$90 Find Cheap Flights from Philadelphia to Chicago Midway Airport - Compare and Save

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

• Earliest: departs at 6:45 am and lands at 8:58 am
• Latest: departs at 8:55 pm and lands at 11:08 pm.

The flight takes about 2h 13m.

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

A nonstop flight from Philadelphia to Chicago Midway Airport takes 2h 13m, 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.

Round-trip flights from Philadelphia to Chicago Midway Airport range from $265 to $398, with an average of $332 over the past 12 months. Anything below $265 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 24% above the $332 route average. Book 22 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $276 round-trip via Lambert-St Louis (STL), compared to $337 for nonstop.

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: 85% on time
• Southwest: 79% on time
• Delta: 33% on time

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

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 737-800 family is used most often on this route, operated mainly by United Airlines and American Airlines. Other aircraft seen on the route include Boeing 737 MAX 8 variants.

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%.

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

One-way fares from Philadelphia to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $102, which is 49% below the typical average for this route.

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

Flights from Philadelphia to Chicago Midway Airport usually depart from Philadelphia (PHL) and arrive at Chicago Midway (MDW).

Night flights have the fewest delays on this route, while evening 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 Philadelphia to Chicago Midway Airport route, 21% of flights were delayed in the past 3 months, with delays averaging 1h 58m.

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

• Atlanta Hartsfield-Jackson (ATL) - 56% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 42% of one-stop connections
• Lambert-St Louis (STL) - 3% of one-stop connections

Yes. Flexible dates can save you up to 23% on flights from Philadelphia to Chicago Midway Airport. Wednesday is the cheapest departure day at $300 round-trip on average, while Sunday is the most expensive at $389, a difference of $89.

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 Philadelphia and Chicago Midway Airport.

Flying via Lambert-St Louis (STL) gives the shortest average 1-stop total travel time at 4h 21m, compared with 4h 22m via Detroit Metropolitan Wayne County (DTW) 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.

Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

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.

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.

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.