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Cheap Flights from Chicago to Philadelphia

Compare Chicago to Philadelphia flight deals

Find the cheapest month or even day of the year to fly to Philadelphia

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Flight deals from Chicago to Philadelphia

Looking for a cheap last-minute deal or the best return flight from Chicago to Philadelphia? Find the lowest prices on one-way and return tickets right here.
Philadelphia.R 595 per passenger.Departing Sat, 18 Oct.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 18 Oct, arriving in Philadelphia International.Price includes taxes and charges.From R 595, select.
Philadelphia.R 682 per passenger.Departing Thu, 13 Nov.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Thu, 13 Nov, arriving in Philadelphia International.Price includes taxes and charges.From R 682, select.
Philadelphia.R 770 per passenger.Departing Mon, 9 Feb.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Mon, 9 Feb, arriving in Philadelphia International.Price includes taxes and charges.From R 770, select.
Philadelphia.R 770 per passenger.Departing Mon, 12 Jan.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Mon, 12 Jan, arriving in Philadelphia International.Price includes taxes and charges.From R 770, select.
Philadelphia.R 875 per passenger.Departing Wed, 24 Dec.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Wed, 24 Dec, arriving in Philadelphia International.Price includes taxes and charges.From R 875, select.
Philadelphia.R 1,216 per passenger.Departing Tue, 3 Mar.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue, 3 Mar, arriving in Philadelphia International.Price includes taxes and charges.From R 1,216, select.
Philadelphia.R 3,443 per passenger.Departing Sat, 30 May.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 30 May, arriving in Philadelphia International.Price includes taxes and charges.From R 3,443, select.
Philadelphia.R 3,456 per passenger.Departing Wed, 8 Apr.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 8 Apr, arriving in Philadelphia International.Price includes taxes and charges.From R 3,456, select.

Find the cheapest month to fly from Chicago to Philadelphia

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Philadelphia flights are currently cheapest in October.
Oct
from R 595
Nov
from R 682
Dec
from R 875
Jan
from R 770
Feb
from R 770
Mar
from R 1,216
Apr
from R 3,456
May
from R 3,443
Jun
from R 4,013
Jul
from R 3,627
Aug
from R 3,627
Sep
Find prices

Direct flights from Chicago to Philadelphia

Alternative Chicago to Philadelphia routes

Looking for the cheapest, fastest or easiest route from Chicago to Philadelphia? You could fly into the following airports instead.

Chicago to Philadelphia: Flight information

The things to know before you go.
Cheapest flight foundR 595
Cheapest month to flyOctober
Average flight time2 hrs, 2 mins
Most popular airlineAmerican Airlines
Average flights per week1,308

Finding cheap flights from Chicago to Philadelphia: Frequently asked questions

There are 6 airports in Philadelphia: Philadelphia International, Blue Bell, Philadelphia Trenton-Mercer, Greater Wilmington, Atlantic City International, and Allentown.
The best price we found for a return flight from Chicago to Philadelphia is R 1,190. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 1 minute is the average flight time from Chicago to Philadelphia.
American Airlines, Southwest Airlines and Alaska Airlines fly direct from Chicago to Philadelphia.
As of October 2025, there are 327 flights per week flying from Chicago to Philadelphia.
The cheapest month to fly from Chicago to Philadelphia is usually October.
If you're flying from Chicago, the cheapest airport near Philadelphia is Philadelphia International – which is 11.2 km away from the centre of Philadelphia. We've found flights into this airport from R 1,190.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Philadelphia on Saturday, 18 October 2025.
Yes – the average flight time is 2 hours and 1 minute.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Philadelphia but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Philadelphia is around 40 days in advance, so don’t leave your flight to the last minute.
In October, the average temperature is usually around 13°C. July is typically the warmest month in Philadelphia, when it usually averages around 30°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging -5°C. The rainiest month is July.
The cheapest airline that flies to Philadelphia is Frontier Airlines .

Travelling from Chicago to Philadelphia: what you need to know

  • Begin your trip planning by checking out the ideal departure point for your flight from Chicago to Philadelphia. Explore your options for setting off from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW), two of the city's main airports.

  • Philadelphia International Airport (PHL) and Trenton-Mercer Airport (TTN) are the primary entry points to Philadelphia.

  • Take a direct Chicago to Philadelphia flight and you'll be travelling for an average of 2 hours.

  • Philadelphia's timezone is UTC-4, making Philadelphia one hour ahead of Chicago.

  • O'Hare International Airport (ORD) to Philadelphia International Airport (PHL) is the most traveled route that connects these two cities. There are 86 weekly departures to pick from. If you have things to finalize before heading off, the last flight from Chicago to Philadelphia is with United Airlines at 21:40. Choose the first ORD to PHL departure operated by American Airlines at 05:00 to make the most of your first day in Philadelphia.

  • Allow plenty of time to get on your Chicago to Philadelphia flight. As a general rule, turn up at least two hours before international departures and an hour ahead for domestic flights.

  • During popular months like August, you'll want to get to the airport earlier than normal. Plan to arrive two hours before domestic departures and four hours ahead for international flights whenever you're flying during a peak period in general.

How to find the cheapest flights from Chicago to Philadelphia

  • R 595 is currently the lowest price for a one-way ticket from Chicago to Philadelphia. A return flight starts at R 1,190. These fares can change depending on demand.

  • Score cheap Chicago to Philadelphia flights by booking two months ahead. According to our research, that's the ideal time for bagging a bargain.

  • Organise your trip for May. That's the best month for landing cheap plane tickets from Chicago to Philadelphia. If your travel dates are not set in stone, use the 'Whole month' tool to see the lowest price across each month.

  • There's no need to check back in every day to see if prices have dropped when you set up a Price Alert. We'll let you know as soon as a better deal is available on cheap flights from Chicago to Philadelphia.

  • Tailor your flights using filters. Choose your arrival and departure times, airlines and total journey duration. You can also sort your results by 'Cheapest,' 'Best' or 'Fastest' Chicago to Philadelphia flights.

Flying from Chicago

O'Hare International Airport (ORD)

  • You can get a direct flight from Chicago to Philadelphia jetting off from O'Hare International Airport (ORD). Start your trip at ORD and touch down at Philadelphia International Airport (PHL).

  • Choose from a range of carriers offering direct Chicago to Philadelphia plane tickets with departures from ORD, including:

  • Located around 26 kilometres from the centre of Chicago, ORD can be reached in about 35 minutes by car, depending on traffic. The journey on public transport takes roughly 55 minutes.

  • After a relaxed start to your journey? Stay near O'Hare International Airport. Whether you've booked an early flight from Chicago to Philadelphia or just don't like being rushed, these hotels are perfect:

  • Of the departures from O'Hare International Airport, 74.85% land on time at their destination.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Prefer to jet off from Chicago Midway International Airport (MDW)? This popular hub offers nonstop flights from Chicago to Philadelphia, seamlessly connecting you to Philadelphia International Airport (PHL).

  • You can book a direct Chicago to Philadelphia plane ticket with Southwest Airlines. This is one of the leading airlines that operates this route out of MDW.

  • You can reach MDW from central Chicago in about 20 minutes by car, depending on traffic. The ride by public transport will take roughly 45 minutes to travel the 14 kilometres or so.

  • You're going on holiday, so why not spend an extra night away from home? Think about kicking back in one of these hotels near Chicago Midway International Airport the day before your flight from Chicago to Philadelphia:

  • Looking at how often flights stay on schedule, Chicago Midway International Airport has an on-time arrival rate of 78%.

  • You'll find MDW at 5700 South Cicero.

Arriving in Philadelphia

Philadelphia International Airport (PHL)

Trenton-Mercer Airport (TTN)

  • Trenton-Mercer Airport (TTN) is about 48 kilometres from central Philadelphia. Once you've hopped off your flight from Chicago to Philadelphia, it'll take you approximately 40 minutes to get to the heart of the city in a cab or ride-share.

  • Public transport will get you there in around 1 hour 45 minutes.

  • Budget, National and Enterprise make collecting a Trenton-Mercer Airport rental car quick and easy. These trusted companies are located around or in the terminal and will have you on the road before long.

  • Get what you want, not just what's left over. Booking your ride from TTN four weeks in advance often means better prices and a wider range of vehicles.

  • Trenton-Mercer Airport can be found at Scotch Road, Terminal Building.

Best time to go to Philadelphia

  • It's time to work out your dates for your flight from Chicago to Philadelphia. August is the busiest month to travel to Philadelphia. If you like a quieter atmosphere, go in February.

  • Lock in a Chicago to Philadelphia ticket departing in July if you're eager to experience the city during its warmest month. You can expect temperatures in Philadelphia to range from 18ºC (64ºF) to 32ºC (90ºF).

  • January sees average temperatures of between -7ºC (19ºF) and 9ºC (48ºF). Search for cheap flights from Chicago to Philadelphia around that time if you'd rather travel in cooler conditions.

More about Philadelphia

Explore more of United States

  • Philadelphia has its own special appeal, but there are so many other parts of United States waiting to be discovered. Around 129 kilometres north-east of Philadelphia, a trip to New York will keep your itinerary busy. Start with attractions like Statue of Liberty, Central Park and Empire State Building.

  • Boston is another well-known destination in United States and is around 434 kilometres north-east of Philadelphia. No trip is complete without a visit to Freedom Trail, Museum of Fine Arts Boston and Boston Tea Party Ships & Museum.

Plan the rest of your trip from Chicago to Philadelphia

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.