Canadian to CUN with ORD stopover
#1
Original Poster
Join Date: Mar 2004
Location: Chicago
Programs: World of Hyatt Globalist
Posts: 268
Canadian to CUN with ORD stopover
Hi all, my Canadian friend would like to know if it’s possible to fly from Toronto to ORD, enjoy a day or two stopover in Chicago, then continue on to Cancun from MDW. What documentation other than a valid Canadian passport is required? Is it necessary to “pre-clear” for travel to both U.S. and Mexico visits when leaving Canada and would it be possible to then board a different airline a day or two later as my companion from MDW to CUN? Other option would be to just meet in CUN, but we’d prefer to fly together the leg from Chicago using my companion pass. Thanks for any expert advice!
#2
Moderator: Travel Safety/Security, Travel Tools, California, Los Angeles; FlyerTalk Evangelist
Join Date: Dec 2009
Location: VNY | BUR | LAX
Programs: AAdvantage | MileagePlus
Posts: 18,313
What documentation other than a valid Canadian passport is required?
Is it necessary to “pre-clear” for travel to both U.S. and Mexico visits when leaving Canada and would it be possible to then board a different airline a day or two later as my companion from MDW to CUN?
#3
A FlyerTalk Posting Legend
Join Date: Jul 2001
Location: Watchlisted by the prejudiced, en route to purgatory
Programs: Just Say No to Fleecing and Blacklisting
Posts: 100,449
Hi all, my Canadian friend would like to know if it’s possible to fly from Toronto to ORD, enjoy a day or two stopover in Chicago, then continue on to Cancun from MDW. What documentation other than a valid Canadian passport is required? Is it necessary to “pre-clear” for travel to both U.S. and Mexico visits when leaving Canada and would it be possible to then board a different airline a day or two later as my companion from MDW to CUN? Other option would be to just meet in CUN, but we’d prefer to fly together the leg from Chicago using my companion pass. Thanks for any expert advice!
Which Toronto airport is being used to fly to Chicsgo?
YYZ/Pearson has US CBP Preclearance, but as far as I know YTZ/City Centre airport does not yet (even as it was in the plans for 2023). You should probably consider sending the person their onward international travel bookings just In case it is asked for at YYZ in Canada or in CHI.
Last edited by GUWonder; Jan 5, 23 at 11:19 pm