Cheap flights from Phoenix to Chicago from $101 AZA, PHX, SCF → MDW, ORD, RFD

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 $145 to $301.

At $301, the cheapest return 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 2-night return fares leaving within 3 days of 18 Dec to compare.

Every date we hold

4 fares on 2 departure dates

Found recently, and the cheapest we hold

What have prices looked like?

Over 49 days, 24 Sept to 11 Nov, the cheapest one-way we saw each day was $54 to $110.

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

Could nearby dates be cheaper?

No. We hold one-way fares on 1 other departure date within 3 days of 21 Nov, and it is not cheaper.

Every date we hold

12 fares on 8 departure dates

Which month looks cheapest?

January 2027 is the cheapest month — from $54.

Return

Fares 14 to 29 days before departure were typically 38% 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 30 to 59 days before departure were typically 41% 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 Phoenix to Chicago?

The cheapest return found recently is $301 with Frontier Airlines, 18 Dec to 20 Dec, found 5 days ago.

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

The cheapest one-way found recently is $101 with Allegiant Air, 21 Nov, found 2 days ago. The cheapest one-way we hold, of any age, is $54 with Frontier Airlines, 11 Jan 2027, found 4 days ago. The cheapest one-way fare on each of 8 departure dates is usually $116 to $175.

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

January 2027 is the cheapest month for a one-way, from $54, 11 Jan 2027, found 4 days ago.

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

In 49 days of prices between 24 Sept and 11 Nov, return fares 14 to 29 days before departure were typically 38% lower than 0 to 6 days before departure. One-way fares 30 to 59 days before departure were typically 41% lower than 0 to 6 days before departure.

Is there a direct flight from Phoenix to Chicago?

Yes, the cheapest nonstop one-way found recently is $101 with Allegiant Air, 21 Nov, found 2 days ago.

How long is the flight from Phoenix to Chicago?

The cheapest nonstop one-way found recently, with Allegiant Air on 21 Nov, takes 3 h 6 min from Phoenix-Mesa Gateway Airport (AZA) to Chicago Rockford International Airport (RFD).

Which airlines have the cheapest flights from Phoenix to Chicago?

Between 13 Nov and 16 Sept 2027, Allegiant Air has the cheapest one-way on 3 of the 8 departure dates we hold, Frontier Airlines on 3 and Alaska Airlines on 2.