$98 Find Cheap Flights from Houston to Chicago Midway Airport - Compare and Save

Among airlines operating Houston to Chicago Midway 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 Houston and Chicago Midway Airport.

Flights from Houston to Chicago Midway Airport may depart from several airports in Houston area, including Houston Hobby (HOU) and Houston George Bush Intcntl (IAH). Flights usually arrive at Chicago Midway (MDW).

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.

Two cabin classes are available on flights from Houston to Chicago Midway Airport:

• Economy Class
• First Class

On this route, nonstop flights are cheaper than layover options on average. Nonstop fares average $246 round-trip, compared to $312 via a layover through Atlanta Hartsfield-Jackson (ATL).

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.

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

• Atlanta Hartsfield-Jackson (ATL) - 64% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 36% of one-stop connections
Together, these airports account for 100% of one-stop bookings on this route.

Yes. Being flexible with your travel dates can save you up to 29% on the Houston to Chicago Midway Airport route. Thursday is the cheapest departure day at $242 round-trip on average, while Tuesday is the most expensive at $338, a difference of $96. 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 Houston to Chicago Midway Airport route, 23% of flights were delayed in the past 3 months, with delays averaging 2 hours 39 minutes.

Morning is the busiest departure period on Houston to Chicago Midway 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 Chicago Midway Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago Midway Airport on KAYAK.

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

• Earliest: departs at 5:00 am and lands at 7:26 am
• Latest: departs at 10:40 pm and lands at 1:06 am.

The flight takes about 2h 26m.

Last-minute fares on this route - booked within 2 weeks of departure - run 28% above the route average of $239. Book 6 weeks before departure for the lowest fares.

A nonstop flight from Houston to Chicago Midway Airport takes 2h 26m, covering 933 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.

One-way fares from Houston to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $130, which is 31% below the typical average for this route.

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 12m, compared with 7h 54m via Atlanta Hartsfield-Jackson (ATL).

Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:
• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Round-trip flights from Houston to Chicago Midway Airport range from $157 to $365, with an average of $239 over the past 12 months. Anything below $157 counts as a good deal.

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