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Cheap Flights from Philadelphia (PHL) to Chicago (CHIA)

Compare Philadelphia International to Chicago flight deals

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

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Flight deals from Philadelphia International to Chicago

Looking for a cheap last-minute deal or the best return flight from Philadelphia International Airport to Chicago? If you want to travel next month, return fares start from $210. Find the lowest prices on one-way and return tickets right here.
Chicago.$185 per passenger.Departing Sat, 8 Aug, returning Sat, 8 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Sat, 8 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 $185, select.
Chicago.$208 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 $208, select.
Chicago.$210 per passenger.Departing Sat, 18 Jul, returning Sat, 18 Jul.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Sat, 18 Jul, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 18 Jul, arriving in Philadelphia International.Price includes taxes and charges.From $210, select.
Chicago.$211 per passenger.Departing Thu, 17 Sep, returning Thu, 24 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Thu, 17 Sep, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Thu, 24 Sep, arriving in Philadelphia International.Price includes taxes and charges.From $211, select.
Chicago.$249 per passenger.Departing Sat, 29 Aug, returning Sat, 5 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Sat, 29 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 $249, select.
Chicago.$249 per passenger.Departing Sat, 27 Jun, returning Sat, 11 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 Sat, 11 Jul, arriving in Philadelphia International.Price includes taxes and charges.From $249, select.
Chicago.$286 per passenger.Departing Thu, 1 Oct, returning Mon, 5 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Thu, 1 Oct, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Mon, 5 Oct, arriving in Philadelphia International.Price includes taxes and charges.From $286, select.
Chicago.$326 per passenger.Departing Wed, 24 Jun, returning Sat, 27 Jun.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Philadelphia International on Wed, 24 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sat, 27 Jun, arriving in Philadelphia International.Price includes taxes and charges.From $326, select.
Chicago.$334 per passenger.Departing Mon, 27 Jul, returning Thu, 10 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Philadelphia International on Mon, 27 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu, 10 Sep, arriving in Philadelphia International.Price includes taxes and charges.From $334, select.
Chicago.$335 per passenger.Departing Sat, 1 Aug, returning Sat, 17 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Philadelphia International on Sat, 1 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sat, 17 Oct, arriving in Philadelphia International.Price includes taxes and charges.From $335, select.
Chicago.$346 per passenger.Departing Tue, 29 Sep, returning Tue, 6 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Philadelphia International on Tue, 29 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 6 Oct, arriving in Philadelphia International.Price includes taxes and charges.From $346, select.
Chicago.$347 per passenger.Departing Wed, 3 Feb, returning Wed, 10 Feb.Return flight with United.Outbound direct flight with United departs from Philadelphia International on Wed, 3 Feb, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Wed, 10 Feb, arriving in Philadelphia International.Price includes taxes and charges.From $347, select.
Chicago.$347 per passenger.Departing Tue, 5 Jan, returning Sat, 9 Jan.Return flight with United.Outbound direct flight with United departs from Philadelphia International on Tue, 5 Jan, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 9 Jan, arriving in Philadelphia International.Price includes taxes and charges.From $347, select.
Chicago.$348 per passenger.Departing Wed, 30 Dec, returning Sat, 2 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 Sat, 2 Jan, arriving in Philadelphia International.Price includes taxes and charges.From $348, select.
Chicago.$349 per passenger.Departing Mon, 22 Jun, returning Mon, 22 Jun.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Mon, 22 Jun, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Mon, 22 Jun, arriving in Philadelphia International.Price includes taxes and charges.From $349, select.
Chicago.$403 per passenger.Departing Sat, 1 Aug, returning Sat, 17 Oct.Return flight with United.Outbound direct flight with United departs from Philadelphia International on Sat, 1 Aug, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 17 Oct, arriving in Philadelphia International.Price includes taxes and charges.From $403, select.

Find the cheapest month to fly from Philadelphia International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Philadelphia International to Chicago flights are currently cheapest in August.
Jun
from $326
Jul
from $210
Aug
from $184
Sep
from $211
Oct
from $285
Nov
from $414
Dec
from $414
Jan
from $347
Feb
from $347
Mar
from $482
Apr
Find prices
May
Find prices

Direct flights from Philadelphia International to Chicago

Alternative Philadelphia International to Chicago routes

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

Chicago Midway

14km from central Chicago
Closest
from $248
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from $184
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
from $690
Search flights

Philadelphia to Chicago: Flight information

The things to know before you go.
Cheapest flight found$185
Cheapest month to flyAugust
Average flight time2 hrs, 23 mins
Most popular airlineAmerican Airlines
Average flights per week445

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

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Philadelphia International to Chicago is $184. 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 22 minutes is the average flight time from Philadelphia International to Chicago.
American Airlines, Southwest Airlines and Alaska Airlines fly direct from Philadelphia International to Chicago.
As of June 2026, there are 445 flights per week flying from Philadelphia International to Chicago.
The cheapest month to fly from Philadelphia International to Chicago is usually August.
If you're flying from Philadelphia International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from $184.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Philadelphia International Airport to Chicago on Saturday, 8 August 2026.
Yes – the average flight time is 2 hours and 22 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 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.
In June, the average temperature is usually around 19°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Frontier Airlines offers the cheapest flight tickets to Chicago.

Flying from Philadelphia International Airport (PHL) to Chicago: what you need to know

  • Take a direct flight from Philadelphia International Airport to Chicago and you'll be in the air for an average of 2 hours 5 minutes.

  • Philadelphia International Airport is located in Philadelphia. Based in the UTC-6 timezone, Chicago is one hour behind Philadelphia.

  • The busiest route is from Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD). Choose from 90 services every week between these two airports. If you'd like to take off as soon as possible, the earliest flight from PHL to ORD is the 05:00 American Airlines option. If you'd rather travel later, the last departure is at 21:40 with American Airlines.

  • To avoid rushing for your PHL to Chicago flight, leave enough time to navigate the airport and find your gate. Turning up two hours before international departures and one hour before domestic flights is the general travel rule.

  • You'll likely experience longer queues in popular months like July. Arriving up to four hours ahead of an international flight and two hours for a domestic departure will help ensure a smooth travel experience.

  • Begin your trip at PHL and travel straight to Chicago O'Hare International Airport (ORD). That will be your arrival point when searching for Philadelphia International Airport to Chicago tickets.

  • You can choose from various carriers offering direct flights from Philadelphia International Airport to Chicago, including:

  • Located around 11 kilometres from the centre of Philadelphia, PHL can be reached in about 20 minutes by car (depending on traffic). Travelling on public transport will take roughly 30 minutes.

  • Booked an early flight from Philadelphia International Airport to Chicago? Avoid the last-minute rush to the terminal (and catch some extra z's) by choosing one of these stays close to PHL:

  • Of all flights leaving Philadelphia International Airport, 77% land on time at their destination.

  • You'll find PHL at 8500 Essington Ave.

How to find the cheapest flights from Philadelphia International Airport (PHL) to Chicago

  • $73 is the cheapest price we've found for a one-way Philadelphia International Airport to Chicago flight. A return plane ticket right now is $185. Depending on when you book and the availability, these fares may change.

  • Don't leave everything to the last moment. You're more likely to pick up cheap flights from PHL to Chicago if you book early. Airlines often offer some excellent early bird rates.

  • The 'Whole month' search tool will show you the cheapest tickets from Philadelphia International Airport to Chicago across every month. It's a great way to snap up a bargain if your plans are flexible.

  • Picking up a cheap flight from PHL to Chicago is a breeze with Price Alerts. All you need to do is set up one of these automatic notifications and we'll notify you as soon as the price has dropped.

  • Choose your ideal arrival and departure times, number of stops and airlines with our filters. Then, sort the results for your flight from Philadelphia International Airport to Chicago by 'Cheapest,' 'Fastest' or 'Best.'

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 27 kilometres. It'll take you around 30 minutes to get to the centre driving.

  • Getting there by public transport will take you around 45 minutes.

  • If you're coming in on a late flight from Philadelphia International Airport to Chicago, nothing beats the convenience of staying close to the terminal. Pick up your bags from the carousel and then be showered and sleeping not long after at one of these accommodation options near ORD:

  • Lock in the best deal by reserving your ride from Chicago O'Hare International Airport around four weeks ahead of your flight from PHL to Chicago.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Once your flight from Philadelphia International Airport to Chicago has touched down, you can reach the city centre in about 25 minutes by car. Central Chicago is roughly 16 kilometres from Chicago Midway International Airport (MDW).

  • The journey will take about 30 minutes on public transport.

  • There are some comfortable places to call home for the night near MDW. Kick back and get cosy after your PHL to Chicago flight at one of these perfectly located options:

  • Lock in the lowest price by securing your ride from MDW four weeks ahead of time. You can also expect to have a wider range of vehicles.

  • You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is around 145 kilometres from the centre of Chicago. It'll take you about 1 hour 40 minutes to reach the city centre by ride-share or taxi once you've stepped off your flight from Philadelphia International Airport to Chicago.

  • The journey will take you around 2 hours on public transport.

  • Enjoy a restful, unhurried start to your break by staying at a hotel near RFD after your PHL to Chicago flight. Unwind after a day of travel or just give yourself time to get your bearings in a new destination at:

  • Booking at least a few weeks in advance of your flight from Philadelphia International Airport to Chicago is a smart move. Along with more affordable prices, you'll likely have a better variety of makes and models to choose from at RFD.

  • The address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • July is the most popular month for flights from Philadelphia International Airport to Chicago. To avoid the crowds, plan your trip to Chicago in January.

  • Lock in a Philadelphia International Airport to Chicago plane ticket with a departure in July if you want to visit the city during its warmest month. You can expect temperatures to range from 16ºC (61ºF) to 28ºC (82ºF).

  • January has average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Look for a cheap ticket from PHL to Chicago around that time if you want to travel in cooler conditions.

More about Chicago

Explore more of the United States

  • Columbus is just one of the many cities in the United States waiting to be explored once you've seen Chicago. Around 451 kilometres away to the southeast, well-known attractions include Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

  • If you're eager to discover another side of the United States, head for Indianapolis, about 257 kilometres southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are highlights.

Plan the rest of your trip from Philadelphia to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.