Chicago Skyline at Sunrise: Photo by Dave Wilson
This post is a continuation of my Chicago City Guide series. So far we’ve covered:
Unless you visit often, I know that it’s hard to figure out what to do on a short visit to the city because there is SO MUCH to do. Chicago is an amazing city – having a lot to do is a good problem to have – it just means that future visits are necessary.
I have a list of suggested things to do if you have a weekend to spend in Chicago. You’ll note that a couple of the activities may be seasonal, but Chicago is a great city year round, so don’t shy away from the cold temps!
Day 1 (assumes mid-day start):
Head to your hotel and ask for a map of the area – downtown Chicago is very walkable if you’re up for it. If you’re not up for walking or if you’re visiting Chicago on a budget I recommend spending a few minutes getting acquainted with the trains and buses in the area.
Insider Tip: Chicago streets are marked using a grid system. If you know where Lake Michigan is you always know where East is.
Grab lunch at Portillo’s on Ontario – it’s worth a quick walk out of your way for an Italian Beef sandwich or hamburger (vegetarian options also available!).
Head back to the hotel to freshen up before dinner.
Cloud Gate – Millennium Park: Photo by Dhilung Kirat
Get an early start and begin your day with a donut from Glazed & Infused.
Hop on the bus from Michigan Avenue and head to the Museum Campus for the Aquarium, Planetarium and/or Field Museum. If you are traveling with children (or if you’re a kid at heart), the Museum of Science & Industry is an awesome place to spend a few hours.
Rest your feet for a few minutes and freshen up for a delicious dinner at Au Cheval or Longman & Eagle, but don’t forget that these restaurants do not take reservations. Get there early so that you don’t have a long wait!
From dinner, make your way to your late show reservations at Second City.
On your way back to your hotel stop in for a quick drink in the Signature Room on the 95th floor of the John Hancock building (the best view of the city is from the women’s restroom!).
Day 3 (assumes 1/2 day):
Start your day early and head straight to The Bongo Room for an amazing brunch.
On your way back to the hotel, rent a Divvy bike and take advantage of Chicago’s beautiful lake bike path or, if you’re traveling with kids, check out the Children’s Museum at Navy Pier before packing to head home.
Don’t forget to check out some of my insider tips from my Chicago City Guide posts when deciding exactly what you want to do on your weekend in Chicago. As always, if you have questions or suggestions, let me know in the comments!
p.s. The Freshly Picked moccasin giveaway ends tonight – have you joined in?
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