Cheap flights from Chicago to Houston from $88 MDW, ORD, RFD → HOU, IAH

Found recently, and the cheapest we hold

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

What have prices looked like?

Over 48 days, 24 Sept to 12 Nov, the cheapest return we saw each day was $158 to $300.

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

Could nearby dates be cheaper?

We hold no other 31-night return fares leaving within 3 days of 18 Dec to compare.

Every date we hold

96 fares on 6 departure dates

Which month looks cheapest?

December 2026 is the cheapest month — from $252.

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 40 days, 24 Sept to 12 Nov, the cheapest one-way we saw each day was $67 to $271.

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 14 Dec to compare.

Every date we hold

4 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 31% lower than 0 to 6 days before departure.

From the cheapest return each day between 24 Sept and 12 Nov (48 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 27% lower than 7 to 13 days before departure.

From the cheapest one-way each day between 24 Sept and 12 Nov (40 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 Houston?

The cheapest return found recently is $252 with Frontier Airlines, 18 Dec to 18 Jan 2027, found 19 hours ago. The cheapest return fare on each of 6 departure dates is usually $253 to $280.

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

The cheapest one-way found recently is $88 with Frontier Airlines, 14 Dec, found yesterday. The cheapest one-way fare on each of 3 departure dates is usually $130 to $222.

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

December 2026 is the cheapest month for a return, from $252, 18 Dec to 18 Jan 2027, found 19 hours ago. It is the cheapest month for a one-way too, from $88, 14 Dec, found yesterday.

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

In 48 days of prices between 24 Sept and 12 Nov, return fares 30 to 59 days before departure were typically 31% lower than 0 to 6 days before departure. In 40 days of prices between 24 Sept and 12 Nov, one-way fares 14 to 29 days before departure were typically 27% lower than 7 to 13 days before departure.

Is there a direct flight from Chicago to Houston?

Yes, the cheapest nonstop return found recently is $274 with Frontier Airlines, 18 Dec to 18 Jan 2027, found 19 hours ago. The cheapest nonstop one-way found recently is $172 with Frontier Airlines, 20 Nov, found 4 days ago.

How long is the flight from Chicago to Houston?

The cheapest nonstop one-way found recently, with Frontier Airlines on 20 Nov, takes 2 h 57 min from O'Hare International Airport (ORD) to George Bush Intercontinental Airport (IAH). The cheapest one-way found recently, with Frontier Airlines on 14 Dec, takes 10 h 16 min with 1 stop.

Which airlines have the cheapest flights from Chicago to Houston?

Between 28 Nov and 27 Mar 2027, Frontier Airlines has the cheapest return on all 6 departure dates we hold. Between 20 Nov and 9 Jan 2027, Frontier Airlines has the cheapest one-way on 2 of the 3 departure dates we hold, and Allegiant Air on 1.