Getting there is half the stress right? Make it stress free. Take public transportation. We’re the first to jump on the Orange Line from Midway airport if we’re flying Southwest.
Taking the train is a couple steps from the gate and can get you into the city in less than a half hour. The ticket fare to ride the Orange line is only $3.50. Can’t beat it! The line goes around the loop which will drops you in the heart of city. The perks of train riding – great views going into the city! There’s always plenty of seating and the trains run frequently between downtown and Midway airport throughout the day. If you’re staying near Magnificent Mile- getting off on Adams/Wabash or Randolph/Wabash will get you within walking distance. The Orange line run on weekdays, weekends, and holiday hours.
If you’re not into the riding the train- take Uber! Uber’s only allowed to pick up on the upper level near door 1. If you’re requesting an Uber make sure to let your driver know you’ll meet them on the upper level outside of the first door.