The Windy City on Lake Michigan is sometimes forgotten in the pantheon of great American towns. Sometimes called the “Second City,” there is nothing second-class about the culture, dining, attractions or nightlife of Chicago.
The city boasts North America’s tallest building, the Sears Tower, and so many “ELs” (elevated trains) you will never be too far from the clatter and clunk of big city mass transit. We think big cities should look and smell and sound like cities, noise, grit, dirt, hustle and big town bustle.
From internationally known attractions such as the Navy Pier and the Field Museum, to the some 75 neighborhoods that give Chicago its deep-dish flavor, you need to get down in the street to truly experience it.
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HOW DO I START PLANNING A ROAD TRIP TO CHICAGO?
Whether you are flying or driving to Chicago, Illinois, our journey planning tool can help you lay out your complete trip, provide maps and point-to-point driving directions to Chicago.
Click on HOME to begin planning your road trip to Chicago, including places to stay in and around Chicago, places to eat in Chicago, places to shop, places to go, things to do in Chicago and things that you might need along the way. Or check out the suggestions under Adopt-a-Trip™
To get started, you can put in your home address as your STARTING POINT for your trip to Chicago, Illinois, and you can go to the WHERE tab and enter the address, airport code or city or region where you want to go to. If you need ideas and don’t know where you want to go, start with letting us know WHO and WHY you are traveling and WHAT you like to do and HOW you want to get there. Unlike other travel planning sites, you don’t have to know WHEN you are traveling to Chicago, but you can just tell us the number of days you want to be away or what season you prefer to travel to Chicago.
RoadEscapes.com is a planning tool that can be used for trips around town in your home town, weekend jaunts to Chicago, Illinois, road trips and vacations to Chicago or Illinois. So if you need driving directions to Chicago or a map of Chicago, or want to know what restaurants, hotels or stores in Chicago are close to a particular point of interest, use our SEARCH NEARBY function as you add additional points of interest in and around Chicago to your Trip Plan.
Once you are done building your Trip Plan and adding ideas to your Trip Ideas page, you can plot your route to Chicago, Illinois by clicking on our PLOT ITINERARY button to get your turn by turn directions to Chicago and any other destinations in your trip. From there, you can add your hotel stay, search for things along your route to Chicago, save, print and email your trip plan.
Have fun and enjoy your trip to Chicago!
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