel
Downtown Chicago
Price was ₩713,182, price is now ₩578,572 per person
₩578,572
per person
Nov 25 - Nov 27
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,574 reviews)
Excellent staff, great location. I definitely stay there my next visit to Chicago
Reviewed on Oct 7, 2025
Top Romantic Chicago Hotels

The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd, Willowbrook, IL
For a romantic stay, consider this boutique hotel, featuring a garden, jetted tubs, and in-room fireplaces. Couples will appreciate the romance packages and ...
8.4/10 Very Good! (1,273 reviews)
Couples like: adults only property, spa tub, fireplace, romance packages available
Travelers say...
"The staff was friendly, room was perfect for the occasion."
Reviewed on Oct 5, 2025

LondonHouse Chicago, Curio Collection by Hilton
85 East Wacker Drive, Chicago, IL
Indulge in a romantic getaway at this upscale hotel, where you'll find a spa, in-room massages, and onsite dining. Couples will love the Frette Italian sheets ...
9.4/10 Exceptional! (3,360 reviews)
Couples like: full-service spa, couples spa treatments, bar
Travelers say...
"Great location Good staff Roof bar isn’t great for those wanting to sit and have a glass of wine (no area for hotel guests)"
Reviewed on Oct 6, 2025

Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
You and your special someone are sure to love the
8.4/10 Very Good! (1,998 reviews)
Couples like: full-service spa, couples spa treatments, happy hour
Travelers say...
"Put in new carpet and update walls"
Reviewed on Oct 6, 2025
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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