An hour and a half (90 minutes) is generally sufficient for a domestic-to-domestic connection at Chicago O'Hare (ORD) or Midway (MDW), but it leaves little room for error. At O'Hare, which is one of the world's busiest hubs, you may need to change terminals using the Airport Transit System (ATS) or walk long distances between concourses, especially if you are switching between United and American. If your first flight is delayed by 20-30 minutes, a 90-minute window can quickly become a "sprint" to the gate. However, if you are connecting from an international flight to a domestic one, 90 minutes is not enough time, as you must clear Customs and Border Protection, re-check your bags, and go through TSA security again. For 2026 travelers, a "pro" rule of thumb for Chicago is to aim for at least 2 hours to account for the frequent weather delays and the sheer scale of the terminals. If you do have a tight 90-minute window, try to sit at the front of your first plane and have your "Gate Map" ready on your airline's mobile app.