Cheap Flights from Pennsylvania (PA) to Chicago, IL from $65 - Find Tickets & Airfare Deals at Cheapflights.com

How to find the cheapest flight from
Pennsylvania to Chicago (CHI)

How far in advance should I book a flight from Pennsylvania to Chicago?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 37 days in advance, which can save you up to 10% on flights from Pennsylvania to Chicago compared to booking the week you need them. Waiting 37 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $177. For sooner than that we have options available in the next 3 days from $177.

One-way flights to Chicago from Pennsylvania

The cheapest one-way flights from Pennsylvania to Chicago

4:10 am - 4:08 pm

Multiple Airlines

1 Stop

12h 58m

PHL - ORD

$65

Gotogate

3:00 am - 1:31 pm

Spirit Airlines

1 Stop

11h 31m

PIT - ORD

$68

KAYAK

Related info for your journey

Useful info, stats and facts about Pennsylvania to Chicago flights.

Flight FAQs

From Pennsylvania to Chicago

Are flight prices decreasing from Pennsylvania to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Pennsylvania and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Pennsylvania to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Pennsylvania to Chicago for under $100. The cheapest flight booked recently is on Multiple Airlines for just $68, but on average you can expect to pay $81.

Are there nonstop flights from Pennsylvania to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Pennsylvania to Chicago under $100. A good price for a nonstop flight from Pennsylvania to Chicago is less than $93.

Are there last-minute flights available from Pennsylvania to Chicago for under $200?

There are currently 20+ open flights from Pennsylvania to Chicago within the next 7 days for less than $200.

What are the most popular airlines that fly from Pennsylvania to Chicago?

Consider Major Airline, American Airlines or JetBlue when booking your flight. These represent the most popular airlines when flying from Pennsylvania to Chicago.

What are the most popular routes from Pennsylvania to Chicago?

The most popular route from Pennsylvania to Chicago is Philadelphia - Chicago O'Hare Intl. You may also consider Philadelphia - Chicago Midway or Pittsburgh - Chicago O'Hare Intl.

What are the cheapest Flights from Pennsylvania to Chicago?

Looking for the cheapest flight from Pennsylvania to Chicago? While on average our users pay $239, our data indicates the cheapest price to be $90. The most popular route (Philadelphia - Chicago O'Hare Intl), is priced around $69.

What are the most reliable airlines from Pennsylvania to Chicago?

The top 3 most reliable airlines when flying from Pennsylvania to Chicago are SWISS (100%), Iberia (99%) and Republic Airways (98%).

How long is the flight from Pennsylvania to Chicago?

For as low as $226, British Airways can have you in Chicago from Pennsylvania in 2h 11m. Generally, flights for this route are nonstop.

What is the cheapest airline to fly from Pennsylvania to Chicago round-trip?

Currently priced at $80, Spirit Airlines will fly you from Pennsylvania to Chicago and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip.

What are the cheapest airlines to fly from Pennsylvania to Chicago one-way?

$29 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Delta, with prices from $59.