Skip to main content
Beginning of main content

Cheap Flights from Philadelphia to Chicago $240.0

Search over 321,000 hotels worldwide and 400 airlines worldwide.
Secure incredible value with Expedia’s Price Guarantee
No Expedia cancellation fee to change or cancel almost any hotel reservation.

Cheapest Flights from Philadelphia to Chicago (PHL to MDW)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Philadelphia to Chicago (PHL to MDW)

Question : Is price more important than specific travel days for you?
Answer : The best day to fly on a budget this month is Thursday. Having flexibility in your travel plans means you can save, so be sure to plan ahead when possible.

Question : On a daily basis, how many different flight times can you take from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)?
Answer : On average, there are four options. That is lower than the global average of 31.

Question : How often is the price changing when booking a trip from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)?
Answer : Flight prices for PHL to MDW change much more than most. However, the sooner you book, the better price you tend to get.

Question : From Philadelphia to Chicago, which day is going to have the most flight times?
Answer : With 24 total flight time options, Monday and Tuesday provide the most flexibility from PHL to MDW. The day with the least number of options is Saturday with 16 different times.