Can I travel from the US to Canada and back while my I-539 extension is pending?
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USCIS Nonimmigrant Services (page 6)
What if I file on time for an extension, but I leave the U.S. before USCIS makes a decision on my application?
If you leave the U.S. before a decision is made on your application to extend and you plan to return to the U.S. in the future, please keep a copy of your application plus the receipt notice to show to the Immigration Inspector on your return travel to the U.S. Otherwise, you may be denied entry for overstaying on your last visit.
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Source: stackoverflow.com
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