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

1. The Chicago Lakefront Trail ⭐⭐⭐⭐⭐

Category: Activities
The Chicago Lakefront Trail
© James/stock.adobe.com

2. The Driehaus Museum ⭐⭐⭐⭐⭐

Category: Museums & Culture
The Driehaus Museum
© The Driehaus Museum

3. Garfield Park Conservatory

Category: Activities
Garfield Park Conservatory
© rich/stock.adobe.com

4. Chicago's Navy Pier

Category: Activities
Chicago's Navy Pier
© YOONSOO/stock.adobe.com

5. The American Writer's Museum

Category: Museums & Culture
The American Writer's Museum
© The American Writer's Museum

6. Dreambox Gallery and Studio

Category: Museums & Culture
Dreambox Gallery and Studio
© Iwona Biedermann Photography

7. Chicago for Chicagoans

Chicago for Chicagoans
© creativefamily/stock.adobe.com

8. Monk's Pub Chicago

Category: Food & Drink
Monk's Pub Chicago
© Monk's Pub Chicago

9. The Randolph Street Market

Category: Shopping
The Randolph Street Market
© Ekaterina Pokrovsky/stock.adobe.com

10. Bobby's Bike Hike

Tours
Bobby's Bike Hike
© Tomasz Zajda/stock.adobe.com

11. Merz Apothecary

Merz Apothecary
© Merz Apothecary

12. Adler Planetarium

Category: Kids & Family
Adler Planetarium
© spiritofamerica/stock.adobe.com

13. BLVD

14. Mi Tocaya Antojeria

Mi Tocaya Antojeria
© Mi Tocaya Antojeria

15. Cruz Blanca

Cruz Blanca
© Redzen/stock.adobe.com

16. HaiSous

HaiSous
© HaiSous

17. Spacca Napoli

Spacca Napoli
© Spacca Napoli

18. Protein Bar and Kitchen

Category: Food & Drink
Protein Bar and Kitchen
© Protein Bar and Kitchen

19. Mordecai

Mordecai
© Andrew Bayda/stock.adobe.com

20. The Magnificent Mile

The Magnificent Mile
© rarrarorro/stock.adobe.com

21. 360 CHICAGO

360 CHICAGO
© 360 CHICAGO

Summary and Frequenly Asked Questions:

Chicago is the American Midwest's most populous and bustling metropolis, known around the world for attractions such as its lively family-friendly Navy Pier complex, upscale Magnificent Mile shopping district, and record-breaking John Hancock Tower skyscraper. While millions of visitors travel to the city each year to catch a glimpse of its most popular attractions, the city also has a plethora of activities and destinations to offer tourists looking for off-the-beaten-path day trip outings.

Map:


Plan Your Trip

Get Ready to Go!

Need some more help?


Go to travel reservations.