What percentage of Chicago to Philadelphia flights are direct?

Across the trailing 90 days, approximately 44.8% of flights from Chicago to Philadelphia have been direct. For flights that include stopovers, the median number of stopovers is typically 2. This means that while direct options are available, a significant portion of flights on this route involve at least one connection.

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. This covers an approximate distance of 1088 kilometers. Flights with one stopover, however, take considerably longer, with a median duration of 12 hours and 2 minutes. Travelers should consider these differences when planning their journey.

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

Historically, cheap flights from Chicago to Philadelphia come up frequently. This route is classified as offering frequent opportunities for lower-priced fares. This trend has been observed consistently over a 30-day window, suggesting that travelers often have access to competitive pricing for this destination.

Flights From Chicago

To Philadelphia

Cheap Flights from Chicago to Philadelphia

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Deals from

Chicago

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

Prices updated 2 days ago

405 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Jul 26, 2026.)

Today’s best flight deals from Chicago to Philadelphia

Explore current cheapest deals departing from Chicago to Philadelphia

2026-10-29 – 2026-11-16
CHI - Philadelphia
43% AI deal score
$100
$98
Round trip
2026-11-05 – 2026-11-16
CHI - Philadelphia
72% AI deal score
$156
$98
Round trip
2026-11-02 – 2026-11-16
CHI - Philadelphia
72% AI deal score
$154
$98
Round trip
2026-10-26 – 2026-11-16
CHI - Philadelphia
42% AI deal score
$98
$98
Round trip
2026-10-22 – 2026-11-16
CHI - Philadelphia
42% AI deal score
$96
$98
Round trip
2026-10-19 – 2026-11-16
CHI - Philadelphia
42% AI deal score
$96
$98
Round trip
2026-11-12 – 2026-11-16
CHI - Philadelphia
75% AI deal score
$189
$99
Round trip
2026-11-13 – 2026-11-16
CHI - Philadelphia
72% AI deal score
$192
$116
Round trip
2026-11-06 – 2026-11-16
CHI - Philadelphia
50% AI deal score
$161
$116
Round trip
2026-08-20 – 2026-08-24
CHI - Philadelphia
42% AI deal score
$127
$125
Round trip

Chicago to Philadelphia: Overview

Insights for flights from Chicago to Philadelphia

Flights from Chicago to Philadelphia cover a distance of 1,088 kilometers, classifying this as a short-haul route. This means you can expect a relatively quick journey between these two cities. When looking for cheap flights from Chicago to Philadelphia, it's helpful to understand typical pricing trends.

Fares for this route typically range from $158–$577, with a median of $326. Right now, current fares are significantly above the typical level, and only 14% of recent fares were classified as a good price. New deals appear almost daily for this route, so setting up a price alert can help you track fluctuations.

If you are wondering when is the cheapest time to fly from Chicago to Philadelphia, the data indicates that November and October are the most affordable months, both with a median fare of $124. April also offers competitive pricing, with a median fare of $144.

For direct flights from Chicago to Philadelphia, a meaningful share of itineraries are non-stop, accounting for 44.8% of recent fares. For itineraries that include connections, the typical number of stopovers is 2.

A typical journey from Chicago to Philadelphia takes approximately 2h 19m, including connections. While non-stop flights also average 2h 19m, connecting itineraries can extend the travel time significantly, with a median of 16h 50m.

How much is a round trip from Chicago to Philadelphia

Regular price: $95 - $236

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

The regular price range for flights from Chicago to Philadelphia is between $95 and $236. The current lowest deal is $125 with Frontier Airlines, for travel from Aug 20-Aug 24.

now $125

Low $95

High $236

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

Mon, Jul 27

⌛ Last-Minute

ORD - Philadelphia

Chicago (ORD) - Philadelphia (PHL)

Frontier Airlines

$436

$283

One-way

Tue, Jul 28

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$458

$284

One-way

Tue, Jul 28

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$463

$305

One-way

Wed, Jul 29

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$463

$299

One-way

Wed, Jul 29

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$464

$357

One-way

Sat, Aug 1

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$382

$243

One-way

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

2 nights

Aug 1 - Aug 3

$458 → $246

46%

3 nights

Jul 28 - Jul 31

$458 → $284

38%

2 nights

Jul 29 - Jul 31

$463 → $299

35%

2 nights

Jul 28 - Jul 30

$463 → $305

34%

Popular Airports to fly from Chicago to Philadelphia

Chicago - Philadelphia route insights

💸 Price insights

Recent fares are above the typical level

Recent fares are above the typical level for Chicago to Philadelphia flights.

📅 Best time to fly

November is historically the cheapest month

Historically, November and October offer the lowest median prices for this route at $124.

⏱️ Flight duration

Direct flights average 2h 19m

Direct flights from Chicago to Philadelphia typically take 2 hours and 19 minutes.

✈️ Airlines & availability

Mixed availability of direct flights

Approximately 44.8% of recent flights on this route are direct.

🏆 Airline highlight

Frontier Airlines offers direct flights

Frontier Airlines is one of the carriers providing direct flights on this route.

🎯 Booking tip

Deals are frequent on this route

Deals for flights from Chicago to Philadelphia are frequently available.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International Airport offers a good option for flights from Chicago to Philadelphia.

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

💸 Flights from ~$65

Chicago Midway International (MDW)

Chicago Midway International Airport is an alternative for flights from Chicago to Philadelphia.

📍 ~14 km from Chicago city center (reachable by car or train).

💸 Flights from ~$155

Chicago Rockford International (RFD)

Chicago Rockford International Airport is another option for flights from Chicago to Philadelphia.

📍 ~126 km from Chicago city center (reachable by car).

💸 Flights from ~$199

Philadelphia main airports to arrive at

Philadelphia International (PHL)

Cheapest

Philadelphia International Airport is a convenient arrival choice for flights from Chicago to Philadelphia.

📍 ~11 km from Philadelphia (reachable by car, train, and bus)

💸 Flights from ~$65

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 rail)

💸 Flights from ~$156

Business & First Class Flight Deals to Philadelphia

67% AI deal score

$2,767

$1,963

Save $804

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 significantly closer to the departure date. For example, flights booked 7-13 days out average $693, while those booked 0-6 days before departure average $729. Planning ahead by at least 28-59 days can still offer a good average price of $344, compared to last-minute bookings.

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 during the same period was $326. Prices can go higher, with 75% of observed prices being $577 or less. Aiming for a price around $158 would put you in the lowest 25% of fares observed.

Historically, November and October have been the cheapest months to fly from Chicago to Philadelphia, both with a median price of $124. April also shows a relatively low median price of $144. The annual median price for this route is $326, indicating significant savings are possible by traveling in these months. These trends are observed across a 270-day window of historical data.

Related routes

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Flights to Philadelphia from other cities

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Chicago to Philadelphia: Overview

Insights for flights from Chicago to Philadelphia

How much is a round trip from Chicago to Philadelphia

Regular price: $95 - $236

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

The regular price range for flights from Chicago to Philadelphia is between $95 and $236. The current lowest deal is $125 with Frontier Airlines, for travel from Aug 20-Aug 24.

now $125

Low $95

High $236

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

Mon, Jul 27

⌛ Last-Minute

ORD - Philadelphia

Chicago (ORD) - Philadelphia (PHL)

Frontier Airlines

$436

$283

One-way

Tue, Jul 28

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$458

$284

One-way

Tue, Jul 28

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$463

$305

One-way

Wed, Jul 29

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$463

$299

One-way

Wed, Jul 29

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$464

$357

One-way

Sat, Aug 1

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$382

$243

One-way

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

2 nights

Aug 1 - Aug 3

$458 → $246

46%

3 nights

Jul 28 - Jul 31

$458 → $284

38%

2 nights

Jul 29 - Jul 31

$463 → $299

35%

2 nights

Jul 28 - Jul 30

$463 → $305

34%

Popular Airports to fly from Chicago to Philadelphia