How to Spend 48 Hours in Chicago
Family Friendly Chicago
Two-Day Chicago itinerary (And it’s a kid-friendly Chicago itinerary too!):
Chicago Trip DAY 1:
What to Do In Chicago
Give yourself about 2 hours to head back to your hotel, change, eat dinner, and prep for a night in the arts district. The plays are amazing, the jazz can’t be beat, and there’s always a show to be seen. Clearly you’d need to arrange childcare if you bring children or find a family-friendly event, but there are many to chose from! We’d highly recommend Hamilton Chicago, and can’t wait to share more posts all about that!
Chicago For Families
Chicago Trip DAY 2:
There’s a lot to see and do, but we opted for the Museum of Science and Industry. It’s so well rated, it’s amazingly large, it’s fun for adults and kids, and there are historical artifacts that you won’t believe are in Chicago and not D.C. or Europe! It’s worth the price, it’s worth the time, and sadly about five hours just wasn’t enough for us to see all the amazing things we wanted.
If you’re near downtown, spend some time walking the city and taking in the views. About an hour or two is plenty of time, Also make sure to grab some deep dish pizza if you can before you head out for your flight!
So there’s my very fast, very brief advice and our itinerary that worked great for our trip! I can’t wait to share more specifics, and I can’t wait to hear if there’s anything you’d add that you think we may have missed. We fell hard and fast and definitely plan to go back soon!
Like this Chicago Itinerary Post? You may like these travel guides too:
Beyond Dinner and a Movie
Grab Our 5 Ways to Keep Your Love Alive and Make Date Night Fun. The BEST date ideas in your inbox weekly.