Direct flights from Orlando to Chicago
43 nonstop flights a week on 1 airline. Zero layovers — one hop from MCO to MDW.
Flight time: about 2h28m nonstop
Which days does it fly?
When does it fly?
Departure times in Orlando local time, from flights observed over the last 7 days.
| Flight | Departs | Duration | Days |
|---|---|---|---|
| Southwest SWA693 | 12:02a | 2h24m | Fri |
| Southwest SWA2742 | 7:04a | 2h24m | Fri |
| Southwest SWA2742 | 7:05a | 2h30m | Thu |
| Southwest SWA359 | 7:08a | 2h16m | Mon |
| Southwest SWA4895 | 7:20a | 2h24m | Sat |
| Southwest SWA359 | 7:51a | 2h31m | Wed |
| Southwest SWA359 | 8:22a | 2h34m | Tue, Sun |
| Southwest SWA2152 | 8:23a | 2h23m | Fri |
| Southwest SWA806 | 8:25a | 2h28m | Mon |
| Southwest SWA2152 | 8:43a | 2h16m | Thu |
| Southwest SWA290 | 9:48a | 2h35m | Sat |
| Southwest SWA2610 | 10:13a | 2h35m | Fri |
| Southwest SWA2610 | 10:17a | 2h31m | Sun |
| Southwest SWA290 | 10:42a | 2h30m | Tue–Wed |
| Southwest SWA2610 | 10:49a | 2h28m | Mon |
| Southwest SWA1568 | 11:12a | 2h27m | Thu |
| Southwest SWA4644 | 1:18p | 2h28m | Tue–Wed |
| Southwest SWA4644 | 2:00p | 2h32m | Sun |
| Southwest SWA4333 | 2:04p | 2h26m | Mon, Fri |
| Southwest SWA2490 | 2:46p | 2h26m | Thu |
| Southwest SWA424 | 3:48p | 2h22m | Sat |
| Southwest SWA693 | 4:09p | 2h31m | Sun |
| Southwest SWA106 | 4:10p | 2h33m | Wed |
| Southwest SWA649 | 4:34p | 2h23m | Fri |
| Southwest SWA649 | 4:40p | 2h18m | Mon |
| Southwest SWA106 | 5:13p | 2h20m | Tue |
| Southwest SWA679 | 5:41p | 2h36m | Tue |
| Southwest SWA679 | 6:04p | 2h31m | Wed |
| Southwest SWA1429 | 7:26p | 2h24m | Wed, Sat |
| Southwest SWA1670 | 7:45p | 2h12m | Thu |
| Southwest SWA216 | 8:02p | 2h36m | Fri |
| Southwest SWA1429 | 8:03p | 2h36m | Tue |
| Southwest SWA216 | 8:34p | 2h32m | Mon |
| Southwest SWA1429 | 8:44p | 2h34m | Sun |
| Southwest SWA2909 | 8:52p | 2h29m | Thu |
| Southwest SWA693 | 9:07p | 2h25m | Fri |
| Southwest SWA693 | 9:34p | 2h17m | Mon |
| Southwest SWA216 | 9:57p | 2h32m | Sat |
Southwest
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The route
One hop: MCO → MDWDrag to pan · scroll with ⌘/Ctrl to zoom · arrow keys when focused
Nonstop from Orlando (MCO) to Chicago (MDW)
Orlando International Airport (MCO) has 43 nonstop flights a week to Chicago (MDW), operated by Southwest. No layovers, no connections — one hop out of MCO and you're there.
This route flies every day of the week, so any travel day works. Route data updated October 2026 from observed departures.
Route data updated October 2026 from observed flight departures. Schedules change — always confirm with the airline before booking.
How long is the flight from Orlando to Chicago?
The nonstop flight from Orlando (MCO) to Chicago (MDW) takes about 2h28m in the air, based on recently observed nonstop departures.
How long does it take to drive from Orlando to Chicago?
Driving from Orlando to Chicago takes about 17h 7m behind the wheel — roughly 1,158 miles, or about 2 days of real driving. The nonstop flight takes about 2h28m.