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Cheap Flights from Philadelphia (PHLA) to Chicago (ORD)

Compare Philadelphia to Chicago O'Hare International flight deals

Find the cheapest month or even day of the year to fly to Chicago O'Hare International

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Flight deals from Philadelphia to Chicago O'Hare International

Looking for a cheap last-minute deal or the best return flight from Philadelphia to Chicago O'Hare International Airport? If you want to travel next month, return fares start from $207. Find the lowest prices on one-way and return tickets right here.
Chicago.$163 per passenger.Departing Sat, 5 Sep, returning Sat, 5 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Sat, 5 Sep, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 5 Sep, arriving in Philadelphia International.Price includes taxes and charges.From $163, select.
Chicago.$165 per passenger.Departing Sat, 25 Jul, returning Sat, 25 Jul.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Sat, 25 Jul, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 25 Jul, arriving in Philadelphia International.Price includes taxes and charges.From $165, select.
Chicago.$177 per passenger.Departing Sat, 25 Jul, returning Sat, 1 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Sat, 25 Jul, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 1 Aug, arriving in Philadelphia International.Price includes taxes and charges.From $177, select.
Chicago.$183 per passenger.Departing Sat, 1 Aug, returning Sat, 8 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Sat, 1 Aug, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 8 Aug, arriving in Philadelphia International.Price includes taxes and charges.From $183, select.
Chicago.$207 per passenger.Departing Sat, 20 Jun, returning Sat, 20 Jun.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Sat, 20 Jun, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 20 Jun, arriving in Philadelphia International.Price includes taxes and charges.From $207, select.
Chicago.$209 per passenger.Departing Fri, 29 May, returning Sat, 8 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Fri, 29 May, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 8 Aug, arriving in Philadelphia International.Price includes taxes and charges.From $209, select.
Chicago.$210 per passenger.Departing Sat, 27 Jun, returning Thu, 2 Jul.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Sat, 27 Jun, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Thu, 2 Jul, arriving in Philadelphia International.Price includes taxes and charges.From $210, select.
Chicago.$221 per passenger.Departing Mon, 31 Aug, returning Sat, 5 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Mon, 31 Aug, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 5 Sep, arriving in Philadelphia International.Price includes taxes and charges.From $221, select.
Chicago.$221 per passenger.Departing Fri, 29 May, returning Fri, 5 Jun.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Fri, 29 May, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Fri, 5 Jun, arriving in Philadelphia International.Price includes taxes and charges.From $221, select.
Chicago.$236 per passenger.Departing Thu, 28 May, returning Sat, 30 May.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Thu, 28 May, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 30 May, arriving in Philadelphia International.Price includes taxes and charges.From $236, select.
Chicago.$305 per passenger.Departing Sat, 6 Jun, returning Mon, 17 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Philadelphia International on Sat, 6 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 17 Aug, arriving in Philadelphia International.Price includes taxes and charges.From $305, select.
Chicago.$311 per passenger.Departing Mon, 19 Oct, returning Mon, 26 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Mon, 19 Oct, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Mon, 26 Oct, arriving in Philadelphia International.Price includes taxes and charges.From $311, select.
Chicago.$325 per passenger.Departing Sat, 30 May, returning Fri, 31 Jul.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Sat, 30 May, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Fri, 31 Jul, arriving in Philadelphia International.Price includes taxes and charges.From $325, select.
Chicago.$338 per passenger.Departing Fri, 5 Jun, returning Sat, 8 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Fri, 5 Jun, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 8 Aug, arriving in Philadelphia International.Price includes taxes and charges.From $338, select.
Chicago.$343 per passenger.Departing Wed, 18 Nov, returning Sat, 21 Nov.Return flight with United.Outbound direct flight with United departs from Philadelphia International on Wed, 18 Nov, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 21 Nov, arriving in Philadelphia International.Price includes taxes and charges.From $343, select.
Chicago.$344 per passenger.Departing Wed, 30 Dec, returning Tue, 5 Jan.Return flight with United.Outbound direct flight with United departs from Philadelphia International on Wed, 30 Dec, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 5 Jan, arriving in Philadelphia International.Price includes taxes and charges.From $344, select.

Find the cheapest month to fly from Philadelphia to Chicago O'Hare International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Philadelphia to Chicago O'Hare International flights are currently cheapest in September.
May
from $236
Jun
from $207
Jul
from $165
Aug
from $183
Sep
from $163
Oct
from $311
Nov
from $343
Dec
from $345
Jan
from $345
Feb
from $407
Mar
from $421
Apr
from $476

Direct flights from Philadelphia to Chicago O'Hare International

Philadelphia to Chicago O'Hare International: Alternative routes

Compare routes from Philadelphia to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago O'Hare International.

Chicago Midway

14km from central Chicago
Closest
from $261
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from $163
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
from $390
Search flights

Philadelphia to Chicago: Flight information

The things to know before you go.
Cheapest flight found$163
Cheapest month to flySeptember
Average flight time2 hrs, 34 mins
Most popular airlineAmerican Airlines
Average flights per week645

Finding cheap flights from Philadelphia to Chicago O'Hare International: Frequently asked questions

The best price we found for a return flight from Philadelphia to Chicago O'Hare International is $163. 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 34 minutes is the average flight time from Philadelphia to Chicago O'Hare International.
American Airlines, United and Alaska Airlines fly direct from Philadelphia to Chicago O'Hare International.
As of May 2026, there are 645 flights per week flying from Philadelphia to Chicago O'Hare International.
The cheapest month to fly from Philadelphia to Chicago O'Hare International is usually September.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Philadelphia to Chicago O'Hare International Airport on Saturday, 5 September 2026.
Yes – the average flight time is 2 hours and 34 minutes.
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 Chicago O'Hare International 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Chicago O'Hare International is Frontier Airlines .

Flying from Philadelphia to Chicago O'Hare International Airport (ORD): What you need to know

  • Your adventure will begin at Philadelphia International Airport (PHL), the main airport in Philadelphia. Search for flights from Philadelphia to Chicago O'Hare International Airport (ORD) that depart from this terminal.

  • Expect to be in the air for 2 hours 30 minutes. On average, that's the time it takes for a direct Philadelphia to Chicago O'Hare International Airport flight.

  • Chicago O'Hare International Airport is located in Chicago. The city runs on the UTC-6 timezone and is one hour behind Philadelphia.

  • Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD) is the most popular route. There are 90 direct weekly departures to choose from. If you prefer a later start to the day, take the last flight with American Airlines at 9:40pm. Go for the first PHL to ORD departure with American Airlines at 5am if you're aiming for an earlier start.

  • Your flight from Philadelphia to ORD won't wait if you're late, so get to the airport on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're flying internationally.

  • If you're going away during a popular month like July, get to the airport even earlier. It's smart to arrive up to four hours before international flights and two hours ahead of a domestic departure. You can expect lines to be longer during peak periods like Christmas and New Year.

Airports in Philadelphia

Philadelphia International Airport (PHL)

  • Philadelphia International Airport (PHL) will have you travelling directly to your destination. Nonstop flights from Philadelphia to Chicago O'Hare International Airport (ORD) take off from this terminal.

  • At PHL, you'll find a variety of airlines offering direct flights from Philadelphia to Chicago O'Hare International Airport, such as:

  • Most passengers choose to book seats with American Airlines from PHL to ORD.

  • The carrier with the best on-time arrival rate on this route is United.

  • Located around 18 kilometres from the centre of Philadelphia, PHL can be reached in about 20 minutes by car (depending on traffic). The journey on public transport takes roughly 30 minutes.

  • Want a hassle-free start to your holiday? Stay near Philadelphia International Airport. Whether you have an early flight from Philadelphia to Chicago O'Hare International Airport or prefer not to feel hurried, these hotels are just the thing:

  • 77% of flights departing from Philadelphia International Airport make it to their destination on time.

  • You'll find PHL at 8500 Essington Ave.

Trenton-Mercer Airport (TTN)

  • TTN is about 48 kilometres from central Philadelphia. It'll take 40 minutes or so to get to the airport by car from the city centre. Public transport takes approximately 1 hour 35 minutes.

  • Want to enjoy an extra night away before boarding your Philadelphia to ORD flight? Kick back in a hotel near Trenton-Mercer Airport before your trip officially begins. These stays are expecting you:

  • 76% of all departures from Trenton-Mercer Airport arrive within the expected time frame.

  • You'll find TTN at Scotch Road, Terminal Building.

About Chicago O'Hare International Airport (ORD)

Getting from Chicago O'Hare International Airport (ORD) to central Chicago

  • From Chicago O'Hare International Airport, central Chicago is around 27 kilometres away. It takes about 30 minutes to get to the city centre by car.

  • Travelling by public transport takes around 45 minutes.

How to find the cheapest flights from Philadelphia to Chicago O'Hare International Airport (ORD)

  • The cheapest price we've found for a one-way ticket from Philadelphia to Chicago O'Hare International Airport is $68. For a return flight on this route, the best price is $163. Depending on the availability when you book, these fares may change.

  • To pick up cheap flights from Philadelphia to ORD, book in advance. Airlines generally offer lower fares when flights are first released.

  • The 'Whole month' tool shows you the cheapest Philadelphia to Chicago O'Hare International Airport tickets throughout the entire month. It's a great way to snap up a bargain if your travel plans are flexible.

  • Snapping up a cheap plane ticket from Philadelphia to ORD is easy with Price Alerts. Simply create one of these automatic alerts and we'll let you know as soon as a lower fare pops up.

  • Chase down a great fare on a flight from Philadelphia to Chicago O'Hare International Airport with the help of the filters. Choose your preferred arrival and departure times, number of stops and airlines. You can also sort your results by 'Cheapest,' 'Best' or 'Fastest.'

The best time to fly from Philadelphia to Chicago O'Hare International Airport (ORD)

  • It's time to figure out when to book your flight from Philadelphia to Chicago O'Hare International Airport (ORD). July is the busiest month to visit Chicago. If you're all about a more relaxed kind of trip, head there in January.

  • Before locking in your Philadelphia to ORD plane ticket, consider what kind of weather you prefer. July is the warmest month in Chicago, with temperatures ranging from 16ºC (61ºF) to 28ºC (82ºF).

  • For cooler conditions, look for a cheap ticket from Philadelphia to Chicago O'Hare International Airport in January when temperatures are between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

  • After booking your flight from Philadelphia to Chicago O'Hare International Airport, find a hotel that offers a good mix of location and comfort. Make one of these accommodation options your base for exploring Chicago:

  • There are so many things to explore in this city, it can be hard to know where to begin. Millennium Park, Art Institute of Chicago and Willis Tower are highlights which should be on every Chicago itinerary.

Explore more of the United States

  • You've visited Chicago, now it's time to explore other corners of the United States. Travel around 290 kilometres southeast to Indianapolis to tick off its must-visit sights. From Lucas Oil Stadium to Eiteljorg Museum and The Children's Museum of Indianapolis, your itinerary will be busy.

  • Around 121 kilometres north of Chicago, Milwaukee is another essential stop in the United States. Experience the best of this destination with a visit to Richards Duplex Apartments by Frank Lloyd Wright, Miller Park and Milwaukee County Zoo.

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