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United. Global premier upgrades are everything
I'm American out of ORD right now but am considering switching to SWA in 2016. I just don't know about traffic to MDW Monday mornings from Lincoln park
American. SWUs are everything.
United only out of ORD. You'll get everywhere
If you get the southwest credit card you can use those points to buy international tickets through a 3rd party, I just did to India. Nothing beats companion status and the redemption value #swforlife
Also nothing beats changing your flight in seconds through swabiz
Silver won't get you much, but IMO, miles are best spent on international business or first class flights... SWA has very little in the way of either and UA has loads of both. Plus with UA miles you can fly much higher quality star alliance partners like ANA, Singapore et al