Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap Flight Deals From Philadelphia (ILG) to Chicago (CHI) Starting at $40

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This Weekend's Flight Deals from Philadelphia to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $40 One Way, $79 Round Trip from Philadelphia to Chicago

Prices starting at $79 for return flights and $40 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chicago economy flight packages

Palmer House a Hilton Hotel
Ambassador Chicago, part of JdV by Hyatt
Courtyard by Marriott Chicago Downtown River North
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More About Flying To Chicago from Philadelphia

Route Information for Flights from Philadelphia to Chicago

Origin Airport IATA Code ILG
Destination Airport IATA Code CHI
Distance 676 mi
Direct Flight Airlines American Airlines, Qatar Airways, Air Canada, JAL, Copa Airlines, Air New Zealand, United Airlines, Alaska Airlines, SAS, Royal Jordanian, Iberia, ANA, Malaysia Airlines, British Airways
Earliest Flight Arrival 11:08AM UTC
Latest Flight Arrival 2:35AM UTC

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, 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, 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.

Flights from Philadelphia to Chicago - Frequently Asked Questions

Am I able to catch a flight from Philadelphia to Chicago now?

If you're wondering about quarantine and travel restrictions when catching a flight from Philadelphia to Chicago, go right to our Covid-19 Travel Advisor.

Are there non-stop flights from Philadelphia to Chicago?

Start packing your bags, because there are a couple of carriers that offer direct flights from Philadelphia, PA Airport (PHL-Philadelphia Intl.) to ORD. You can book a seat with American Airlines and United Airlines.

What is the shortest flight from Philadelphia to Chicago?

It can be as a short and sweet as 2 hours and 52 minutes. If you're of the opinion that your vacation hours should be spent 'vacationing' rather than flying, you'll enjoy the flight from Philadelphia to Chicago.

What airlines fly from Philadelphia to Chicago most frequently?

Consider booking a flight with American Airlines (AA), which frequently services this route. This airline operates 178 flights every month between Philadelphia Airport and O'Hare Intl. Airport (ORD). If you can't find the right flight there, have a look at the fares with United Airlines (UA). This airline is a terrific alternative and has 91 flights from Philadelphia to Chicago every month.

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

*According to flight demand on from January to December 2020. Savings are subject to change based on departure location, date and destination.

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.