Ninety minutes to two hours before departure covers most domestic flights out of MDW. That still doesn’t tell you what time to leave the house, so put in your departure time and adjust the drive, parking and bags.
Every row is editable. Tap the departure or any duration and the plan recomputes backward. The first travel row is your leave-by time.
The 25-minute drive is a typical run from Chicago without traffic. In the app, set Chicago Midway International as the destination and Apple Maps fills in the time from where you’re leaving.
Still check traffic for the hour you’ll go (real drive to MDW). Change the row and every step before it moves.
A maps app covers the drive to MDW. Bag drop, security, and the walk to your gate usually take longer, and they are the steps people misjudge.
Here is the same plan drawn to scale. The first block is travel; the next two are the airport. A checked bag grows one, a far gate grows the other.
Front door to boarding: 2hr 25min
Ninety minutes to two hours
Ahead of your departure time
Checking a bag or flying at a peak hour puts you toward the early end of the range.
Midway funnels nearly everyone through one main checkpoint, so that one line handles almost the entire airport's traffic, and on Southwest's big travel days it shows. Midway is small enough that the gate is never far once you are through, so nearly all the risk here sits before the checkpoint, not after it.
One dominant checkpoint and airline means waits track Southwest's schedule: early mornings and Sunday evenings peak. The bridge to the concourse adds a longer walk than people expect. That bridge was widened to hold as many as seventeen lanes, so the queue you hit depends more on timing than on lane count.
The plan allows 25 minutes for a standard lane on a busy but normal morning. With TSA PreCheck, that drops to 15 minutes. A checked bag lengthens the one before it.
CTA Orange Line from the Loop to a station beside the garage, joined by an enclosed walkway. Drive down I-55 or Cicero is short but variable. Garages are small and fill on peak weekends.
For live waits, parking, and terminal maps, check the official MDW site.
Terminals, checkpoints and transit change; the official MDW site is the live source.
Save this MDW plan in Ready Time and it tells you when to start packing and when to leave for the airport.
Ready Time
You know what you need to do. Ready Time helps you know when to start.
Ninety minutes to two hours before departure covers most domestic flights out of MDW. Checking a bag or flying at a peak hour puts you toward the early end of the range. The plan above works back from there through security, bag drop, parking and the drive to a leave-by time.
The plan allows 25 minutes for a busy-but-normal standard lane. With TSA PreCheck it drops to 15 minutes, and you can edit either one to what you actually see. A checked bag lengthens the step before it. Checkpoint detail for MDW is in the section above.
Earlier than for a domestic one. International boarding starts 45 minutes before departure instead of 30, which pulls every step earlier. Use the airline desk for bags: documents get checked and counters often close an hour out. That also covers lap infants, unaccompanied minors, and oversized bags. If your boarding pass names a boarding time, match that.
Work backward from departure: boarding, time at the gate, the walk, security, bag drop, parking, then the drive (25 minutes in the default plan). Replace the drive with your own route. The leave-by moment is the first travel row, "Drive to MDW" by default.
Taking the train instead? The Amtrak station pages use the same kind of plan without security. The leave time calculator works for any appointment, and the wake-up time calculator runs it back to the alarm.
Two hours early still leaves the morning open: when to pack, when to leave. The plan keeps subtracting past the drive until it lands on a start time. Ready Time saves that chain and alerts you at each step, and can pick the flight up from your calendar.
Get a nudge at the right moment, while there's still time to act.
Each step gets its own alert, so you know what's next and how long you have.
“I get so tired of counting backward to when I should start my task. This app is the solution.”App Store review
Ready Time
You know what you need to do. Ready Time helps you know when to start.
Plans for the rest of the trip