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Find cheap flights from Houston to Chicago from $38

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Houston to Chicago departing on 5/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 6/7
Fri 6/14

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:

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Cheap flight deals from Houston to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Houston to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:19 pm - 11:59 pmIAH-ORD
2h 40mnonstop
6:15 am - 8:59 amORD-IAH
2h 44mnonstop
$51Frontier
Find Deal
Wed, Jun 5 - Wed, Jun 12
9:18 pm - 11:58 pmIAH-ORD
2h 40mnonstop
6:15 am - 8:59 amORD-IAH
2h 44mnonstop
$58Frontier
Find Deal
Wed, May 29 - Wed, Jun 5
8:51 pm - 11:29 pmIAH-ORD
2h 38mnonstop
6:25 am - 9:10 amORD-IAH
2h 45mnonstop
Tue, May 21 - Wed, May 22
9:18 pm - 11:58 pmIAH-ORD
2h 40mnonstop
7:08 am - 9:55 amORD-IAH
2h 47mnonstop
Wed, May 22 - Tue, May 28
8:51 pm - 11:29 pmIAH-ORD
2h 38mnonstop
7:08 am - 9:55 amORD-IAH
2h 47mnonstop
$64Spirit Airlines
Find Deal
Tue, May 21 - Tue, May 28
8:51 pm - 11:29 pmIAH-ORD
2h 38mnonstop
7:08 am - 9:55 amORD-IAH
2h 47mnonstop
$65Spirit Airlines
Find Deal
Wed, May 29 - Tue, Jun 4
1:00 pm - 9:18 pmHOU-ORD
8h 18m1 stop
6:00 am - 12:04 pmORD-HOU
6h 04m1 stop
$197Delta
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Tue, Aug 6 - Tue, Aug 20
6:20 pm - 7:06 pmHOU-ORD
24h 46m1 stop
7:00 am - 7:04 pmORD-HOU
12h 04m1 stop
$232Sun Country Air
Find Deal
Sun, Jun 9 - Sun, Jun 23
6:45 pm - 7:12 pmHOU-ORD
24h 27m1 stop
7:00 am - 7:18 pmORD-HOU
12h 18m1 stop
$265Sun Country Air
Find Deal
Thu, Aug 22 - Sun, Aug 25
10:30 am - 5:14 pmHOU-MDW
6h 44m1 stop
6:00 am - 12:04 pmMDW-HOU
6h 04m1 stop
$296Delta
Find Deal
Sat, Aug 31 - Sun, Sep 1

Flights from Houston to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Houston to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Houston to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Houston to Chicago.
Our data shows that the cheapest route for a one-way flight from Houston to Chicago cost $29 and was between Houston George Bush Intcntl Airport and Chicago Midway Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $49.

What’s the cheapest day of the week to fly from Houston to Chicago?

The average price of all flights from Houston to Chicago clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Houston to Chicago. For your return ticket, we recommend flying on a Tuesday and avoiding Sundays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Houston to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Houston to Chicago is April, where tickets cost $158 on average. On the other hand, the most expensive months are July and March, where the average cost of tickets is $278 and $266 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Houston to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Houston to Chicago, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 62 days before departure.

Which airlines provide the cheapest flights from Houston to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Houston to Chicago were found on Frontier ($51) and Spirit Airlines ($64). Spirit Airlines proposed the cheapest one-way flight at $38.

Which airlines fly most frequently between Houston and Chicago?

United Airlines (17 flights per day), Southwest (13 flights per day), and American Airlines (4 flights per day) are the most frequent flyers of this route.

Which airlines fly non-stop between Houston and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Houston to Chicago.
There are 5 airlines that fly nonstop from Houston to Chicago. They are: American Airlines, Frontier, Southwest, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Frontier at $37 for a one-way flight. On average, the best prices for this route can be found at Frontier.

How many flights are there between Houston and Chicago per day?

Each day, there are between 32 and 42 nonstop flights that take off from Houston and land in Chicago, with an average flight time of 2h 38m. The most common departure time is 6:00 am and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 275 flights. The most frequent day of departure is Friday, when 15% of all weekly flights depart. The fewest flights depart on a Sunday.

Which cabin class options are there for flights between Houston and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Houston to Chicago take?

There are no direct flights from Houston to Chicago. The quickest journey takes 2h 28m.

Good to know

Cheapest flight

$38
Flight from Houston George Bush Airport to Chicago O'Hare Airport

When to book flights from Houston to Chicago

Are your dates flexible? Find out the best times to travel from Houston to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Houston to Chicago

  • What is the cheapest flight from Houston to Chicago?

    In the last 3 days, the lowest price for a flight from Houston to Chicago was $38 for a one-way ticket and $51 for a round-trip.

  • Do I need a passport to fly between Houston and Chicago?

    Yes

  • Which airports will I be using when flying from Houston to Chicago?

    Houston has 2 major airports: Houston Hobby and Houston George Bush Intcntl. Chicago is served by 2 airports: Chicago Midway and Chicago O'Hare Intl. You’ll usually find the cheapest deals if you fly from Houston George Bush Airport and land at Chicago O'Hare Airport.

  • Which aircraft models fly most regularly from Houston to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Houston to Chicago?

    SkyTeam, and Star Alliance are the airline alliances operating flights between Houston and Chicago, with SkyTeam being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from Houston to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Houston to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Houston to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Houston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Houston to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Houston with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Houston to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Houston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Houston to Chicago?

Find which airlines fly direct from Houston to Chicago, which days they fly and book direct flights.

Nonstop departures

Houston to Chicago

Monday

ANA, Aer Lingus, Air New Zealand, +17 more

ANA, Aer Lingus, +18 more

Tuesday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

Wednesday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Thursday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Friday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

Saturday

ANA, Aer Lingus, Air New Zealand, +17 more

ANA, Aer Lingus, +18 more

Sunday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

See more direct flights

Nonstop returns

Chicago to Houston

Monday

ANA, Aer Lingus, Air New Zealand, +17 more

ANA, Aer Lingus, +18 more

Tuesday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

Wednesday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Thursday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Friday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

Saturday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Sunday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

See more direct flights
See more direct flights

Book cheap flights from Houston to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Houston to Chicago found on KAYAK in the last 72 hours.
5/21Tue
nonstopSpirit Airlines
2h 38mIAH-ORD
$38
5/18Sat
1 stopSpirit Airlines
10h 37mIAH-ORD
$39
8/7Wed
nonstopFrontier
2h 39mIAH-ORD
$40
7/10Wed
nonstopFrontier
2h 39mIAH-ORD
$42
5/15Wed
3 stops
24h 02mIAH-RFD
$98
6/6Thu
1 stopDelta
7h 25mIAH-MDW
$99
6/18Tue
2 stops
22h 16mIAH-ORD
$101
6/1Sat
1 stopDelta
7h 54mHOU-ORD
$104
8/11Sun
nonstopUnited Airlines
2h 38mIAH-ORD
$109
5/26Sun
1 stopUnited Airlines
8h 14mIAH-ORD
$229

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Last minute flights from Houston to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Houston to Chicago that are departing in the next 10 days.
5/11Sat
nonstopFrontier
2h 27mIAH-MDW
5/13Mon
multi-stopFrontier
10h 52mMDW-IAH
$174
5/13Mon
multi-stopSpirit Airlines
24h 05mIAH-ORD
5/22Wed
nonstopSpirit Airlines
2h 47mORD-IAH
$175
5/11Sat
multi-stopFrontier
9h 10mIAH-ORD
5/22Wed
nonstopFrontier
2h 45mORD-IAH
$183
5/11Sat
nonstop
2h 36mIAH-ORD
5/22Wed
nonstop
2h 45mORD-IAH
$188
5/11Sat
multi-stop
7h 12mIAH-ORD
5/21Tue
nonstop
2h 47mORD-IAH
$197
5/13Mon
multi-stopAllegiant Air
7h 35mHOU-RFD
5/22Wed
multi-stopAllegiant Air
21h 05mRFD-HOU
$384
5/9Thu
multi-stopSun Country Air
23h 18mHOU-ORD
5/12Sun
multi-stopSun Country Air
11h 04mORD-HOU
$438
5/11Sat
multi-stopDelta
6h 23mHOU-ORD
5/15Wed
multi-stopDelta
6h 42mORD-HOU
$442
5/11Sat
multi-stopDelta
5h 57mHOU-MDW
5/14Tue
multi-stopDelta
5h 42mMDW-HOU
$448
5/10Fri
multi-stopAllegiant Air
7h 35mHOU-RFD
5/22Wed
multi-stopAllegiant Air
21h 05mRFD-HOU
$515

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Flights to Chicago

Return flight deals:

Chicago - Houston

Cabin classes: