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  1. Both Chicago airports Chicago O’Hare (ORD) and Chicago Midway (MDW) are connected to downtown Chicago by train. Downtown Chicago (where most of the tourist attractions are) is very walkable and you don’t need a car to get around. If you choose to drive around the city, I recommend SpotHero to help you find the cheapest parking.

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  2. Sep 12, 2024 · As well as a detailed two-day itinerary for Chicago, this guide will also contain tips on where to stay, how to get around, how to save money when you’re in Chicago, tips on when to visit, and lots more. Let’s get started! 2 Day Chicago Itinerary. Chicago Day 1. Skydeck Chicago at Willis Tower.

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    • Chicago River and Architecture Tours. No matter if you are visiting Chicago for the first time or have been here before, you will most definitely want to immerse yourself in discovering and interacting with Chicago’s architecture.
    • Chicago Skyscrapers. It’s great to see Chicago’s architecture from the water and it’s something you really should do. However, no trip to Chicago would be complete without visiting some of Chicago’s most famous buildings as well.
    • Grant Park. Also called Chicago’s Front Yard, Grant Park is a huge public park located at the waterfront of Lake Michigan in the Chicago Downtown area.
    • Lakefront Trail and Navy Pier. Chicago is situated along the shoreline of the great Lake Michigan. No visit to the Windy City would be complete without a walk along the Lakefront Trail and a visit to the historic Navy Pier.
  3. Jun 7, 2024 · Chicago in 2 Days: Itinerary for Day 1. 9 am: Art Institute of Chicago. 10:30 am: Millennium Park and The Bean. 12 pm: Architecture Boat Tour on the Chicago River. 1:30 pm: Deep Dish Pizza Lunch. 3:30 pm: Skyscraper Viewing Decks. 6 pm: Find Dinner. 7:30 pm: Chicago Evening Activities: Sports or Live Music. 10 pm: Bar Hopping Options.

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  4. Jun 1, 2022 · Day 2 of your 2 days in Chicago itinerary is all about exploring the historic downtown area, including the “loop” district and the city’s amazing museums! Stop 1 – The Iconic Millennium Park As one of the most popular spaces in Chicago today, you’ll want to arrive here before the crowds come, but late enough to have enough sunshine in ...

  5. There are many parking garages under the park. 300 acres of green space in such a busy downtown area is really incredible and you will never get disappointed, even if you are new as a tourist or a local resident.

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  7. Aug 17, 2024 · Don’t limit yourself to downtown; explore areas like Wicker Park, Lincoln Park, and Pilsen to get a taste of local culture and cuisine. Discover the perfect itinerary for spending two days in Chicago. Explore the city’s stunning architecture, unique history, and vibrant food scene.

  1. Luxury Hotels. Rooms, Rates, Deals for 2024. Our expert guide to the best stays. Luxury Hotels. Hotel Rates, Specials, Offers. Suites, Rooms, Stays.

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