$95 Find Cheap Flights from Philadelphia to Chicago Midway Airport - Compare and Save

For flights leaving from Philadelphia to MDW Airport, several carriers, most notably Delta Air Lines, American Airlines, and United Airlines, have loosened their baggage restrictions. Customers of these airlines are not charged for carry-on bags weighing less than than 22 pounds. Additionally, these carriers offer discounted pricing for checked baggage weighing no more than 50 pounds. These airlines charge less per pound of extra checked luggage than other airlines that fly this route.

Pets are welcome on board most flights operated by different airlines between Philadelphia and Chicago Midway Airport, provided that the pet carrier fits underneath the seats. Make sure the pet's total weight, including that of the carrier, is less than the 25-lbs limit. Pet-friendly airlines include American Airlines, Delta Air Lines, United Airlines, and British Airways.

Travelers on a tight budget may find it more cost-effective to take a connecting flight from Philadelphia to Chicago Midway Airport than a direct one. Several airlines, like United Airlines, Delta, Southwest Airlines, and American Airlines, operate connecting flights on this route. These airlines' main layover cities are Houston, Detroit, Baltimore, and Dallas, in that order.

SEPTA runs a regional railway known as the Airport Line, offering direct transportation from Center City Philadelphia to PHL Airport. This alternative is typically the most economical, as the cost of one-way tickets is notably lower compared to other means of transportation.

Among airlines operating Philadelphia 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 Philadelphia and Chicago Midway Airport.

Flights from Philadelphia to Chicago Midway Airport usually depart from Philadelphia (PHL) 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 and a checked bag in Economy 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 Philadelphia to Chicago Midway Airport.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $273 round-trip via Detroit Metropolitan Wayne County (DTW), compared to $300 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 Boeing 737 MAX 8 family is used most often on this route, operated mainly by Southwest and United Airlines. Other aircraft seen on the route include Boeing 737-800 variants.

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

• Atlanta Hartsfield-Jackson (ATL) - 73% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 23% of one-stop connections
• Lambert-St Louis (STL) - 4% of one-stop connections

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

On the Philadelphia to Chicago Midway Airport route, being flexible with your departure day can save you up to 25%. Saturday is the cheapest day at $280 round-trip on average, while Sunday is the most expensive at $371: a $91 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

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 Philadelphia to Chicago Midway Airport route, 21% of flights were delayed in the past 3 months, with delays averaging 2 hours 3 minutes.

Morning is the busiest departure period on Philadelphia 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 Philadelphia to Chicago Midway Airport:

• Earliest: departs at 6:45 am and lands at 8:54 am
• Latest: departs at 8:55 pm and lands at 11:04 pm.

The flight takes about 2h 09m.

Last-minute fares on this route - booked within 2 weeks of departure - run 4% above the route average of $296. Book 3 weeks before departure for the lowest fares.

A nonstop flight from Philadelphia to Chicago Midway Airport takes 2h 09m, covering 666 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 Philadelphia to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $146, which is 21% below the typical average for this route.

Frontier is slightly above the route average for timely arrivals, while Southwest has a lower on-time arrival rate. On-time arrival rates on Philadelphia to Chicago Midway Airport flights are:

• Frontier: 83% on time
• Southwest: 79% on time
• Delta: 33% on time

Overall, flights on this route are on time 79% of the time on average.

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 4h 02m, compared with 4h 21m via Lambert-St Louis (STL) and 7h 05m via Atlanta Hartsfield-Jackson (ATL).

Chicago Midway Airport is 1 hour behind Philadelphia (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

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 Philadelphia to Chicago Midway Airport range from $193 to $372, with an average of $296 over the past 12 months. Anything below $193 counts as a good deal.