Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Earn rewards on top of your airline miles with Orbitz Rewards

Search for flights on more than 400 airlines

Sign up to receive text alerts about your trip

Selected fares from Philadelphia to Chicago

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

Travel from Philadelphia to Chicago

Traveling from the City of Brotherly Love to Chicago allows you the opportunity to explore a city with a vibrant and diverse culture and a wealth of attractions and cultural venues. By searching Orbitz.com, you can quickly and easily locate the best deals on flights from Philadelphia to Chicago and maximize your travel budget.

Flying out of Philadelphia International Airport

Philadelphia International Airport, located approximately seven miles from the downtown area, is the primary airport serving Philadelphia. Public transportation, car services, and taxicabs are available for reaching the airport. If you choose to drive your own vehicle to the airport, economy and valet parking options are available. After arriving at the airport, you can relax in one of the lounges or enjoy a meal at one of the numerous restaurants until it is time to board your flight for Chicago.

Exploring Chicago

Your flight from Philadelphia will land at either O’Hare International Airport or Midway Airport. Taxis that can take you to the downtown area serve both airports. There are also CTA trains that offer direct service to numerous locations throughout the city. The trains often provide faster service than taxis, particularly during rush hour. Some of the larger hotels also provide complimentary shuttle vans. You can also take advantage of the opportunity to rent a car at the airport as well if you want to benefit from a more independent form of transportation. During the winter months, you should expect an average temperature of about thirty-five degrees Fahrenheit and pack warm outerwear. June and September tend to be the best times to visit Chicago. The hottest time of the year is during July and August, when temperatures average around eighty-three degrees Fahrenheit. Chicago offers a wealth of cultural institutions and museums to enjoy. There are also many events and festivals held throughout the year. If you’re looking for something refreshing to enjoy during a summertime visit, be sure to head to the beaches of Lake Michigan.

Flights from Philadelphia to Chicago

Whether you are planning a business or leisure trip, Orbitz.com can make it easy to locate the best prices on flights from Philadelphia to Chicago. You can also quickly search for deals on rental cars and hotel accommodations to make the most of your travel budget and enhance your travel experience.

Map

Save more with Chicago Flight + Hotel packages

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

*Savings based on all holiday package bookings with Flight + Hotel on Orbitz.com from January through December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.