Book with confidence. Our eligible trusted airline partners are waiving their change fees.
and Get up to C$15 OFF our fees
◊ Applies to airline ticket bookings from one (1) traveler up to three (3) travelers. Book by Aug 31, 2020.  Learn more
Price Match Promise

Find our lowest price to destinations worldwide, guaranteed

Easy Booking

Search, select and save - the fastest way to book your trip

24/7 Customer Care

Get award-winning service and special deals by calling 1-888-586-9131

Proudly Canadian

Canadian Operated

Book Flights from Philadelphia to Chicago will help you to find the best deals on flights from Philadelphia to Chicago. With our search technology, effortlessly searching flight routes across hundreds of airlines has never been easier or more convenient. With, we aim to make it simple and quick to search, select and save on the flights that best suit your needs and budget.

No matter if you are traveling for business or pleasure, we offer a wide range of deals from business class discounts to last minute flight deals to destinations like Chicago. Whether you are planning ahead or looking for last minute tickets, CheapOair has the right flights at the right price. After booking your ticket, explore this page to view blog posts about this destination, learn more about hotels near CHI and read reviews from others who booked their flights with

Frequently Asked Questions - Philadelphia to Chicago Flights

  • When does the first flight of the day depart from PHL?

    6:35AM Spirit Airlines Flight #345

  • When does the last flight depart to CHI?

    9:40PM Southwest Airlines Flight #4890

  • What is the travel distance between Philadelphia and Chicago?

    661 miles

  • How many weekly flights are there between PHL to CHI?

    There are 62 weekly flights between PHL and CHI.

  • How many daily flights fly between Philadelphia and Chicago?

    There are 8 daily flights between PHL and CHI

  • Which is the busiest day in terms of passengers traffic between PHL to CHI?


  • Which is the nearest airport to Chicago, Illinois?

    Midway International Airport

  • Which is the nearest airport to Philadelphia, Pennsylvania?

    Philadelphia International Airport