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Trip Report Chicago - Going to Wrigleyville w/Heavy Luggage - Midway or O'Hare

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Hi. I am a woman traveling alone on May 22nd from LaGuardia in NYC to Chicago ( Wrigleyville). I usually travel with one very large heavy suitcase on wheels and a large heavy carry on. My choice is to travel on Southwest to Midway and either take the Orange Line to Downtown and then take a taxi to Wrigleyville, OR Take a taxi from Midway to Wrigleyville - Or take another airlines ( a bit more expensive) to O'Hare and take a taxi from there. Looking for ideas and suggestions. Many thanks in advance.

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