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I would opt for the flight that arrives the previous day. Then I would look for the cheapest hotel around the airport - make sure to look just outside the airport, and it'll be a lot cheaper than one right in the airport. Hotels usually offer free shuttle to/from the terminal. Once you get to Chicago, call the hotel and confirm the pickup time/location - ...


There is a concise guide for a short layover in Chicago, published in Forbes http://www.forbes.com/sites/andrewbender/2014/01/21/layover-guide-chicago-ohare/ The guide recommends to buy a $10 day pass on a stored-value Ventra Card. A one-way ticket is $5 from O’Hare (vending machines in the station below the airport) Great pointers can also be found here: ...

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