28 of the Best Fall Activities in Chicago

Apple picking-Indiana -Chicago-The Haute Seeker

There is nothing quite like fall in the Midwest, especially in a place like Chicago. There are so many things to do, which can be overwhelming, so we’ve rounded up 28 of the best fall activities in Chicago just for you.

From apple picking in a nearby suburb to making a fresh batch of your favorite soup from scratch, this hearty guide is perfect for enjoying the fall season indoors and outside.

Note: While we encourage you to enjoy one or all of these activities, we recommend keeping yourself and others safe by practicing safe social distancing rules and regulations.

Fall Activities

1. Attend a seasonal festival

2. Hike winding trails during a family outing.

3. Savor a delicious bowl of ramen.

4. Make your way through a complex corn maze.

Ramen in Chicago // Image by Taylor Justin

5. Pick the best pumpkins at a pumpkin patch.

6. Cook a stew, chili, or soup from scratch.

7. Take a scenic drive to watch the leaves change.

8. Lounge in a cozy cabin.

9. Volunteer for a grassroots organization.

10. Go antique shopping in a swanky neighborhood.

11. Bake an apple pie from scratch—or any other fall fruit.

12. Go stargazing.

13. Make it a frightful night and visit a haunted house.

14. Mix a cozy fall cocktail during date night.

15. Go horseback riding through the countryside.

16. Snuggle up with a good book.

17. Tune in to an outdoor concert.

18. Host a costume party.

19. Take a weekend trip to a small town or cool city near you.

20. Quench your thirst with beer from a local brewery.

21. Become one with nature by camping or “glamping” in the great outdoors.

22. Pick apples at a local orchard.

Apple picking-Indiana -Chicago-The Haute Seeker
Apple picking // Image by Taylor Justin

23. Watch your favorite scary movie at a drive-in theater.

24. Embrace fandom and attend a football game.

25. Visit a cool art gallery.

26. Plan an informal Friendsgiving.

27. Plant fall flowers.

28. Celebrate Oktoberfest.

For more things to do in Chicago, check out the daily events calendar.


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