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

PHL — CHI
Oct 4 — Oct 111

The best prices from Philadelphia to Chicago are usually found in October or September, booked 34 days in advance, depart on a Saturday or Wednesday 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 2022: compare Philadelphia to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

PHL - CHI

Price

$200 - $321

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inMayHigh demand for flights, 19% potential price rise
Cheapest inOctoberBest time to find cheap flights, 23% potential price drop
Round-trip from$200From Philadelphia to Chicago (CHI)
One-way from$77One-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 31 days in advance, which can save you up to 40% on flights from Philadelphia to Chicago compared to booking the week you need them. Waiting 31 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 $263. For sooner than that we have options available in the next 3 days from $350.

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, October can be a great choice for travel to Chicago. Flights to Chicago from Philadelphia in October are about $260 on average during October, but can be found for as low as $117.

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 September, October 2022

The best prices found for PHL to CHI flights for September, October
Oct 25 - Oct 26
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 19m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$79

Frontier

Pick Dates

Deal found 9/29/22

Oct 29 - Nov 5
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 19m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$88

Frontier

Pick Dates

Deal found 9/29/22

Oct 18 - Oct 25
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 19m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$89

Frontier

Pick Dates

Deal found 9/28/22

Philadelphia to Chicago 2022 flight deals

Cheap flights to Chicago from Philadelphia found for this year
Oct 25 - Oct 26
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 19m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$79

Frontier

Pick Dates

Deal found 9/29/22

Oct 29 - Nov 5
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 19m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$88

Frontier

Pick Dates

Deal found 9/29/22

Oct 18 - Oct 25
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 19m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$89

Frontier

Pick Dates

Deal found 9/28/22

Cheap United Airlines flights from Philadelphia to Chicago

Oct 5 - Oct 5
PHL

Philadelphia

ORD

Chicago O'Hare Intl

Nonstop

2h 16m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

Nonstop

2h 01m
$138

United Airlines

Pick Dates

Deal found 9/27/22

Oct 26 - Nov 2
PHL

Philadelphia

ORD

Chicago O'Hare Intl

Nonstop

2h 17m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

1 stop

5h 24m
$147

United Airlines

Pick Dates

Deal found 9/27/22

Oct 26 - Oct 29
PHL

Philadelphia

ORD

Chicago O'Hare Intl

Nonstop

2h 22m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

Nonstop

2h 01m
$148

United Airlines

Pick Dates

Deal found 9/27/22

  • If you’re traveling from Philadelphia to Chicago, one of the more common airlines traveling that route is United Airlines. Flights from United Airlines traveling this route typically cost $394.07 RT. This price is typically 35% more expensive than other airlines that offer Philadelphia to Chicago flights. When booking this route, the cheapest RT price found was $262. The most popular departure airport in Philadelphia when flying to Chicago is Philadelphia Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from Philadelphia to Chicago, United Airlines flights are 24% more popular than any other airline flying that same route.

Cheap Spirit Airlines flights from Philadelphia to Chicago

Oct 25 - Oct 26
PHL

Philadelphia

ORD

Chicago O'Hare Intl

1 stop

13h 33m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

1 stop

5h 19m
$144

Spirit Airlines

Pick Dates

Deal found 9/27/22

Dec 1 - Dec 6
PHL

Philadelphia

ORD

Chicago O'Hare Intl

1 stop

18h 23m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

1 stop

9h 03m
$159

Spirit Airlines

Pick Dates

Deal found 9/26/22

Nov 8 - Nov 11
PHL

Philadelphia

ORD

Chicago O'Hare Intl

1 stop

16h 24m
ORD

Chicago O'Hare Intl

PHL

Philadelphia

1 stop

5h 38m
$169

Spirit Airlines

Pick Dates

Deal found 9/28/22

  • 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 46% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $314.92 RT. The cheapest Spirit Airlines flight found for this route was $118. 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 23% 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
Oct 25 - Oct 26
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 19m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$79

Frontier

Pick Dates

Deal found 9/29/22

Oct 29 - Nov 5
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 19m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$88

Frontier

Pick Dates

Deal found 9/29/22

Oct 18 - Oct 25
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 19m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$89

Frontier

Pick Dates

Deal found 9/28/22

Last minute flights from Philadelphia to Chicago

Late deals on return flights to Chicago from Philadelphia, departing today and this week
Oct 4 - Oct 4
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 12m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$99

Frontier

Pick Dates

Deal found 9/26/22

Oct 4 - Oct 5
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 12m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$104

Frontier

Pick Dates

Deal found 9/27/22

Oct 4 - Oct 11
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 12m
MDW

Chicago Midway

PHL

Philadelphia

Nonstop

1h 55m
$108

Frontier

Pick Dates

Deal found 9/27/22

One-way flights to Chicago from Philadelphia

The cheapest one-way flights from Philadelphia to Chicago
Oct 25
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 19m
$40

Frontier

Pick Dates

Deal found 9/29/22

Oct 11
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 19m
$44

Frontier

Pick Dates

Deal found 9/27/22

Oct 5
PHL

Philadelphia

MDW

Chicago Midway

Nonstop

2h 19m
$50

Frontier

Pick Dates

Deal found 9/27/22

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 32 outbound flights to Chicago per day from 10 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 $79, but on average you can expect to pay $105.

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 $105.

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: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

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

34 flight departures from Philadelphia to Chicago per day on average.
Early Morning (Midnight to 6am) - 21% of flight departures
Morning (6am - Noon) - 44% of flight departures
Afternoon (Noon - 6pm) - 32% of flight departures
Evening (6pm - Midnight) - 3% of flight departures

How long is the flight from Philadelphia to Chicago?

Departing from Philadelphia to Chicago will take you 2h 19m. There are 680 mi between Philadelphia and Chicago. All flights are typically nonstop.

What is the cheapest airline to fly 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 $79 on this airline. You may be able to fly from Philadelphia to Chicago for 69% less than the average price by searching for this airline.

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

The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $40. However, be on the lookout for offers from United Airlines and Spirit Airlines, as they are both options that can get you from Philadelphia to Chicago for a low price.

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: Undisclosed Carrier, American Airlines or Alaska Airlines.

What are the most reliable airlines from Philadelphia to Chicago?

The top 3 most reliable airlines when flying from Philadelphia to Chicago are ANA (88%), Copa Airlines (87%) and Air New Zealand (83%).

What are the cheapest flights from Philadelphia to Chicago?

The cheapest flight price from Philadelphia to Chicago is $79. On average you can expect to pay $357. The most popular route, (Philadelphia - Chicago O'Hare Intl), can usually be booked for $137.

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$174FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
Spirit AirlinesCheapest$60Average$169FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
DeltaCheapest$67Average$282FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
United AirlinesCheapest$118Average$315FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
American AirlinesCheapest$135Average$337FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights

Hourly flight availability from Philadelphia to Chicago

See what time of day planes typically take off from Philadelphia to Chicago
15%of flight departuresEarly morningMidnight to 6 am
39%of flight departuresMorning6 am to noon
44%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
Sunday22daily flights
Monday44daily flights
Tuesday36daily flights
Wednesday48daily flights
Thursday33daily flights
Friday25daily flights
Saturday18daily flights