Cheap flights from Pennsylvania to Chicago from $32
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pennsylvania to Chicago departing on 10/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Pennsylvania 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 Pennsylvania, with most prices found around $119. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Pennsylvania to Chicago during August average around $174.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $301. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Pennsylvania to Chicago for around $436.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Pennsylvania to Chicago during this time can be as low as $221. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $361.
What is the cheapest Pennsylvania to Chicago flight route?
Fly from Philadelphia to Chicago O'Hare Intl for the best Pennsylvania - 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 Pennsylvania when booking 14 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $266 when searching 14 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Pennsylvania for as low as $210 on momondo.
What cabin class options are available on Pennsylvania to Chicago flights?
There are 4 cabin classes available to choose from on Pennsylvania to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Pennsylvania to Chicago?
JetBlue, Spirit Airlines, and United Airlines are the most popular carriers operating from Pennsylvania to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago from Pennsylvania according to our data. American Airlines is the first choice among our users, with 39% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Pennsylvania to Chicago on average per day?
245 flights are operational daily from Pennsylvania to Chicago as of June 2025. The most popular departure time for this route is 4:00PM, with 46% of flights per day taking off at noon.
How many flights depart from Pennsylvania to Chicago on average per week?
1,716 flights are operational weekly from Pennsylvania to Chicago as of June 2025. The most popular departure day for this route is Thu, with 19% of flights per week taking off on this day.
Cheap Pennsylvania to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Pennsylvania to Chicago
When did momondo last update prices for flights from Pennsylvania to Chicago?
Prices for flights from Pennsylvania to Chicago were last updated today.
How many operators does momondo search for flights from Pennsylvania to Chicago?
There are 7 operators available for flights from Pennsylvania to Chicago as of June 2025.
How old do you have to be to fly from Pennsylvania to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Pennsylvania to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Pennsylvania to Chicago?
Based on momondo bookings for flights between Pennsylvania and Chicago, the leading plane model is Boeing 737-800, making up 21.03% of the total bookings. Other popular models include Boeing 737 MAX 8 with 10.12%, Airbus A319 with 9.33%, and Airbus A320-100/200 with 8.90%.
Best airlines flying from Pennsylvania to Chicago
Compare and see reviews for airlines that fly from Pennsylvania to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $50 | Free Cancellation | Rating 5.9 3,295 reviews | |||
| PriceFrom $118 | Free Cancellation | Rating 8.0 7,950 reviews | |||
| PriceFrom $131 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $132 | Free Cancellation | Rating 8.0 4,287 reviews | |||
| PriceFrom $137 | Free Cancellation | Rating 7.4 8,790 reviews |
Traveling 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 Pennsylvania to Chicago?
It is quick and easy to find Pennsylvania to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
Can I find flights from Pennsylvania to Chicago with flexible booking policies on momondo?
All flight searches from Pennsylvania to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Pennsylvania to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Pennsylvania.
I’m not ready to book a flight from Pennsylvania to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Pennsylvania are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.