Cheap flights from Pennsylvania to Chicago (CHI)

PHL — CHI
Aug 9 — Aug 161

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

Travelers have found it’s best to book a flight 28 days in advance to save up to 39% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 28 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Pennsylvania to Chicago 1-2 weeks in advance for as low as $279, or $363 for flights within the next 24 hours.

What is the cheapest month to fly from Pennsylvania to Chicago?

Flights from Pennsylvania to Chicago lean towards being more expensive in May. Prices are generally better when you fly from Pennsylvania to Chicago in September, with the cheapest ticket starting at $114.

When is the cheapest time to fly from Pennsylvania to Chicago (PA - CHI)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pennsylvania to Chicago as you normally would.

Cheap flights from Pennsylvania to Chicago in August, September 2022

The best prices found for Pennsylvania to CHI flights for August, September
Aug 31 - Sep 7
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 06m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$94

Frontier

Pick Dates

Deal found 8/3/22

Sep 8 - Sep 12
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 12m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$99

Frontier

Pick Dates

Deal found 8/4/22

Sep 13 - Oct 11
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 12m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$100

Frontier

Pick Dates

Deal found 8/1/22

Pennsylvania to Chicago 2022 flight deals

Cheap flights to Chicago from Pennsylvania found for this year
Aug 31 - Sep 7
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 06m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$94

Frontier

Pick Dates

Deal found 8/3/22

Oct 19 - Oct 22
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 12m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$98

Frontier

Pick Dates

Deal found 8/2/22

Sep 8 - Sep 12
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 12m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$99

Frontier

Pick Dates

Deal found 8/4/22

Cheap Spirit Airlines flights from Pennsylvania to Chicago

Aug 23 - Aug 31
PHL

Philadelphia

ORD

Chicago O'Hare Intl

1 stop

15h 23m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

1 stop

5h 03m
$109

Spirit Airlines

Pick Dates

Deal found 8/2/22

Aug 23 - Aug 24
PHL

Philadelphia

ORD

Chicago O'Hare Intl

1 stop

15h 23m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

1 stop

5h 03m
$111

Spirit Airlines

Pick Dates

Deal found 8/2/22

Sep 13 - Sep 14
PHL

Philadelphia

ORD

Chicago O'Hare Intl

1 stop

15h 35m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

1 stop

23h 23m
$116

Spirit Airlines

Pick Dates

Deal found 8/1/22

Cheap United Airlines flights from Pennsylvania to Chicago

Aug 31 - Sep 7
PHL

Philadelphia

ORD

Chicago O'Hare Intl

Nonstop

2h 26m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

Nonstop

2h 02m
$148

United Airlines

Pick Dates

Deal found 8/2/22

Sep 3 - Sep 4
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

1 stop

4h 30m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

Nonstop

1h 28m
$185

United Airlines

Pick Dates

Deal found 8/1/22

Aug 27 - Aug 30
MDT

Harrisburg

ORD

Chicago O'Hare Intl

Nonstop

2h 00m
ORD

Chicago O'Hare Intl

MDT

Harrisburg

Nonstop

1h 53m
$188

United Airlines

Pick Dates

Deal found 8/1/22

Non-stop flights to Chicago from Pennsylvania

Save time with Pennsylvania to Chicago direct flight deals
Aug 31 - Sep 7
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 06m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$94

Frontier

Pick Dates

Deal found 8/3/22

Oct 19 - Oct 22
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 12m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$98

Frontier

Pick Dates

Deal found 8/2/22

Sep 8 - Sep 12
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 12m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$99

Frontier

Pick Dates

Deal found 8/4/22

Last minute flights from Pennsylvania to Chicago

Late deals on return flights to Chicago from Pennsylvania, departing today and this week
Aug 9 - Aug 11
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 06m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 51m
$101

Frontier

Pick Dates

Deal found 8/2/22

Aug 9 - Aug 11
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 06m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 51m
$102

Frontier

Pick Dates

Deal found 8/1/22

Aug 10 - Aug 27
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 06m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 51m
$105

Frontier

Pick Dates

Deal found 8/1/22

One-way flights to Chicago from Pennsylvania

The cheapest one-way flights from Pennsylvania to Chicago
Aug 31
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 06m
$47

Frontier

Pick Dates

Deal found 8/2/22

Aug 23
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 06m
$50

Frontier

Pick Dates

Deal found 8/1/22

Aug 15
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 06m
$51

Frontier

Pick Dates

Deal found 8/2/22

Related info for your journey

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

Which airlines flying from Pennsylvania to Chicago have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Pennsylvania to Chicago that may be offering flexible cancellation policies are American Airlines, United Airlines, and Frontier. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

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 Frontier for just $94, but on average you can expect to pay $106.

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 $108.

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 days are nonstop flights available from Pennsylvania to Chicago?

Nonstop flights are available for this route on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

How many flights depart from Pennsylvania to Chicago on average per day?

On average 9 flights depart from Pennsylvania to Chicago per day.
Morning (6am - Noon) - 22% of flight departures
Afternoon (Noon - 6pm) - 22% of flight departures
Evening (6pm - Midnight) - 56% of flight departures

How long is the flight from Pennsylvania to Chicago?

For as low as $94, Frontier can have you in Chicago from Pennsylvania in 2h 06m. Airlines will cover a distance of 680 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

$47 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and United Airlines, with prices starting from $57 and $69, respectively.

What are the most popular routes from Pennsylvania to Chicago?

When deciding which route to take from Pennsylvania to Chicago consider Philadelphia - Chicago O'Hare Intl, Pittsburgh - Chicago O'Hare Intl or Harrisburg - Chicago O'Hare Intl as they are the most popular.

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

Before booking your flight from Pennsylvania to Chicago check out the most popular airlines for this route: Undisclosed Carrier, American Airlines or Alaska Airlines.

What are the most reliable airlines from Pennsylvania to Chicago?

No one likes to see their flight delayed. When booking a flight from Pennsylvania to Chicago consider choosing ANA (91%), Scandinavian Airlines (87%) or Copa Airlines (84%) as they are the most reliable in getting you off to your destination on time.

What are the cheapest flights from Pennsylvania to Chicago?

On average you can expect to pay $360 for a flight from Pennsylvania to Chicago. The cheapest flight overall is $89 while the most popular route, (Philadelphia - Chicago O'Hare Intl) is currently priced at $109.

Departure points for flights from Pennsylvania to Chicago

Select to see more specific information for flights to Chicago from all departure points in Pennsylvania

Top 6 airlines flying from Pennsylvania to Chicago

The chart below displays the airlines Cheapflights users traveling from Pennsylvania to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$13Average$23FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
FrontierCheapest$38Average$171FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
Spirit AirlinesCheapest$39Average$112FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
DeltaCheapest$75Average$346FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
United AirlinesCheapest$97Average$312FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
American AirlinesCheapest$97Average$320FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights

Hourly flight availability from Pennsylvania to Chicago

See what time of day planes typically take off from Pennsylvania to Chicago
21%of flight departuresEarly morningMidnight to 6 am
48%of flight departuresMorning6 am to noon
30%of flight departuresAfternoonNoon to 6 pm
1%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM