To Philadelphia

Cheap Flights from Chicago to Philadelphia

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

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Chicago to Philadelphia

Explore current cheapest deals departing from Chicago to Philadelphia

Round trip

Sort by: Cheapest

August 6 - August 10

Cheapest

Earliest

ORD - Philadelphia

$122

$141

Round trip

August 13 - August 15

ORD - Philadelphia

$124

$147

Round trip

August 15 - August 17

ORD - Philadelphia

$123

$149

Round trip

August 14 - August 15

ORD - Philadelphia

$123

$151

Round trip

August 7 - August 8

ORD - Philadelphia

$124

$153

Round trip

September 25 - October 11

ORD - Philadelphia

$149

$153

Round trip

September 25 - October 25

ORD - Philadelphia

$147

$153

Round trip

September 5 - September 6

Best

ORD - Philadelphia

$162

$158

Round trip

October 22 - October 25

ORD - Philadelphia

$140

$159

Round trip

October 19 - October 25

ORD - Philadelphia

$135

$160

Round trip

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Route Intelligence — 486,190 Searches this Week

Insights for flights from Chicago to Philadelphia

Flights from Chicago to Philadelphia typically cost $118–$410, with a median of $178. Right now, fares are significantly above the typical level, indicating a less opportune time for booking. Currently, 0% of recent fares are classified as a good price, suggesting that finding cheap flights from Chicago to Philadelphia may require more flexibility or a longer search.

When considering 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. Following these, April also offers competitive pricing, with a median fare of $144. Planning your travel during these months could lead to substantial savings.

For travelers flying from Chicago to Philadelphia, a meaningful share of itineraries are non-stop, while the rest connect once. Specifically, 60.7% of recent fares are for direct flights from Chicago to Philadelphia. For itineraries that do include connections, the typical number of stopovers is 2.

A typical journey from Chicago to Philadelphia takes approximately 5h 7m including connections. This duration reflects the overall travel time, encompassing both direct flights and those with one or more stopovers. The total distance covered on this route is 1088 kilometers, classifying it as a short-haul flight.

How much is a round trip from Chicago to Philadelphia

Regular price: $91 - $227

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

The regular price range for this route is $91 to $227. The current lowest deal is $141 with Frontier Airlines, for travel from Aug 6-Aug 10.

now $141

Low $91

High $227

The cheapest time to fly from Chicago to Philadelphia

The cheapest month to fly from Chicago to Philadelphia is October, with a median price of $124. The most expensive month is December, with a median price of $327. Generally, prices are lower from January to November.

October

Cheapest

Flights from $124

December

Most Expensive

Flights from $327

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

Wed, Jun 17

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$397

$293

One-way

Wed, Jun 17

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$399

$310

One-way

Thu, Jun 18

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$403

$274

One-way

Thu, Jun 18

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$399

$293

One-way

Fri, Jun 19

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$404

$280

One-way

Fri, Jun 19

⌛ Last-Minute

MDW - Philadelphia

Chicago (MDW) - Philadelphia (PHL)

Frontier Airlines

$396

$284

One-way

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

3 nights

Nov 5 - Nov 8

$345 → $198

43%

4 nights

Nov 4 - Nov 8

$345 → $210

39%

2 nights

Jun 18 - Jun 20

$403 → $274

32%

7 nights

Nov 10 - Nov 17

$334 → $209

37%

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 the Chicago to Philadelphia route.

📅 Best time to fly

Fly in October or November for the best prices

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

⏱️ Flight duration

Direct flights take 5h 7m on average

The typical flight duration for this route is 5 hours and 7 minutes.

✈️ Airlines & availability

60.7% of deals are direct flights

Most deals for this route are direct, with connecting flights typically having 2 stopovers.

🏆 Airline highlight

Frontier Airlines offers direct flights

Frontier Airlines is one of the airlines that historically offers direct flights on this route.

🎯 Booking tip

Deals appear frequently for this route

Historically, deals for flights from Chicago to Philadelphia appear frequently.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

Depart from O'Hare for flights to Philadelphia, often with the cheapest fares available.

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

💸 Flights from ~$141

Chicago Midway International (MDW)

Consider Chicago Midway International for a convenient departure option to Philadelphia.

📍 ~15 km from Chicago city center (reachable by car or train).

💸 Flights from ~$205

Chicago Rockford International (RFD)

Chicago Rockford International offers another departure choice for your trip to Philadelphia.

📍 ~115 km from Chicago city center (reachable by car).

💸 Flights from ~$219

Philadelphia main airports to arrive at

Philadelphia International (PHL)

Cheapest

Philadelphia International Airport is a primary gateway for flights arriving in Philadelphia from Chicago.

📍 ~11 km from Philadelphia city center (reachable by car)

💸 Flights from ~$141

Airports nearby Philadelphia used as alternative

Newark Liberty International (EWR)

Newark Liberty International offers significantly more flight options and excellent alternative for long-haul international routes.

📍 ~135 km from Philadelphia (reachable by train)

💸 Flights from ~$137

Baltimore–Washington International (BWI)

Cheapest

Baltimore–Washington International is a major base for Southwest Airlines, often featuring lower domestic fares.

📍 ~150 km from Philadelphia (reachable by train)

💸 Flights from ~$88

Trenton–Mercer (TTN)

Trenton–Mercer provides a small terminal for very fast check-in and budget-friendly options.

📍 ~50 km from Philadelphia (reachable by car)

💸 Flights from ~$187

Lehigh Valley International (ABE)

Lehigh Valley International is much less crowded and offers reliable regional connections.

📍 ~85 km from Philadelphia (reachable by car)

💸 Flights from ~$226

Atlantic City International (ACY)

Atlantic City International is convenient for travelers on the eastern side of the Philadelphia metro.

📍 ~85 km from Philadelphia (reachable by car)

💸 Flights from ~$188

Business & First Class Flight Deals to Philadelphia

Philadelphia, United States

44% AI deal score

$2,447

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 14-27 days out average $354, while those booked within 0-6 days of departure have a significantly higher average price of $729. Planning ahead by at least two months can result in considerable savings.

Across the trailing quarter, a good price for a flight from Chicago to Philadelphia is considered to be $118 or less. The median price for this route historically stands at $178. Prices can go up significantly, with 75% of observed prices being $410 or less. Travelers aiming for a budget-friendly trip should target prices at or below the $118 threshold.

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 lower median price of $144. The annual median price for this route is $178, indicating that these months offer notable savings compared to the yearly average.

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Cheap Flights from Chicago to Philadelphia

Today’s best flight deals from Chicago to Philadelphia

Unlock all 500+ flight deals to Philadelphia and get alerts when great deals appear

Route Intelligence — 486,190 Searches this Week

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 above the typical level

Fly in October or November for the best prices

Direct flights take 5h 7m on average

60.7% of deals are direct flights

Frontier Airlines offers direct flights

Deals appear frequently for this route

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

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Frequently Asked Questions About Flights to Philadelphia

How far in advance should I book a flight from Chicago 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 is a good price for a flight from Chicago to Philadelphia?

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

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

What percentage of Chicago to Philadelphia flights are direct?

What percentage of Chicago to Philadelphia flights are direct?

How many hours is the flight from Chicago to Philadelphia?

How many hours is the flight from Chicago to Philadelphia?

How often do flight deals from Chicago to Philadelphia come up?