Flight Deals from Houston to Chicago O Hare Airport from $32
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Price Drop Deals Near You
Stops
- Up to nonstop$65
- Up to 1 stop$166
Airlines
- American Airlines$198
- CitizenPlane$117
- Delta Air Lines$166
- Frontier Airlines$65
- Spirit Airlines$97
- United Airlines$198
Cabin Class
- Economy$65
Departure Airports
- George Bush Intercontinental Houston Airport$65
Arrival Airports
- Chicago O Hare Airport$65
Layover Airports
- Detroit Metropolitan Airport$166
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Top Deals on flights from Houston to Chicago O Hare Airport
Houston, US (HOU) - Chicago, US (CHI)
Jun 2
Jun 2
as low as
$32
Houston, US (HOU) - Chicago, US (CHI)
Jun 3
Jun 3
as low as
$48
Houston, US (HOU) - Chicago, US (CHI)
May 20
May 20
as low as
$48
Houston, US (HOU) - Chicago, US (CHI)
Aug 10
Aug 10
as low as
$82
Houston, US (HOU) - Chicago, US (CHI)
Jun 3
Jun 4
as low as
$84
Houston, US (HOU) - Chicago, US (CHI)
Aug 10
Aug 10
as low as
$110
Houston, US (HOU) - Chicago, US (CHI)
May 5
May 5
as low as
$206
Houston, US (HOU) - Chicago, US (CHI)
Aug 10
Aug 10
as low as
$248
Houston, US (HOU) - Chicago, US (CHI)
Aug 10
Aug 10
as low as
$255
Houston, US (HOU) - Chicago, US (CHI)
Aug 10
Aug 11
as low as
$379
Houston, US (HOU) - Chicago, US (CHI)
Jun 3
Jun 3
as low as
$512
Houston, US (HOU) - Chicago, US (CHI)
Aug 10
Aug 10
as low as
$635
Good to Know
Essential information to help you plan your flight from Houston to Chicago O Hare Airport
Cheapest Flight
$32
The lowest price we found in the last two weeks, departing Jun 2 and returning Jun 2
2h 49m ‧ economyFastest Flights
$84
The fastest flight that we found in the last two weeks, departing Jun 3 and returning Jun 4
2h 37m ‧ economyCheapest Flight Round-trip
$65
Cheapest price found in the last 14 days, departing May 5 and returning May 6
2h 49m ‧ economyCheapest Flight One-way
$32
Cheapest price found in the last 14 days, departing Jun 2
2h 49m ‧ economyCheapest Layover airport
$82
The cheapest layover airport to Chicago is currently $82
1 stop ‧ 4h 59m ‧ economyBest Arrival airport
$32
The best arrival airport to Chicago is currently $32
2h 49m ‧ economyBest Departure airport
$32
The best departure airport to Chicago is currently $32
2h 49m ‧ economyCheapest Airline
$32
The cheapest airline to Chicago is currently $32
2h 49m ‧ economyFlights from Houston to Chicago are most expensive in mid-December and March, with low prices in early January and November.
When planning your flights from Houston to Chicago, you'll find significant price variations throughout the year. The peak travel seasons tend to be around mid-December, where prices can reach as high as $300, with significant spikes in March and June as well. Conversely, you can find some of the most affordable prices in early January and early November, with rates dropping below $200. Notably, there is an abrupt spike at the end of December, marking a clear transition into the higher price season. Overall, expect peak prices to exceed $250 during prime travel times and lows to drop to around $166 during off-peak periods.
Book your flight from Houston to Chicago 29 to 34 days before departure for the best prices.
If you’re planning to fly from Houston to Chicago, the best time to buy your ticket is between 29 to 34 days before departure, when prices hover around $188. Booking earlier than this can result in costs soaring up to $491, and prices generally increase as departure day approaches. Although prices remain relatively low until about 24 days prior, it’s risky to wait—especially as the last 20 days see price spikes that can reach $548. Essentially, aim to secure your ticket well in advance, preferably beyond the 31-day mark, to avoid paying significantly more.
Frequently Asked Questions
What is the typical flight duration from Houston to Chicago?
Are there any direct flights from Houston to Chicago?
What are the ground transportation options in Chicago?
When is the cheapest time to fly from Houston to Chicago?
How far in advance should I book tickets from Houston to Chicago?
Which airlines usually operate this route from Houston to Chicago?
If I need a connection, what are common layover cities between Houston and Chicago?
How reliable are on‑time departures on this route from Houston to Chicago?
Which months have the best weather for traveling to Chicago?
What documents should I bring with me to the airport when flying from Houston to Chicago?
Which airport should I use in Chicago?
How do I get to William P Hobby Airport airport from the city center?
Are there hotels or sleeping facilities at Chicago airport?
Are there currency exchange offices, prayer rooms and Wi‑Fi at O'Hare Intl Airport ?
Are there accessible services or children's facilities at the Houston and Chicago airports?
Which aircraft models fly between Houston and Chicago this route and do airlines offer Wi‑Fi?
Which airline alliances operate this route?
What is the cheapest time of day to fly from Houston to Chicago?
What are the best airport lounge options when departing from Houston?
What is the baggage allowance on this route from Houston to Chicago?
What cabin and seat options are typical from Houston to Chicago?
Are same‑day changes or standby possible on this route?
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