Cheap flights from Philadelphia to Chicago

One-way fares from $78 · PHL → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Philadelphia
Cheapest fare
$78

Frontier Airlines · Sat, Dec 19

Cheapest month
December

from $78

Direct flights
Yes

Frontier Airlines

Flight time
2h 33m

1,070 km

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Cheapest month to fly from Philadelphia to Chicago

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $145
  2. December 2026 Cheapest $78
  3. March 2027 $92
  4. October 2027 $1,313

Cheapest dates in December 2026

The lowest fares we've seen for each day, cheapest first.

Frontier Airlines
Depart17:30 Sat, Dec 19PHL → ORD 2h 38m · Direct
$78one way, per person
View deal
Frontier Airlines
Depart16:31 Tue, Dec 15PHL → ORD 4h 57m · 1 stop
$81one way, per person
View deal
See every date in December 2026 →

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Getting around

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About flights from Philadelphia to Chicago

Philadelphia (PHL) and Chicago (CHI) are about 1,070 km apart. Direct flights take around 2h 33m, and recent direct fares were with Frontier Airlines. Over the next few months, one-way fares start from $78, and December 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Philadelphia to Chicago?

The cheapest one-way fare we've seen recently is $78 with Frontier Airlines, departing Saturday, December 19, 2026. Over the coming months, the lowest fare in each month ranges from $78 to $1,313.

What is the cheapest month to fly from Philadelphia to Chicago?

December 2026 currently has the lowest fares, from $78 one way.

Are there direct flights from Philadelphia to Chicago?

Yes. Recent direct fares were with Frontier Airlines.

How long is the flight from Philadelphia to Chicago?

A direct flight takes about 2h 33m. Philadelphia and Chicago are around 1,070 km apart.

Which airlines fly from Philadelphia to Chicago?

Recent fares on this route were with Frontier Airlines and Air Canada.

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