What percentage of Chicago to Philadelphia flights are direct?

In the trailing 90 days, approximately 44.8% of flights from Chicago to Philadelphia have been direct. For journeys that include stopovers, the median number of stopovers has been 2. This indicates that while direct flights are available, a significant portion of routes involve connections. Travelers should consider this when planning their journey and evaluating flight options.

How many hours is the flight from Chicago to Philadelphia?

The typical direct flight from Chicago to Philadelphia has a median duration of 2 hours and 19 minutes. For flights with one stop, the median duration is considerably longer, averaging 12 hours and 2 minutes. The distance covered on this route is approximately 1088 kilometers. Travelers should factor in these differing flight times when choosing between direct and connecting options.

How often do cheap flights from Chicago to Philadelphia come up?

Historically, cheap flights from Chicago to Philadelphia come up frequently. This route is considered to have a consistent availability of deals across the trailing quarter. Travelers can often find favorable prices for this destination. The frequent appearance of deals suggests that opportunities for good value flights are common.

Flights From Chicago

To Philadelphia

Cheap Flights from Chicago to Philadelphia

Browse current best options from Chicago. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Chicago

RatePunk searches hundreds of travel sites at once for deals on flights to Philadelphia

Prices updated 1 day ago

461 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Sep 14, 2026.)

Today’s best flight deals from Chicago to Philadelphia

Explore current cheapest deals departing from Chicago to Philadelphia

2026-10-10 – 2026-10-17
CHI - Philadelphia
76% AI deal score
$103
$57
Round trip
2026-10-24 – 2026-10-26
CHI - Philadelphia
75% AI deal score
$109
$61
Round trip
2026-10-29 – 2026-10-30
CHI - Philadelphia
73% AI deal score
$109
$69
Round trip
2026-10-15 – 2026-10-17
CHI - Philadelphia
72% AI deal score
$110
$72
Round trip
2026-10-10 – 2026-10-26
CHI - Philadelphia
49% AI deal score
$88
$72
Round trip
2026-10-10 – 2026-10-19
CHI - Philadelphia
70% AI deal score
$97
$72
Round trip
2026-10-10 – 2026-11-09
CHI - Philadelphia
48% AI deal score
$86
$72
Round trip
2026-10-24 – 2026-11-02
CHI - Philadelphia
70% AI deal score
$97
$72
Round trip
2026-10-24 – 2026-11-09
CHI - Philadelphia
49% AI deal score
$88
$72
Round trip
2026-10-10 – 2026-11-02
CHI - Philadelphia
48% AI deal score
$86
$72
Round trip

Chicago to Philadelphia: Overview

Insights for flights from Chicago to Philadelphia

Flights from Chicago to Philadelphia typically span a distance of 1088 kilometers, classifying this as a short-haul route. For travelers seeking cheap flights from Chicago to Philadelphia, fares generally range from $158–$577, with a median price of $326. Right now, current fares are significantly above the typical level, and approximately 14% of recent fares were classified as a good price. New deals appear almost daily, offering frequent opportunities to find better prices.

When is the cheapest time to fly from Chicago to Philadelphia? The most affordable months to fly are typically November and October, both with a median fare of $124. Following closely is April, where the median fare is around $144. Planning your trip during these months could lead to substantial savings on your journey.

Regarding direct flights from Chicago to Philadelphia, 44.8% of recent itineraries are non-stop, indicating that a meaningful share are non-stop, while the rest connect once. For those itineraries that do involve connections, the typical number of stopovers is 2. This means you have a good chance of finding a direct flight, but connecting options are also prevalent.

How long is the flight from Chicago to Philadelphia? A typical journey from Chicago to Philadelphia, including connections, takes approximately 2h 19m. Non-stop flights also have a median duration of 2h 19m. However, for itineraries that include connecting flights, the median journey time extends significantly to 16h 50m. This difference highlights the convenience of direct routes for this particular journey.

How much is a round trip from Chicago to Philadelphia

Regular price: $222 - $315

Prices for flights from Chicago to Philadelphia are currently below the regular range.

The regular price range for this route is $222 to $315. The current lowest deal is $197 with Frontier Airlines, for travel from Sep 29-Sep 30.

now $197

Low $222

High $315

The cheapest time to fly from Chicago to Philadelphia

The cheapest month to fly from Chicago to Philadelphia is November, with a median price of $124. The most expensive month is July, with a median price of $522. Prices are generally lower from January to November.

November

Cheapest

Flights from $124

July

Most Expensive

Flights from $522

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Philadelphia

Frontier Airlines

Last-minute flights going from Chicago to Philadelphia

Tue, Sep 15

⌛ Last-Minute

ORD - Philadelphia

Chicago (ORD) - Philadelphia (PHL)

Frontier Airlines

$519

$316

One-way

Tue, Sep 15

⌛ Last-Minute

ORD - Philadelphia

Chicago (ORD) - Philadelphia (PHL)

Frontier Airlines

$509

$326

One-way

Tue, Sep 15

⌛ Last-Minute

ORD - Philadelphia

Chicago (ORD) - Philadelphia (PHL)

Frontier Airlines

$516

$328

One-way

Wed, Sep 16

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$441

$298

One-way

Wed, Sep 16

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$439

$300

One-way

Wed, Sep 16

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$434

$314

One-way

Biggest price drops on these dates for flights from Chicago to Philadelphia

4 nights

Nov 13 - Nov 17

$289 → $114

60%

2 nights

Nov 14 - Nov 16

$289 → $119

59%

6 nights

Nov 10 - Nov 16

$274 → $109

60%

1 night

Nov 13 - Nov 14

$288 → $126

56%

Popular Airports to fly from Chicago to Philadelphia

Chicago - Philadelphia route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Chicago to Philadelphia are below the typical level at $197.

📅 Best time to fly

Cheapest months are November and October

Historically, November and October are the cheapest months to fly, with median prices around $124.

⏱️ Flight duration

Direct flights average 2h 19m

Direct flights from Chicago to Philadelphia typically take 2h 19m, while connecting flights take 16h 50m.

✈️ Airlines & availability

Approximately 45% of flights are direct

Historically, about 45% of flights on this route are direct, with connecting flights having 2 stopovers.

🏆 Airline highlight

Frontier Airlines offers direct flights

Frontier Airlines provides direct flight options on the Chicago to Philadelphia route.

🎯 Booking tip

Deals appear frequently

Deals for flights from Chicago to Philadelphia appear frequently, typically within a 30-day window.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International Airport offers a wide range of flights from Chicago to Philadelphia.

📍 ~25 km from Chicago city center (reachable by car or train).

💸 Flights from ~$133

Philadelphia main airports to arrive at

Philadelphia International (PHL)

Cheapest

Philadelphia International Airport is a good option for flights from Chicago to Philadelphia.

📍 ~11 km from Philadelphia (reachable by car)

💸 Flights from ~$136

Airports nearby Philadelphia used as alternative

Newark Liberty International (EWR)

Newark Liberty International offers a vast network of domestic and global destinations, often with competitive pricing.

📍 ~135 km from Philadelphia (reachable by train)

💸 Flights from ~$233

Business & First Class Flight Deals to Philadelphia

Discover luxury on the budget with premium cabin class on flights from Chicago to Philadelphia.

Elite

Best Elite deals to Philadelphia

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From ORD

Elite

Sep 15

Philadelphia, United States

73% AI deal score

$1,000

$695

Save $305

United Airlines

Business Class

From ORD

Elite

Sep 16

Philadelphia, United States

68% AI deal score

$866

$695

Save $171

United Airlines

Business Class

From ORD

Elite

Dec 05

Philadelphia, United States

67% AI deal score

$2,921

$2,092

Save $829

Air Canada, +1

Business Class

From ORD

Elite

Dec 03

Philadelphia, United States

67% AI deal score

$2,921

$2,094

Save $827

Air Canada, +1

Business Class

From ORD

Elite

Dec 05

Philadelphia, United States

66% AI deal score

$2,844

$2,092

Save $752

Air Canada, +1

Business Class

From ORD

Elite

Dec 03

Philadelphia, United States

66% AI deal score

$2,771

$2,094

Save $677

Air Canada, +1

Business Class

From ORD

Elite

Dec 03

Philadelphia, United States

66% AI deal score

$2,754

$2,094

Save $660

Air Canada, +1

Business Class

From ORD

Elite

Dec 06

Philadelphia, United States

66% AI deal score

$3,008

$2,207

Save $801

Air Canada, +1

Business Class

From ORD

Elite

Sep 17

Philadelphia, United States

66% AI deal score

$3,324

$2,572

Save $752

Aeroméxico, +1

Business Class

From ORD

Elite

Nov 24

Philadelphia, United States

66% AI deal score

$675

$589

Save $86

United Airlines

Business Class

From ORD

Elite

Nov 29

Philadelphia, United States

65% AI deal score

$2,617

$2,097

Save $520

Air Canada, +1

Business Class

From ORD

Elite

Nov 29

Philadelphia, United States

65% AI deal score

$2,627

$2,097

Save $530

Air Canada, +1

Business Class

Frequently Asked Questions About Flights to Philadelphia

Historically, booking flights from Chicago to Philadelphia 60+ days in advance typically yields the lowest average prices, around $299. Prices tend to increase as the departure date approaches. For instance, flights booked 28-59 days out average around $344, while those booked within 0-6 days of departure can average as high as $729. Planning ahead by at least two months can result in significant savings on this route.

Based on historical data across the trailing quarter, a good price for a flight from Chicago to Philadelphia is considered to be $158 or less. The median price for this route has been $326. Prices can vary, with 75% of observed prices being $577 or less. Aiming for a price at or below $158 could indicate a favorable deal.

Historically, November and October have been the cheapest months to fly from Chicago to Philadelphia, both with a median price of $124. April also offers a relatively low median price of $144. These months are typically more affordable compared to the annual median price of $326 for this route. Travelers looking for the best value might consider planning their trips during these times.

Related routes

More routes from Chicago

Flights from Chicago to Phoenix Flights from Chicago to Pittsburgh Flights from Chicago to Prague Flights from Chicago to Puerto Vallarta Flights from Chicago to Pune Flights from Chicago to Punta Cana Flights from Chicago to Raleigh Flights from Chicago to Reno Flights from Chicago to Reykjavik Flights from Chicago to Rome Flights from Chicago to San Antonio Flights from Chicago to San Diego

Flights to Philadelphia from other cities

Flights from Charleston to Philadelphia Flights from Charlotte to Philadelphia Flights from Cleveland to Philadelphia Flights from Dallas to Philadelphia Flights from Denver to Philadelphia Flights from Detroit to Philadelphia Flights from Fort Lauderdale to Philadelphia Flights from Fort Myers to Philadelphia Flights from Houston to Philadelphia Flights from Indianapolis to Philadelphia Flights from Jacksonville to Philadelphia Flights from Los Angeles to Philadelphia

Chicago to Philadelphia: Overview

Insights for flights from Chicago to Philadelphia

How much is a round trip from Chicago to Philadelphia

Regular price: $222 - $315

Prices for flights from Chicago to Philadelphia are currently below the regular range.

The regular price range for this route is $222 to $315. The current lowest deal is $197 with Frontier Airlines, for travel from Sep 29-Sep 30.

now $197

Low $222

High $315

The cheapest time to fly from Chicago to Philadelphia

November

Cheapest

Flights from $124

July

Most Expensive

Flights from $522

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Philadelphia

Frontier Airlines

Last-minute flights going from Chicago to Philadelphia

Tue, Sep 15

⌛ Last-Minute

ORD - Philadelphia

Chicago (ORD) - Philadelphia (PHL)

Frontier Airlines

$519

$316

One-way

Tue, Sep 15

⌛ Last-Minute

ORD - Philadelphia

Chicago (ORD) - Philadelphia (PHL)

Frontier Airlines

$509

$326

One-way

Tue, Sep 15

⌛ Last-Minute

ORD - Philadelphia

Chicago (ORD) - Philadelphia (PHL)

Frontier Airlines

$516

$328

One-way

Wed, Sep 16

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$441

$298

One-way

Wed, Sep 16

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$439

$300

One-way

Wed, Sep 16

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$434

$314

One-way

Biggest price drops on these dates for flights from Chicago to Philadelphia

4 nights

Nov 13 - Nov 17

$289 → $114

60%

2 nights

Nov 14 - Nov 16

$289 → $119

59%

6 nights

Nov 10 - Nov 16

$274 → $109

60%

1 night

Nov 13 - Nov 14

$288 → $126

56%

Popular Airports to fly from Chicago to Philadelphia

Chicago - Philadelphia route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Chicago to Philadelphia are below the typical level at $197.

📅 Best time to fly

Cheapest months are November and October

Historically, November and October are the cheapest months to fly, with median prices around $124.

⏱️ Flight duration

Direct flights average 2h 19m

Direct flights from Chicago to Philadelphia typically take 2h 19m, while connecting flights take 16h 50m.

✈️ Airlines & availability

Approximately 45% of flights are direct

Historically, about 45% of flights on this route are direct, with connecting flights having 2 stopovers.

🏆 Airline highlight

Frontier Airlines offers direct flights

Frontier Airlines provides direct flight options on the Chicago to Philadelphia route.

🎯 Booking tip

Deals appear frequently

Deals for flights from Chicago to Philadelphia appear frequently, typically within a 30-day window.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International Airport offers a wide range of flights from Chicago to Philadelphia.

📍 ~25 km from Chicago city center (reachable by car or train).

💸 Flights from ~$133

Philadelphia main airports to arrive at

Philadelphia International (PHL)

Cheapest

Philadelphia International Airport is a good option for flights from Chicago to Philadelphia.

📍 ~11 km from Philadelphia (reachable by car)

💸 Flights from ~$136

Airports nearby Philadelphia used as alternative

Newark Liberty International (EWR)

Newark Liberty International offers a vast network of domestic and global destinations, often with competitive pricing.

Philadelphia, United States

65% AI deal score

$2,627

$2,097

Save $530

Air Canada, +1

Business Class

Frequently Asked Questions About Flights to Philadelphia

Cheap Flights from Chicago to Philadelphia

Today’s best flight deals from Chicago to Philadelphia

Chicago to Philadelphia: Overview

Insights for flights from Chicago to Philadelphia

How much is a round trip from Chicago to Philadelphia

The cheapest time to fly from Chicago to Philadelphia

Direct flights from Chicago to Philadelphia

Last-minute flights going from Chicago to Philadelphia

Biggest price drops on these dates for flights from Chicago to Philadelphia

Popular Airports to fly from Chicago to Philadelphia

Chicago - Philadelphia route insights

Recent fares are below the typical level

Cheapest months are November and October

Direct flights average 2h 19m

Approximately 45% of flights are direct

Frontier Airlines offers direct flights

Deals appear frequently

Chicago main airports to depart from

Philadelphia main airports to arrive at

Airports nearby Philadelphia used as alternative

Business & First Class Flight Deals to Philadelphia

Best Elite deals to Philadelphia

Sep 15

Sep 16

Dec 05

Dec 03

Dec 05

Dec 03

Dec 03

Dec 06

Sep 17

Nov 24

Nov 29

Nov 29

Frequently Asked Questions About Flights to Philadelphia

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

What is a good price for a flight from Chicago to Philadelphia?

What's the cheapest month to fly from Chicago to Philadelphia?

What percentage of Chicago to Philadelphia flights are direct?

How many hours is the flight from Chicago to Philadelphia?

How often do cheap flights from Chicago to Philadelphia come up?

Related routes

More routes from Chicago

Flights to Philadelphia from other cities

Chicago to Philadelphia: Overview

Insights for flights from Chicago to Philadelphia

How much is a round trip from Chicago to Philadelphia

The cheapest time to fly from Chicago to Philadelphia

Direct flights from Chicago to Philadelphia

Last-minute flights going from Chicago to Philadelphia

Biggest price drops on these dates for flights from Chicago to Philadelphia

Popular Airports to fly from Chicago to Philadelphia

Chicago - Philadelphia route insights

Recent fares are below the typical level

Cheapest months are November and October

Direct flights average 2h 19m

Approximately 45% of flights are direct

Frontier Airlines offers direct flights

Deals appear frequently

Chicago main airports to depart from

Philadelphia main airports to arrive at

Airports nearby Philadelphia used as alternative

Business & First Class Flight Deals to Philadelphia

Best Elite deals to Philadelphia

Sep 15

Sep 16

Dec 05

Dec 03

Dec 05

Dec 03

Dec 03

Dec 06

Sep 17

Nov 24

Nov 29

Nov 29

Frequently Asked Questions About Flights to Philadelphia

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

What is a good price for a flight from Chicago to Philadelphia?

What's the cheapest month to fly from Chicago to Philadelphia?