Flights from Hobby to Chicago Midway

HOUMDW

William P. Hobby Airport (Houston, United States) → Chicago Midway International Airport (Chicago, United States)

Also known as Houston.

Nonstop
1h 30m
Distance
1,510 km
Frequency
7×/week
One-way from
$130
Airlines
Southwest Airlines
Book on Aviasales

Fares by month

One-way, per person

Lowest fares Aviasales travelers found in recent searches; some may include a connection. Prices change often — tap a month to see live fares.

Weekly schedule

Monday

  • WN85307:50→10:202h 30mSouthwest Airlines
  • WN85609:40→12:052h 25mSouthwest Airlines
  • WN213314:20→16:452h 25mSouthwest Airlines
  • WN213417:50→20:152h 25mSouthwest Airlines
  • WN213522:40→01:052h 25mSouthwest Airlines

Tuesday

  • WN85307:20→09:502h 30mSouthwest Airlines
  • WN85610:00→12:252h 25mSouthwest Airlines
  • WN213314:35→17:002h 25mSouthwest Airlines
  • WN238320:40→23:052h 25mSouthwest Airlines

Wednesday

  • WN85307:20→09:502h 30mSouthwest Airlines
  • WN85610:00→12:252h 25mSouthwest Airlines
  • WN213314:40→17:052h 25mSouthwest Airlines
  • WN238320:40→23:102h 30mSouthwest Airlines

Thursday

  • WN85307:50→10:202h 30mSouthwest Airlines
  • WN85609:40→12:052h 25mSouthwest Airlines
  • WN213314:20→16:452h 25mSouthwest Airlines
  • WN213417:50→20:152h 25mSouthwest Airlines
  • WN213522:40→01:102h 30mSouthwest Airlines

Friday

  • WN85609:40→12:052h 25mSouthwest Airlines
  • WN213314:20→16:452h 25mSouthwest Airlines
  • WN213417:50→20:152h 25mSouthwest Airlines
  • WN213522:40→01:102h 30mSouthwest Airlines

Saturday

  • WN159005:00→07:252h 25mSouthwest Airlines
  • WN85612:00→14:252h 25mSouthwest Airlines
  • WN170415:45→18:102h 25mSouthwest Airlines
  • WN213419:55→22:252h 30mSouthwest Airlines

Sunday

  • WN85307:50→10:202h 30mSouthwest Airlines
  • WN85609:40→12:052h 25mSouthwest Airlines
  • WN213314:20→16:452h 25mSouthwest Airlines
  • WN213417:50→20:152h 25mSouthwest Airlines
  • WN213522:40→01:101h 30mSouthwest Airlines

Hobby to Chicago Midway — frequently asked

How long is the flight from Hobby to Chicago Midway?
HOU–MDW is 1h 30m nonstop, covering 1,510 km (938 mi).
Which airlines fly nonstop from Hobby to Chicago Midway?
Southwest Airlines operates this route nonstop.
How much is a flight from Hobby to Chicago Midway?
One-way fares on HOU–MDW recently started from $130 ($146 nonstop). The lowest recent fare is for travel in December 2026. Fares change daily, so check current prices before booking.
How often do flights run from Hobby to Chicago Midway?
The route is served 7 days a week (31 scheduled departures).