Romantic Chicago Vacation Deals

All the Chicago Romance in One Trip

Any city can be romantic if you're with the right person. So why not surprise that special someone and book a romantic break to Chicago? There are so many romantic Chicago hotel options, great flight deals, and marvelous sights to see. We've brought them all together here, so you can compare prices and book a vacation every couple in love deserves.

Choosing your honeymoon hotel or romantic hotel in Chicago might be the best part of planning your trip. You get to choose the size, the amenities, and the location. What could be better? Check out some of the top romantic hotel Chicago offers like Congress Plaza Hotel, Hyatt Regency Chicago, or Warwick Allerton Hotel Chicago for exceptional stays during your trip.

Don't forget all of the things to do and sights to see when on your romantic trip to Chicago. If you are spending a romantic weekend in Chicago you have to see Lincoln Park. Taking in all sights, sounds, and flavors of this truly incredible city make for such a romantic trip.

To get this trip underway, we've put together some of the best deals on everything you'll need. Take a peek at our great deals on the best romantic hotels in Chicago. You can also find low prices on car rentals and flights to Chicago. For those that just want to get the trip started, check out our romantic Chicago vacation packages.

Romantic Chicago Mapped Out

Taking a romantic trip to Chicago means finding the best places to go. Lincoln Park, Navy Pier, and Field Museum of Natural History are great places to visit while on your trip. The interactive map below will let you see the locations of top sights, among many others, in relation to hotels.
Chicago City Map