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Romance Hotels in Chicago

Estimated price for 1 night/2 adults

The Peninsula Chicago
The Peninsula Chicago
5.0 out of 5.0 108 East Superior Street, Chicago, IL
Free Cancellation
$380
4.9/5 (82 reviews)

Service is wonderful! A small birthday cake to celebrate my wife's birthday. Before purchasing museum tickets through them, check to see if you can get them yourself on-line. We bought through them and the cost was $14.00 more/ticket.

Reviewed on Apr 30, 2019
RomanticSpaFitness Center
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
5.0 out of 5.0 401 N Wabash Ave, Chicago, IL
Free Cancellation
$276
4.7/5 (115 reviews)

Very comfortable, soundproof- loved the tv in the bathroom mirror- very unique. Great property to stay! Wished we had a river view, got a city view instead. What was confusing was the check in process. We were told that we had a $100 credit that could be used for in hotel services. We used the restaurant ...

Reviewed on May 31, 2019
RomanticConciergeRoomservice
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5.0 85 East Wacker Drive, Chicago, IL
Free Cancellation
$144
4.5/5 (61 reviews)

Location was great! It was near lots of restaurants and central to the sights I wanted to see.

Reviewed on Jul 17, 2019
RomanticConciergeRoomservice
Eurostars Magnificent Mile, previously Dana Hotel
Eurostars Magnificent Mile, previously Dana Hotel
4.0 out of 5.0 660 North State Street, Chicago, IL
Free Cancellation
$122
4.3/5 (271 reviews)

Nice hotel in decent area with good food options. Would definately stay here again.

Reviewed on Mar 6, 2019
RomanticSpaBar
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 out of 5.0 17 E Monroe St, Chicago, IL
Free Cancellation
$143
4.1/5 (915 reviews)

It's an spectacular hotel! Has an amazing lobby. The room was very nice but our room didn't have coffe maker we have to order it and we never get new coffe everyday.

Reviewed on Jul 14, 2019
RomanticHistoricalConcierge
The Champagne Lodge & Luxury Suites
The Champagne Lodge & Luxury Suites
3.5 out of 5.0 16 W 621 S. Frontage Rd, Willowbrook, IL
$99
3.8/5 (30 reviews)

Very private and good amenities. The check in time should be earlier than 5pm and checkout should be at noon

Reviewed on Jun 30, 2019
RomanticHot TubSteam Room

Book Chicago romantic vacations

Sparks will fly on your next vacation when you treat yourself and your special someone to the romantic getaway you’ve always wanted. At Chicago, your every wish is taken care of, leaving you plenty of time for long walks and gazing into each other’s eyes. Ditch the dishes and dine out every night; lose the laundry duties and get ready to be lost in the moment. 

Fall in love all over again
It’s time to meet your perfect match—when it comes to vacations, that is. We have all the information you need, right here on Orbitz:

  • Perfect perks: Browse our reviews to find the extras that will make your trip special. Think bottles of champagne, boxes of chocolates and in-room hot tubs. And don’t forget room service, because you’ll never want to leave your suite.
  • Save, your way: You won’t need a trail of rose petals to lead you to amazing deals on Orbitz. Bundle your flight and hotel for extra convenience. Save or splurge, we’ll help you get the best deal at any price point.
  • Make it all-inclusive: Start your relaxation right now. Find Chicago all-inclusive honeymoon packages and leave the details to someone else. Spend your time planning romantic adventures and finding the perfect gift for your sweetie. That’s time well-spent.

Shout your love from the rooftops with Chicago honeymoons and romantic getaways. When you book with Orbitz, you know you’re getting the best for your one-and-only. Get ready to be swept off your feet.

Recently Reviewed Romance Hotels

Recently Booked Romance Hotels

How much does it cost to fly to Chicago?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.