$106 Find Cheap Flights from Chicago Midway Airport to Houston Hobby Airport - Compare and Save

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 7:47 am
• Latest: departs at 11:05 pm and lands at 1:47 am.

The flight takes about 2h 42m.

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

A nonstop flight from Chicago Midway Airport to Houston Hobby Airport takes 2h 42m, 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.

Round-trip flights from Chicago Midway Airport to Houston Hobby Airport range from $289 to $462, with an average of $372 over the past 12 months. Anything below $289 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 30% above the $372 route average. Book 19 weeks before departure for the lowest fares.

On this route, nonstop flights are cheaper than layover options on average. Nonstop fares average $372 round-trip, compared to $400 via a layover through Atlanta Hartsfield-Jackson (ATL).

Southwest is the only airline operating Chicago Midway Airport to Houston Hobby Airport flights. 80% of its flights are on time.

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 United Airlines and Frontier. Other aircraft seen on the route include Boeing 737 MAX 8 variants.

Morning is the busiest departure period on Chicago Midway Airport to Houston Hobby Airport flights, with 67% of flights leaving in that window. Evening departures account for 33%, afternoon flights for 0%, and night flights for 0%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $221 to $2,131. That means the highest observed fare was about 10x higher than the lowest one.

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.

One-way fares from Chicago Midway Airport to Houston Hobby Airport are currently lower than usual. Average one-way flight prices are about $113, which is 51% below the typical average for this route.

Houston Hobby Airport (HOU) hosts 5 major car rental companies, with daily rates averaging $69 for economy cars. Top options include:

• Thrifty
• Dollar
• Alamo
• Hertz
• Ace

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

Morning flights have the fewest delays on this route, while afternoon departures tend to have the most.

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, 20% of flights were delayed in the past 3 months, with delays averaging 1h 54m.

Connecting flights from Chicago Midway Airport to Houston Hobby Airport most commonly pass through:

• Atlanta Hartsfield-Jackson (ATL) - 50% of one-stop connections
• Dallas Love Field (DAL) - 50% of one-stop connections

Yes. Flexible dates can save you up to 34% on flights from Chicago Midway Airport to Houston Hobby Airport. Wednesday is the cheapest departure day at $316 round-trip on average, while Monday is the most expensive at $478, a difference of $162.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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

Flying via Dallas Love Field (DAL) gives the shortest average 1-stop total travel time at 4h 37m, compared with 5h 30m via Atlanta Hartsfield-Jackson (ATL).

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

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.

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 always check the fare details before booking.