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Originally Posted by Schaumburger
Avista,
The Orange line (the "L") goes from Midway Airport to downtown Chicago...what you will remember as the Loop. The web site for the Chicago Transit Authority (CTA) is Chicago Transit Authority - CTA Buses & Train Service - 1-888-YOUR-CTA. This web site should give you information about where to get the train at Midway.
I would also recommend staying at a hotel in the Loop or the near north side (Michigan Avenue area) rather than an a lodging through airbnb. If you look on TripAdvisor: Read Reviews, Compare Prices & Book, that may be helpful in choosing a hotel.
Chicago has so many things to see and do, especially in the summer. Consider taking an architectural boat tour of the Chicago river or a river cruise on Lake Michigan. If you Google "Chicago tourism" that will give you many good ideas of what to see and do. Chicago has many great museums, Shedd Aquarium and the Adler Planetarium also many great places to eat. Although Navy Pier is quite touristy, you can get great views of Lake Michigan from Navy Pier.
As far as the safety of Chicago for tourists, the Loop and near north side of Chicago are safe. These are the prime tourist areas in Chicago. I have taken family members sightseeing in these areas on many occasions. As you would in any tourist area/large city, keep a watch on your purse and belongings. If you are out after dark, I would take a cab rather than public transit.
Have a great time in Chicago, and if you have any questions, please feel free to PM me. And Go Cubs!
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I second the architectural boat tour, it was extremely interesting.
My deceased wife was a huge 'foodie' and we didn't even realize that on our last trip there, they were having the 'Taste of Chicago.' She was over the moon when she found out.
City of Chicago :: null
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Taste of Chicago is the nation's premier outdoor food festival showcasing the diversity of Chicago's dining community. The delicious array of food served at Taste of Chicago is complemented by music and exciting activities for the entire family. Every summer since 1980, Chicago's beautiful Grant Park on the city's magnificent lakefront has been home to the world's largest food festival.
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We were at the gates as soon as it opened, filled up on eats then went on the boat ride, checked out Michigan Ave. and Water Tower Place, then went back and gorged again.