S$ 27 Cheap Flights from Philadelphia to Chicago (PHL-CHI)

Cheap Flights from Philadelphia to Chicago

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Cheap Flights from Philadelphia to Chicago starting at CNY 27

We've found these cheap flights for you. You can book one-way or return flight tickets.

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Cheapest time to fly from Philadelphia to Chicago

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.

Cheapest Airlines flying from Philadelphia to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines

From S$ 50

Jetblue Airways

From S$ 127

Spirit Airlines

From S$ 149

Sun Country Airlines

From S$ 166

American Airlines

From S$ 183

United Airlines

From S$ 223

Delta Air Lines

From S$ 259

Southwest Airlines

From S$ 315

ANA airlines

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Alternative Routes from Philadelphia to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Philadelphia to Chicago.

Cheapest
PHL
09:09
2h 24m
Direct
ORD
10:33
Philadelphia International Airport - O'Hare International Airport
Wed, Jun 5Frontier Airlines
S$ 50
PHL
17:49
2h 13m
Direct
MDW
19:02
Philadelphia International Airport - Midway International Airport
Wed, Jun 5Frontier Airlines
S$ 50
TTN
21:59
14h 53m
1 transfer
MDW
11:52
Trenton Mercer Airport - Midway International Airport
Sat, Apr 20Frontier Airlines
S$ 63
TTN
21:59
14h 53m
1 transfer
MDW
11:52
Trenton Mercer Airport - Midway International Airport
Sat, Apr 20Frontier Airlines
S$ 63
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Frequently Asked Questions

When to buy flight tickets from Philadelphia (PHL) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Philadelphia to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much is a flight from Philadelphia (PHL) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around S$ 265.
How long is a flight from Philadelphia (PHL) to Chicago (CHI)?
It takes about 2 hours 22 minutes to fly from Philadelphia (PHL) to Chicago (CHI).
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
What time does the earliest flight from Philadelphia to Chicago depart?
The earliest flight departs from Philadelphia (PHL) at 06:00 and arrives in Chicago (ORD) at 07:28.
What time does the latest flight from Philadelphia to Chicago depart?
The latest flight departs from Philadelphia (PHL) at 17:14 and arrives in Chicago (ORD) at 18:39.
What are the most popular airlines that fly from Philadelphia (PHL) to Chicago (CHI)?
Airlines with flights from Philadelphia (PHL) to Chicago (CHI): Emirates, American Airlines, United Airlines, Qatar Airways, Royal Jordanian and Southwest Airlines.
What's the most popular airline for direct flights from Philadelphia (PHL) to Chicago (CHI)?
American Airlines operates 2 direct flights from Philadelphia (PHL) to Chicago (CHI).
How many airports in Chicago?
There are 5 airports near Chicago: O'Hare International Airport, Chicago Du Page County Airport, Midway International Airport, Chicago Palwaukee Airport and Chicago Rockford International Airport.

How to find a cheap flight from Philadelphia to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Philadelphia to Chicago. Book your flights at the right time and save more.

Book Early

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Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

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Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

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Find cheapest flight ticket from Philadelphia to Chicago

Cheapest direct flight price	S$ 27
Cheapest return ticket price	S$ 52
Cheapest month	January
Peak season for travel	July
Flight distance	1,065.25km
Average flight time	2 hours 22 minutes
Popular airline	United Airlines