Cheap flights from Philadelphia (PHL) to Chicago (CHI)

PHL — CHI
Feb 4 — Feb 111

The best prices from Philadelphia to Chicago are usually found in January or February, booked 38 days in advance, depart on a Saturday or Tuesday and return on a Saturday

How to find the cheapest flight from Philadelphia (PHL) to Chicago (CHI)

All the information you need to plan the best PHL to CHI flight in 2023: compare Philadelphia to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

PHL - CHI

Price

$217 - $321

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inMayHigh demand for flights, 18% potential price rise
Cheapest inJanuaryBest time to find cheap flights, 18% potential price drop
Round-trip from$217From Philadelphia to Chicago (CHI)
One-way from$59One-way flight from Philadelphia to Chicago (CHI)

What is the cheapest day to fly round-trip from Philadelphia to Chicago?

It’s generally more expensive to depart on a Friday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

How far in advance should I book a flight from Philadelphia 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 21% on flights from Philadelphia 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 $262. For sooner than that we have options available in the next 3 days from $310.

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

Due to multiple factors, expect to potentially pay more when booking in May. For low rates, January can be a great choice for travel to Chicago. Flights to Chicago from Philadelphia in January are about $264 on average during January, but can be found for as low as $168.

When is the cheapest time to fly from Philadelphia to Chicago (PHL - CHI)?

It’s optimal to fly from Philadelphia to Chicago in the evening. By choosing this option you can save up to 33% on the cost of your flight, compared to a flight at noon.

Cheap flights from Philadelphia to Chicago in January, February 2023

The best prices found for PHL to CHI flights for January, February
Feb 21 - Feb 22
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 58m
$40

Frontier

Pick Dates

Deal found 1/28

Feb 21 - Feb 25
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 58m
$49

Frontier

Pick Dates

Deal found 1/28

Feb 19 - Feb 21
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 58m
$50

Frontier

Pick Dates

Deal found 1/28

Philadelphia to Chicago 2023 flight deals

Cheap flights to Chicago from Philadelphia found for this year
Feb 21 - Feb 22
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 58m
$40

Frontier

Pick Dates

Deal found 1/28

Feb 21 - Feb 25
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 58m
$49

Frontier

Pick Dates

Deal found 1/28

Feb 19 - Feb 21
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 58m
$50

Frontier

Pick Dates

Deal found 1/28

Cheap Spirit Airlines flights from Philadelphia to Chicago

Feb 18 - Feb 21
PHL

Philadelphia

ORD

Chicago O'Hare Intl

1 stop

9h 25m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

1 stop

8h 12m
$94

Spirit Airlines

Pick Dates

Deal found 1/28

Mar 1 - Mar 7
PHL

Philadelphia

ORD

Chicago O'Hare Intl

1 stop

10h 11m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

1 stop

5h 02m
$96

Spirit Airlines

Pick Dates

Deal found 1/28

Feb 11 - Feb 18
PHL

Philadelphia

ORD

Chicago O'Hare Intl

1 stop

10h 11m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

1 stop

5h 02m
$97

Spirit Airlines

Pick Dates

Deal found 1/28

  • If you’re traveling from Philadelphia to Chicago, one of the more common airlines traveling that route is Spirit Airlines. Philadelphia to Chicago flights are typically 30% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $310.20 RT. The cheapest Spirit Airlines flight found for this route was $152. When traveling from Philadelphia to Chicago on Spirit Airlines, the most popular airport to depart from is Philadelphia Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from Philadelphia to Chicago, Spirit Airlines flights are 29% more popular than any other airline flying that same route.

Cheap Frontier flights from Philadelphia to Chicago

Feb 21 - Feb 22
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 58m
$40

Frontier

Pick Dates

Deal found 1/28

Feb 21 - Feb 25
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 58m
$49

Frontier

Pick Dates

Deal found 1/28

Feb 19 - Feb 21
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 58m
$50

Frontier

Pick Dates

Deal found 1/28

  • One of the most popular airlines traveling from Philadelphia to Chicago is Frontier. Flights from Frontier traveling this route typically cost $350.45 RT. This price is typically 11% cheaper than other airlines that offer Philadelphia to Chicago flights. When booking this route, the cheapest RT price found was $161. Philadelphia Airport is the most common Philadelphia airport to take off from when flying to Chicago. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago. When flying from Philadelphia to Chicago, Frontier flights are 25% more popular than any other airline flying that same route.

Non-stop flights to Chicago from Philadelphia

Save time with Philadelphia to Chicago direct flight deals
Feb 21 - Feb 22
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 58m
$40

Frontier

Pick Dates

Deal found 1/28

Feb 21 - Feb 25
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 58m
$49

Frontier

Pick Dates

Deal found 1/28

Feb 19 - Feb 21
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 58m
$50

Frontier

Pick Dates

Deal found 1/28

Last minute flights from Philadelphia to Chicago

Late deals on return flights to Chicago from Philadelphia, departing today and this week
Feb 7 - Feb 8
PHL

Philadelphia

MDW

Chicago Midway

1 stop

9h 24m
MDW

Chicago Midway

PHL

Philadelphia

1 stop

5h 18m
$90

Frontier

Pick Dates

Deal found 1/30

Feb 8 - Feb 13
PHL

Philadelphia

MDW

Chicago Midway

1 stop

9h 24m
MDW

Chicago Midway

PHL

Philadelphia

1 stop

7h 04m
$104

Frontier

Pick Dates

Deal found 1/28

Feb 7 - Feb 8
PHL

Philadelphia

ORD

Chicago O'Hare Intl

1 stop

6h 32m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

1 stop

13h 53m
$105

Multiple Airlines

Pick Dates

Deal found 1/27

One-way flights to Chicago from Philadelphia

The cheapest one-way flights from Philadelphia to Chicago
Feb 22
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
$24

Frontier

Pick Dates

Deal found 1/27

Feb 16
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
$31

Frontier

Pick Dates

Deal found 1/27

Feb 27
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 24m
$41

Frontier

Pick Dates

Deal found 1/28

Reviews of Airlines Servicing Chicago

United Airlines
7.6
Good
1,165 reviews

Entertainment

7.1

Boarding

7.8

Crew

8.2

Comfort

7.4

Food

6.8

Overall

7.6

Reviews

1 / 10

None of the movies would play on my phone or computer.

United Airlines
7.6
Good
1,165 reviews
United Airlines
7.6
Good
1,165 reviews

Entertainment

7.1

Boarding

7.8

Crew

8.2

Comfort

7.4

Food

6.8

Overall

7.6

Reviews

1 / 10

None of the movies would play on my phone or computer.

Spirit Airlines
6.9
Okay
714 reviews
United Airlines
7.6
Good
1,165 reviews

Entertainment

7.1

Boarding

7.8

Crew

8.2

Comfort

7.4

Food

6.8

Overall

7.6

Reviews

1 / 10

None of the movies would play on my phone or computer.

Frontier
6.1
Okay
536 reviews
United Airlines
7.6
Good
1,165 reviews

Entertainment

7.1

Boarding

7.8

Crew

8.2

Comfort

7.4

Food

6.8

Overall

7.6

Reviews

1 / 10

None of the movies would play on my phone or computer.

Related info for your journey

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

What airport do you fly from for flights from Philadelphia to Chicago?

Most people fly from Philadelphia (PHL) if they book a flight from Philadelphia to Chicago. On average, Philadelphia has 36 outbound flights to Chicago per day from 7 airlines. Philadelphia is conveniently located just 7.0 mi from Philadelphia’s city center.

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

Some of the carriers operating flights from Philadelphia 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 Philadelphia to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Philadelphia to Chicago for under $100. The cheapest flight booked recently is on Frontier for just $40, but on average you can expect to pay $66.

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

Cheapflights has at least 20 direct flights from Philadelphia to Chicago under $100. A good price for a nonstop flight from Philadelphia to Chicago is less than $66.

Are there last-minute flights available from Philadelphia to Chicago for under $100?

There are currently 20+ open flights from Philadelphia to Chicago within the next 7 days for less than $100.

What days are nonstop flights available from Philadelphia to Chicago?

Days when nonstop flights are available for this flight are: Monday, Tuesday, Wednesday, Thursday.

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

5 flight departures from Philadelphia to Chicago per day on average.
Morning (6am - Noon) - 80% of flight departures
Afternoon (Noon - 6pm) - 20% of flight departures

How long is the flight from Philadelphia to Chicago?

Departing from Philadelphia to Chicago will take you 2h 24m. There are 680 mi between Philadelphia and Chicago. This flight may include one or multiple stops.

What are the cheapest airlines flying from Philadelphia to Chicago round-trip?

Our cheapest airline available from Philadelphia to Chicago is Frontier. Our recent data shows that you can find tickets from as low as $40 on this airline. An additional option worth looking into is Spirit Airlines, starting at $94. You may be able to fly from Philadelphia to Chicago for 84% less than the average price by searching for these airlines.

What are the most popular routes from Philadelphia to Chicago?

Most travelers choose Philadelphia - Chicago O'Hare Intl, Philadelphia - Chicago Midway or Philadelphia - Chicago Greater Rockford when deciding on the best route from Philadelphia to Chicago.

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

Before booking your flight from Philadelphia to Chicago check out the most popular airlines for this route: American Airlines, Delta or Frontier.

What are the most reliable airlines from Philadelphia to Chicago?

The top 3 most reliable airlines when flying from Philadelphia to Chicago are Republic Airways (96%), ANA (91%) and United Airlines (89%).

What are the cheapest flights from Philadelphia to Chicago?

The cheapest flight price from Philadelphia to Chicago is $83. On average you can expect to pay $430. The most popular route, (Philadelphia - Chicago O'Hare Intl), can usually be booked for $97.

Alternative routes for Philadelphia to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Philadelphia to Chicago

The chart below displays the airlines Cheapflights users traveling from Philadelphia 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$14Average$21FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
FrontierCheapest$38Average$171FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
Spirit AirlinesCheapest$102Average$168FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
United AirlinesCheapest$152Average$310FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
American AirlinesCheapest$161Average$350FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
DeltaCheapest$177Average$330FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights

Hourly flight availability from Philadelphia to Chicago

See what time of day planes typically take off from Philadelphia to Chicago
11%of flight departuresEarly morningMidnight to 6 am
36%of flight departuresMorning6 am to noon
51%of flight departuresAfternoonNoon to 6 pm
2%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Philadelphia to Chicago

See how many times per day planes take to the skies headed from Philadelphia to Chicago
Sunday37daily flights
Monday42daily flights
Tuesday34daily flights
Wednesday40daily flights
Thursday37daily flights
Friday34daily flights
Saturday28daily flights
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.