Cheap flights from Chicago to Philadelphia from $157 MDW, ORD, RFD → PHL, TTN

Found recently, and the cheapest we hold

It is also the cheapest return we hold, of any age.

What have prices looked like?

Over 49 days, 24 Sept to 11 Nov, the cheapest return we saw each day was $148 to $315.

Those were the prices on those days, not today's.

Could nearby dates be cheaper?

We hold no other 5-night return fares leaving within 3 days of 15 Dec to compare.

Every date we hold

10 fares on 4 departure dates

Found recently, and the cheapest we hold

It is also the cheapest one-way we hold, of any age.

What have prices looked like?

Over 49 days, 24 Sept to 11 Nov, the cheapest one-way we saw each day was $24 to $157.

At $157, the cheapest one-way found recently is at the high end of that range.

Those were the prices on those days, not today's.

Could nearby dates be cheaper?

We hold no other one-way fares leaving within 3 days of 9 Jun 2027 to compare.

Every date we hold

5 fares on 3 departure dates

Which month looks cheapest?

June 2027 is the cheapest month — from $157.

Return

Fares 14 to 29 days before departure were typically 40% lower than 0 to 6 days before departure.

From the cheapest return each day between 24 Sept and 11 Nov (49 days), grouped by how many days ahead the flight left; one adult in economy.

Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.

Prices reflect recent searches — current fares may differ.

One-way

Fares 14 to 29 days before departure were typically 32% lower than 0 to 6 days before departure.

From the cheapest one-way each day between 24 Sept and 11 Nov (49 days), grouped by how many days ahead the flight left; one adult in economy.

Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.

Prices reflect recent searches — current fares may differ.

How much is a return flight from Chicago to Philadelphia?

The cheapest return found recently is $179 with Frontier Airlines, 15 Dec to 20 Dec, found yesterday. The cheapest return fare on each of 4 departure dates is usually $189 to $276.

How much is a one-way flight from Chicago to Philadelphia?

The cheapest one-way found recently is $157 with American Airlines, 9 Jun 2027, found 5 days ago. The cheapest one-way fare on each of 3 departure dates is usually $158 to $181.

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

June 2027 is the cheapest month for a one-way, from $157, 9 Jun 2027, found 5 days ago.

How far ahead should I book a flight from Chicago to Philadelphia?

In 49 days of prices between 24 Sept and 11 Nov, return fares 14 to 29 days before departure were typically 40% lower than 0 to 6 days before departure. One-way fares 14 to 29 days before departure were typically 32% lower than 0 to 6 days before departure.

Is there a direct flight from Chicago to Philadelphia?

Yes, the cheapest nonstop return found recently is $192 with Frontier Airlines, 14 Dec to 20 Dec, found yesterday. The cheapest nonstop one-way found recently is $157 with American Airlines, 9 Jun 2027, found 5 days ago.

How long is the flight from Chicago to Philadelphia?

The cheapest nonstop one-way found recently, with American Airlines on 9 Jun 2027, takes 2 h 8 min from O'Hare International Airport (ORD) to Philadelphia International Airport (PHL).

Which airlines have the cheapest flights from Chicago to Philadelphia?

Between 14 Dec and 30 Dec, Frontier Airlines has the cheapest return on all 4 departure dates we hold. Between 25 Nov and 9 Jun 2027, Allegiant Air has the cheapest one-way on 1 of the 3 departure dates we hold, Frontier Airlines on 1 and American Airlines on 1.