$81 Find Cheap Flights from Milwaukee to Chicago Midway Airport - Compare and Save

Among airlines operating Milwaukee 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 Milwaukee and Chicago Midway Airport.

Flights from Milwaukee to Chicago Midway Airport usually depart from Milwaukee-Mitchell (MKE) and arrive at Chicago Midway (MDW).

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

• Southwest: 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 Milwaukee to Chicago Midway Airport.

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

The Embraer 175 (Enhanced Winglets) family is used most often on this route, operated mainly by United Airlines. Other aircraft seen on the route include Embraer 175 variants.

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 Milwaukee to Chicago Midway Airport route, 23% of flights were delayed in the past 3 months, with delays averaging 1 hour 38 minutes.

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

• Earliest: departs at 5:30 am and lands at 6:25 am
• Latest: departs at 6:40 pm and lands at 7:35 pm.

The flight takes about 0h 55m.

A nonstop flight from Milwaukee to Chicago Midway Airport takes 0h 55m, covering 80 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 $172 to $1,543. That means the highest observed fare was about 9x higher than the lowest one.

Southwest is the only airline operating Milwaukee to Chicago Midway Airport flights. 77% of its flights are on time.

Night 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.

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