$105 Find Cheap Flights from Chicago Midway Airport to Houston Hobby Airport - Compare and Save

Among airlines operating Chicago Midway Airport to Houston Hobby Airport flights:

• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Only Southwest operates flights between Chicago Midway Airport and Houston Hobby Airport.

Flights from Chicago Midway Airport to Houston Hobby Airport usually depart from Chicago Midway (MDW) and arrive at Houston Hobby (HOU).

Here are some options for this route, based on selected ticket types and cabin classes:

• Southwest: a cabin bag and a checked bag in Economy Class
• JetBlue: a cabin bag in Economy Class class

Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

Only Economy Class is available on flights from Chicago Midway Airport to Houston Hobby Airport.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $240 round-trip via Orlando (MCO), compared to $343 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Airbus A321neo family is used most often on this route, operated mainly by Spirit Airlines and United Airlines. Other aircraft seen on the route include Boeing 737 MAX 8 variants.

One-stop flights from Chicago Midway Airport to Houston Hobby Airport most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 71% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 14% of one-stop connections
• Orlando (MCO) - 14% of one-stop connections

Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 34% on the Chicago Midway Airport to Houston Hobby Airport route. Wednesday is the cheapest departure day at $288 round-trip on average, while Sunday is the most expensive at $436, a difference of $148. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago Midway Airport to Houston Hobby Airport route, 21% of flights were delayed in the past 3 months, with delays averaging 1 hour 53 minutes.

Morning is the busiest departure period on Chicago Midway Airport to Houston Hobby Airport flights, with 50% of flights leaving in that window. Afternoon departures account for 25%, evening flights for 25%, and night flights for 0%.

Some of the most popular sights in Houston Hobby Airport are Downtown Houston, George R. Brown Convention Center and Galleria Mall. These are among the most viewed places in Houston Hobby Airport on KAYAK.

These are the earliest and latest flight times available from Chicago Midway Airport to Houston Hobby Airport:

• Earliest: departs at 5:05 am and lands at 7:40 am
• Latest: departs at 9:30 pm and lands at 12:05 am.

The flight takes about 2h 35m.

Last-minute fares on this route - booked within 2 weeks of departure - run 27% above the route average of $344. Book 19 weeks before departure for the lowest fares.

A nonstop flight from Chicago Midway Airport to Houston Hobby Airport takes 2h 35m, covering 938 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $209 to $1,715. That means the highest observed fare was about 8x higher than the lowest one.

One-way fares from Chicago Midway Airport to Houston Hobby Airport are currently lower than usual. Average one-way flight prices are about $107, which is 51% below the typical average for this route.

Southwest is the only airline operating Chicago Midway Airport to Houston Hobby Airport flights. 79% of its flights are on time.

Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 6h 03m, compared with 6h 34m via Atlanta Hartsfield-Jackson (ATL) and 12h 53m via Orlando (MCO).

Houston Hobby Airport (HOU) hosts 5 major car rental companies, with daily rates starting from around $20 for economy cars. Top options include:
· Thrifty
· Dollar
· Alamo
· Hertz
· Budget

Round-trip flights from Chicago Midway Airport to Houston Hobby Airport range from $274 to $427, with an average of $344 over the past 12 months. Anything below $274 counts as a good deal.

JetBlue is the only airline on the Chicago Midway Airport to Houston Hobby Airport route offering in-flight Wi-Fi. Pricing depends on fare class.