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I am going on a trip soon that starts in Chicago ends in Italy. However, I stop at Munich before I get to Italy; I have a friend that says they can pick me up when I get to Munich. What I want to know is, is there a way for me to have my luggage able to be retrieved by me when I get to Germany?

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    Which airline? Most will not allow you to short check bags unless there's a rather long or overnight layover involved. Also note that if you miss one segment on your itinerary, everything else will be automatically cancelled. If this is a round-trip ticket and you don't board your flight from Munich to Italy, your tickets home will be cancelled. – Zach Lipton Aug 8 '18 at 22:31
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    Am I the only one who misread it as "mid-air"... – Nean Der Thal Aug 8 '18 at 22:34
  • Just to clarify, are you talking about skipping the Munich-Italy flight, or just staying in Munich before your next flight to Italy? If so, how long are you staying in Munich? – jcaron Aug 9 '18 at 13:20
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This is called short-checking and it is sometimes possible, particularly if you have an overnight connection and might need your bags' contents. For short connections, the request might be refused as some people use it for so-calle hidden-city ticketing, where they buy a cheaper ticket from A to B to C to actually travel to city B.

Note that you'll need to recheck your bag before boarding your flight to Italy, so you'll need to return to the airport within a long enough period to permit time to check the bag and clear security.

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