Direct flights from Houston Hobby to Chicago
37 nonstop flights a week on 1 airline. Zero layovers — one hop from HOU to MDW.
Flight time: about 2h4m nonstop
Flying back? Chicago Midway → Houston · 34 nonstop flights a week
Which days does it fly?
When does it fly?
Departure times in Houston Hobby local time, from flights observed over the last 7 days.
| Flight | Departs | Duration | Days |
|---|---|---|---|
| Southwest SWA1444 | 5:00a | 1h58m | Mon, Thu, Fri |
| Southwest SWA4638 | 7:05a | 2h8m | Tue–Wed |
| Southwest SWA4638 | 7:50a | 2h5m | Sun |
| Southwest SWA4638 | 8:25a | 2h9m | Sat |
| Southwest SWA2085 | 8:55a | 2h | Mon–Fri |
| Southwest SWA2828 | 11:50a | 1h53m | Sun |
| Southwest SWA234 | 12:55p | 1h56m | Mon, Thu, Fri |
| Southwest SWA1179 | 1:30p | 1h59m | Sat |
| Southwest SWA2087 | 2:20p | 2h8m | Tue–Wed |
| Southwest SWA2087 | 3:20p | 1h56m | Mon, Thu, Fri |
| Southwest SWA2103 | 3:55p | 2h3m | Sun |
| Southwest SWA1339 | 5:30p | 2h18m | Sat |
| Southwest SWA4322 | 6:35p | 1h58m | Tue–Wed |
| Southwest SWA43 | 6:45p | 2h4m | Mon, Thu, Fri |
| Southwest SWA2088 | 7:05p | 2h5m | Sun |
| Southwest SWA4789 | 7:50p | 2h4m | Mon, Sat |
| Southwest SWA4789 | 7:55p | 2h5m | Thu–Fri |
| Southwest SWA4789 | 8:45p | 2h3m | Tue–Wed |
| Southwest SWA4789 | 10:30p | 2h5m | Sun |
Southwest
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Other airports near Houston Hobby with nonstops to Chicago
| Airport | Distance | Flights / wk |
|---|---|---|
| AUS — AustinSouthwest | 148 mi | 24 |
The route
One hop: HOU → MDWDrag to pan · scroll with ⌘/Ctrl to zoom · arrow keys when focused
Nonstop from Houston Hobby (HOU) to Chicago (MDW)
William P. Hobby Airport (HOU) has 37 nonstop flights a week to Chicago (MDW), operated by Southwest. No layovers, no connections — one hop out of HOU 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 Houston Hobby to Chicago?
The nonstop flight from Houston Hobby (HOU) to Chicago (MDW) takes about 2h4m in the air, based on recently observed nonstop departures.
How long does it take to drive from Houston Hobby to Chicago?
Driving from Houston Hobby to Chicago takes about 16h 17m behind the wheel — roughly 1,084 miles, or about 2 days of real driving. The nonstop flight takes about 2h4m.
Is there a nonstop return flight from Chicago to Houston Hobby?
Yes — 34 nonstop flights a week from Chicago Midway (MDW) back to Houston (HOU) on Southwest, based on recently observed departures.