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How to get the cheapest flight ticket from Philadelphia to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of September is, on average, the cheapest month to fly to Chicago from Philadelphia, with most prices found around R2 140. If you are unable to visit Chicago during the month of September, then departing from Philadelphia during the month August is also very affordable. Most momondo users find prices during this month for around R3 121.
What is the cheapest day to depart on your flight to Chicago?
On average, the least expensive day to fly to Chicago from Philadelphia is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as R523. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Chicago on Friday is R9 184.
What is the cheapest Philadelphia to Chicago flight route?
Fly from Philadelphia to Chicago Midway for the best Philadelphia - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Philadelphia when booking 14 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around R4 754 when searching 14 weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Philadelphia for as low as R3 745 on momondo.
What cabin class options are available on Philadelphia to Chicago flights?
There are 1 cabin classes available to choose from on Philadelphia to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How have Philadelphia to Chicago flight prices changed over time?
As of June 2025, prices for Philadelphia to Chicago flights are approximately 54% cheaper when compared to flights at the same time last year.
When to book flights from Philadelphia to Chicago
Cheap Philadelphia to Chicago (PHL to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Philadelphia to Chicago
How far is Philadelphia to Chicago by plane?
A flight from Philadelphia to Chicago will travel around 1067,9 km.
When did momondo last update prices for flights from Philadelphia Airport to Chicago?
Prices for flights from Philadelphia Airport to Chicago refresh daily.
How old do you have to be to fly from Philadelphia Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Philadelphia Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's licence and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Philadelphia to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Philadelphia to Chicago is Boeing 737-800, representing 26,31% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 11,38%, Airbus A320-100/200 at 9,19%, and Airbus A319 at 9,00%.
Travelling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Philadelphia to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Philadelphia.
Can I find flights from Philadelphia to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Philadelphia with this policy.
How can momondo help me find flights from Philadelphia to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from Philadelphia. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Philadelphia to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Philadelphia to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.