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For a speedy trip between Philadelphia (and vicinity) and Chicago (and vicinity), try Southwest Airlines. This airline sells direct flights from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (MDW-Midway Intl.).
For more info about changing your flight to Chicago, IL (MDW-Midway Intl.), please visit our Customer Service Portal.
If you're traveling from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (MDW-Midway Intl.), you can expect the trip to take around 3 hours and 8 minutes. If this sounds like more time than you'd hoped, why not make the most of it? Read up on where you're headed, do some last-minute organizing and get as much sleep as possible before the adventure starts.
Covering 963 mi between Philadelphia, PA (PHL-Philadelphia Intl.) and Chicago, IL (MDW-Midway Intl.) calls for a glass of bubbly and some quality screen time. Sit back, get comfortable and enjoy the journey.
Many well-traveled wanderers prefer to take to the skies with Southwest Airlines from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (MDW-Midway Intl.). This popular airline not only offers as many as 92 flights per month, it also flies direct.
This just in! Airfares offered on Tuesdays tend to be the cheapest, according to flight demand on Travelocity in 2019. Wednesday and Friday prices are also good, but you may want to prepare your budget if booking on a Monday, as data shows the start of the week is when prices are generally at their highest.
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2019, flights departing on a Tuesday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2019 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 1-2 weeks prior to their travel dates.
We'll let you in on a secret...You can save big on flights if you mix and match your airlines and fare types. In fact, travelers who booked flights on Travelocity in 2019 saved nearly 50% when their return flights consisted of two different airlines or fare types.
*According to flight demand on Travelocity.com from January to December 2019. Savings are subject to change based on departure location, date and destination.
|Traveling From||Philadelphia Intl.|
|Traveling To||Midway Intl.|
|Shortest Flight Time||0 hours 15 mins|
|Earliest Departure Time||5:45PM CDT|
|Latest Departure Time||5:45PM CDT|
|Lowest Flight Price||$188|
Travelers at PHL love to visit these top cities. Roam to the top destinations from Philadelphia (PHL) today with the cheap prices from Travelocity!
Travelers at MDW love to visit these top cities. Roam to the top destinations from Chicago(MDW) today with the cheap prices from Travelocity!