Direct flights from Chicago Midway to Orlando
55 nonstop flights a week on 1 airline. Zero layovers — one hop from MDW to MCO.
Flight time: about 2h4m nonstop
Which days does it fly?
When does it fly?
Departure times in Chicago Midway local time, from flights observed over the last 7 days.
| Flight | Departs | Duration | Days |
|---|---|---|---|
| Southwest SWA2815 | 5:18a | 2h2m | Mon, Tue, Wed, Fri |
| Southwest SWA2815 | 5:30a | 2h9m | Thu |
| Southwest SWA2816 | 6:39a | 2h9m | Thu |
| Southwest SWA2816 | 6:50a | 2h2m | Mon, Fri |
| Southwest SWA2816 | 7:56a | 2h5m | Sat |
| Southwest SWA3535 | 8:00a | 2h | Tue |
| Southwest SWA3535 | 8:13a | 2h1m | Wed |
| Southwest SWA2817 | 8:22a | 2h4m | Mon, Thu |
| Southwest SWA2816 | 8:24a | 2h3m | Sun |
| Southwest SWA2817 | 8:26a | 2h7m | Fri |
| Southwest SWA2732 | 9:07a | 2h | Wed |
| Southwest SWA1355 | 9:21a | 2h3m | Sat |
| Southwest SWA1102 | 9:24a | 2h2m | Sun |
| Southwest SWA2732 | 9:34a | 1h59m | Tue |
| Southwest SWA2818 | 10:17a | 2h4m | Sat |
| Southwest SWA2818 | 11:20a | 1h58m | Mon |
| Southwest SWA2818 | 11:27a | 2h6m | Thu–Fri |
| Southwest SWA114 | 12:05p | 2h | Sun |
| Southwest SWA2818 | 12:10p | 1h59m | Tue |
| Southwest SWA2818 | 12:24p | 2h | Wed |
| Southwest SWA2761 | 1:09p | 2h4m | Tue |
| Southwest SWA644 | 1:22p | 2h5m | Sat |
| Southwest SWA3389 | 1:39p | 2h2m | Sun |
| Southwest SWA2819 | 2:06p | 2h7m | Fri |
| Southwest SWA2819 | 2:29p | 2h | Mon |
| Southwest SWA2819 | 2:47p | 2h | Wed |
| Southwest SWA2819 | 2:58p | 2h7m | Thu |
| Southwest SWA4546 | 3:22p | 2h7m | Fri |
| Southwest SWA2819 | 3:25p | 2h7m | Tue |
| Southwest SWA2820 | 4:05p | 2h5m | Sat |
| Southwest SWA2817 | 5:00p | 2h7m | Wed |
| Southwest SWA2817 | 5:08p | 2h10m | Tue |
| Southwest SWA164 | 5:31p | 2h6m | Mon, Thu, Fri |
| Southwest SWA3123 | 5:49p | 2h10m | Tue |
| Southwest SWA3123 | 6:21p | 2h6m | Wed |
| Southwest SWA2820 | 6:52p | 2h4m | Fri |
| Southwest SWA251 | 6:55p | 2h3m | Sat |
| Southwest SWA2820 | 7:08p | 1h59m | Mon |
| Southwest SWA2821 | 7:48p | 2h4m | Sat |
| Southwest SWA1603 | 8:03p | 2h19m | Sun |
| Southwest SWA2821 | 8:22p | 2h16m | Wed |
| Southwest SWA2818 | 8:37p | 2h8m | Sun |
| Southwest SWA2821 | 8:40p | 2h7m | Tue |
| Southwest SWA2821 | 9:20p | 2h4m | Thu, Sun |
| Southwest SWA2821 | 9:38p | 2h1m | Mon, Fri |
Southwest
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The route
One hop: MDW → MCODrag to pan · scroll with ⌘/Ctrl to zoom · arrow keys when focused
Nonstop from Chicago Midway (MDW) to Orlando (MCO)
Chicago Midway International Airport (MDW) has 55 nonstop flights a week to Orlando (MCO), operated by Southwest. No layovers, no connections — one hop out of MDW and you're there.
This route flies every day of the week, so any travel day works. Route data updated July 2026 from observed departures.
Route data updated July 2026 from observed flight departures. Schedules change — always confirm with the airline before booking.
How long is the flight from Chicago Midway to Orlando?
The nonstop flight from Chicago Midway (MDW) to Orlando (MCO) takes about 2h4m in the air, based on recently observed nonstop departures.
How long does it take to drive from Chicago Midway to Orlando?
Driving from Chicago Midway to Orlando takes about 17h 7m behind the wheel — roughly 1,158 miles, or about 2 days of real driving. The nonstop flight takes about 2h4m.