Cheap flights from Denver to Chicago from $121 DEN → ORD

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, 25 Sept to 12 Nov, the cheapest return we saw each day was $93 to $311.

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 5 Jan 2027 to compare.

Every date we hold

1 fares on 1 departure dates

Found recently, and the cheapest we hold

What have prices looked like?

Over 50 days, 24 Sept to 12 Nov, the cheapest one-way we saw each day was $37 to $158.

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 18 Nov to compare.

Every date we hold

3 fares on 3 departure dates

Which month looks cheapest?

December 2026 is the cheapest month — from $88.

Return

Fares 30 to 59 days before departure were typically 53% lower than 0 to 6 days before departure.

From the cheapest return each day between 25 Sept and 12 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 48% lower than 0 to 6 days before departure.

From the cheapest one-way each day between 24 Sept and 12 Nov (50 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 Denver to Chicago?

The cheapest return found recently is $121 with Frontier Airlines, 5 Jan 2027 to 10 Jan 2027, found 6 days ago.

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

The cheapest one-way found recently is $138 with Frontier Airlines, 18 Nov, found 3 days ago. The cheapest one-way we hold, of any age, is $88 with Frontier Airlines, 19 Dec, found 5 days ago. The cheapest one-way fare on each of 3 departure dates is usually $96 to $121.

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

December 2026 is the cheapest month for a one-way, from $88, 19 Dec, found 5 days ago.

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

In 49 days of prices between 25 Sept and 12 Nov, return fares 30 to 59 days before departure were typically 53% lower than 0 to 6 days before departure. In 50 days of prices between 24 Sept and 12 Nov, one-way fares 30 to 59 days before departure were typically 48% lower than 0 to 6 days before departure.

Is there a direct flight from Denver to Chicago?

Yes, the cheapest nonstop return found recently is $121 with Frontier Airlines, 5 Jan 2027 to 10 Jan 2027, found 6 days ago. The cheapest nonstop one-way found recently is $88 with Frontier Airlines, 19 Dec, found 5 days ago.

How long is the flight from Denver to Chicago?

The cheapest nonstop one-way found recently, with Frontier Airlines on 19 Dec, takes 2 h 28 min from Denver International Airport (DEN) to O'Hare International Airport (ORD). The cheapest one-way found recently, with Frontier Airlines on 18 Nov, takes 6 h 4 min with 1 stop.

Which airlines have the cheapest flights from Denver to Chicago?

Between 18 Nov and 10 Jan 2027, Frontier Airlines has the cheapest one-way on all 3 departure dates we hold.