• Updated with new information since originally published.
  • Please support our journalism through affiliate links. Affiliate Disclosure
  • Our editors recommend these diverse local experiences.

1. Garfield Park Conservatory ⭐⭐⭐⭐⭐

Category: Activities
Garfield Park Conservatory | Romantic Things to Do in Chicago
© Courtesy of Henryk Sadura - Fotolia.com

2. The Magnificent Mile ⭐⭐⭐⭐⭐

The Magnificent Mile | Romantic Things to Do in Chicago
© Courtesy of kanonsky/Fotolia.com

3. Chicago Architecture Foundation Tours

Tours
Chicago Architecture Foundation Tours | Romantic Things to Do in Chicago
© Courtesy of kanonsky/Fotolia.com

4. 360 Chicago

360 Chicago | Romantic Things to Do in Chicago
© Courtesy of jaskophotography - Fotolia.com

5. Andersonville

Andersonville | Romantic Things to Do in Chicago
© Courtesy of GCapture - Fotolia.com

6. The Skydeck

The Skydeck | Romantic Things to Do in Chicago
© Courtesy of mhbarros - Fotolia.com

7. Chicago French Market

Category: Shopping
Chicago French Market | Romantic Things to Do in Chicago
© Chicago French Market/Facebook

8. Shedd Aquarium

Category: Attractions
Shedd Aquarium | Romantic Things to Do in Chicago
© Dian Liu/Wirestock Creators/stock.adobe.com

9. Taxim

Taxim | Romantic Things to Do in Chicago
© Taxim

10. Millennium Park

Category: Activities
Millennium Park | Romantic Things to Do in Chicago
© Courtesy of Increa - Fotolia.com

11. Chicago Symphony Orchestra

Category: Entertainment
Chicago Symphony Orchestra | Romantic Things to Do in Chicago
© Courtesy of stokkete - Fotolia.com

12. Chicago's First Lady Cruises

Chicago's First Lady Cruises | Romantic Things to Do in Chicago
© f11photo/stock.adobe.com

13. Piccolo Sogno

Piccolo Sogno | Romantic Things to Do in Chicago
© Piccolo Sogno

14. Navy Pier

Category: Activities
Navy Pier | Romantic Things to Do in Chicago
© nhermann/stock.adobe.com

15. The Chicago Theatre

Category: Entertainment
The Chicago Theatre | Romantic Things to Do in Chicago
© BradleyWarren/stock.adobe.com

16. The Richard H. Driehaus Museum

Category: Museums & Culture
The Richard H. Driehaus Museum | Romantic Things to Do in Chicago
© The Richard H. Driehaus Museum

17. The Alfred Caldwell Lily Pool

The Alfred Caldwell Lily Pool | Romantic Things to Do in Chicago
© Courtesy of Galyana - Fotolia.com

18. Chicago Cultural Center

Category: Attractions
Chicago Cultural Center | Romantic Things to Do in Chicago
© Courtesy of davidlevinphoto - Fotolia.com

Summary and Frequenly Asked Questions:

Summary & FAQ Garfield Park Conservatory The Magnificent Mile Chicago Architecture Foundation Tours 360 Chicago Andersonville The Skydeck Chicago French Market Shedd Aquarium Taxim Millennium Park Chicago Symphony Orchestra Chicago's First Lady Cruises Piccolo Sogno Navy Pier The Chicago Theatre The Richard H. Driehaus Museum The Alfred Caldwell Lily Pool Chicago Cultural Center

  • Chicago is an amazing city to visit as well as one of the largest, offering a diverse selection of museums, tours, and restaurants.
  • Enjoy a bird’s eye view from 360 Chicago or the Skydeck, spend an afternoon at the Art Institute of Chicago, and explore the famous Millennium Park.
  • Listen to an orchestra performance and go for a romantic walk in one of the beautiful parks.

Map:


Plan Your Trip

Get Ready to Go!

Need some more help?


Go to travel reservations.