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All forums. Re: Chicago to Shipshewana. We hope you'll join the conversation by posting to an open topic or starting a new one. View Hotel. Actually it is my wife coming for 10 days of vintage sewing machine repair workshop, a few off days in between. Another smaller airport you may want to consider is Fort Wayne, IN , which is only an hour and a half from Shipshewana , but a much easier drive than Chicago ;o. This topic has been closed to new posts due to inactivity. Or, are you visiting friends or family? Amtrak is not a good option. Belterra Casino Resort. Log in to get trip updates and message other travellers. Report inappropriate content. See All Indiana Conversations. Indy Beer Mile. View all hotels.{/INSERTKEYS}{/PARAGRAPH} See all. But, what is the reason for this visit? {PARAGRAPH}{INSERTKEYS}Is that right? An adventure! Thank you. Ask a question. Related: What are the most popular tours in Indiana? So, while I will look at Amtrak thanks, flying into South Bend and driving only 1 hour 50 miles is not so daunting and a strong consideration now. Hampton Inn Scottsburg. Indiana forums. Browse forums All Browse by destination. Watch this Topic. Ameristar Casino Hotel East Chicago. Level Contributor. It is only 22 miles from Elkhart to Shipshewana which should be a little cheaper taxi. We remove posts that do not follow our posting guidelines, and we reserve the right to remove any post for any reason. Chicago to Shipshewana. She is not confident to drive in or around Chicago and 2.