This bustling midwest city is settled next to the beautiful Lake Michigan with towering skyscrapers, renowned museums, and world class restaurants. There is so much to do downtown and in surrounding neighborhoods, you’ll never be bored in the Windy City!
ORD – O’Hare
MDW – Midway
Electrical Outlets: 120V supply voltage and 60Hz
Accommodation – I’ve loved staying right downtown at the Blackstone. It’s a historic building which has been acquired by Marriott, so it feels boutique but you can get your hotel points.
Getting Around – I never get a car when I visit Chicago because it is easier to not have one in the city. To get from O’Hare to downtown, I usually just Uber, but you can also take the Blue Line “L” train. You can get to the blue line from Terminals 1, 2, and 3 by following the signs for “CTA Trains” or “Trains to the City.” It should cost about $5 and take about 45 mins to an hour.
City Pass – I have never bought the City Pass, but if you’re already planning to go to five attractions (Shedd Aquarium, Skydeck Chicago, Field Museum, plus two more on the list), it will save you a little money. The pass costs $114 per adult and is valid for 9 days.
Home of many of the famous icons of Chicago, swing by Millennium Park to see the “Bean” (actually called Cloud Gate), the Crown Fountain (water walls with digitized images), and the adjacent parks that make up this beautiful network of greenery in downtown Chicago. Millennium Park:
Another icon of Chicago, Navy Pier jets out into Lake Michigan with The Centennial Wheel towering over it all. Rides on the Centennial Wheel cost about $20 per person. Go explore the pier taking your time to check out the souvenir shops, try various food stands, explore the Crystal garden, and munch on some Garrett’s Popcorn. Navy Pier:
For $26 you can head up to the 103rd floor of Willis Tour and step out onto the “Ledge.” Get a tingly feeling as you step on to the transparent outcroppings that place you directly above the city streets. This is a pretty cool experience and a great view of the city. Skydeck Chicago:
Green Mill and Jazz Showcase. Green Mill is famously known for being a speakeasy during prohibition and home to the “Al Capone booth.” It was fun to go for the experience, but there was $15 cover per person that night and absolutely packed with nowhere to even comfortably stand. Once we got a seat, it was fun, but we really had to hustle for it. Jazz Showcase was a much more relaxed vibe and the stage was raised so it felt intimate from any seat in the room. Jazz Clubs: Chicago has an amazing jazz scene and so many options to go out and enjoy. We went to