Check flight times and prices for both O'hare International Airport (ORD) or Chicago Midway International Airport (MDW). These are both great options with train lines and transportation directly into the city.

Rideshare apps like Uber, Lyft, or a traditional yellow taxi will provide you with your quickest route to your destination. Your most economic routes will be the amazing public transportation services that Chicago has to offer. All CTA ("L") trains and buses accept Apple pay now, so you can pay with tapping your phone for entrance ($2.50 per ride).