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HOU - ORD

Find cheap flights from Houston Hobby Airport to Chicago O'Hare Airport from $53

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hobby to O'Hare Intl departing on 4/24. 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
Thu 5/16
Thu 5/23

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare Airport

 
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 43,990,755 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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Cheap flight deals from Hobby to O'Hare Intl (HOU-ORD)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hobby to O'Hare Intl 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
3:59 pm - 12:56 amHOU-ORD
8h 57m1 stop
6:27 pm - 3:30 pmORD-HOU
21h 03m1 stop
$86Frontier
Find Deal
Tue, Apr 30 - Sat, May 4
3:59 pm - 12:56 amHOU-ORD
8h 57m1 stop
6:27 pm - 3:52 pmORD-HOU
21h 25m1 stop
$91Frontier
Find Deal
Tue, May 7 - Tue, May 14
4:13 pm - 11:52 pmHOU-ORD
7h 39m1 stop
9:32 am - 3:14 pmORD-HOU
5h 42m1 stop
$208Delta
Find Deal
Sat, May 4 - Tue, May 7
2:21 pm - 9:15 pmHOU-ORD
6h 54m1 stop
9:55 am - 3:54 pmORD-HOU
5h 59m1 stop
$238American Airlines
Find Deal
Tue, Jul 30 - Tue, Aug 6
10:24 am - 4:47 pmHOU-ORD
6h 23m1 stop
3:32 pm - 10:21 pmORD-HOU
6h 49m1 stop
$248Delta
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Sat, May 11 - Tue, May 14
4:22 pm - 11:00 pmHOU-ORD
6h 38m1 stop
6:40 pm - 11:55 pmORD-HOU
5h 15m1 stop
$283American Airlines
Find Deal
Fri, May 31 - Sat, Jun 1
8:00 pm - 8:39 pmHOU-ORD
24h 39m1 stop
8:05 pm - 5:02 pmORD-HOU
20h 57m1 stop
$290Sun Country Air
Find Deal
Fri, Jul 12 - Sun, Jul 14
6:40 pm - 7:06 pmHOU-ORD
24h 26m1 stop
9:05 pm - 4:51 pmORD-HOU
19h 46m1 stop
$295Sun Country Air
Find Deal
Thu, Jun 13 - Sun, Jun 16
3:46 pm - 12:40 amHOU-ORD
8h 54m1 stop
7:00 am - 7:04 pmORD-HOU
12h 04m1 stop
Tue, Jun 18 - Sun, Jun 23
7:25 am - 6:40 pmHOU-ORD
11h 15m1 stop
5:56 pm - 6:31 pmORD-HOU
24h 35m1 stop
Sun, Jun 23 - Sat, Aug 31

Flights from Hobby to O'Hare Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from Hobby to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Houston Hobby Airport to Chicago O'Hare Airport?

The average price of all flights from Houston Hobby Airport to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
When flying from Houston Hobby Airport to Chicago O'Hare Airport, you should consider leaving on a Thursday and avoid Mondays if you are looking for the best rates. For your return to Houston Hobby Airport, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

What is the cheapest month to fly from Houston Hobby Airport to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport, 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 Hobby Airport to Chicago O'Hare Intl Airport is January, where tickets cost $188 on average. On the other hand, the most expensive months are June and April, where the average cost of tickets is $348 and $344 respectively.

How far in advance should I book a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport, 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 Hobby Airport to Chicago O'Hare Intl Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 33 days before departure.

Which airlines provide the cheapest flights from Houston Hobby Airport to Chicago O'Hare Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Frontier offered the best one-way deal for that route, at $53. KAYAK users also found Houston Hobby Airport to Chicago O'Hare Airport round-trip flights on Frontier from $86 and on Delta from $208.

Good to know

Low season

February

High season

December

Cheapest flight

$53
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Houston Hobby Airport to Chicago O'Hare Airport

When to book flights from Hobby to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Hobby to O'Hare Intl 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 Houston Hobby Airport to Chicago O'Hare Airport flights

  • What is the cheapest flight from Houston Hobby Airport to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport was $53 for a one-way ticket and $86 for a round-trip.

  • Do I need a passport to fly between Houston Hobby Airport and Chicago O'Hare Airport?

    No, a passport isn't needed to fly from Houston Hobby Airport to Chicago O'Hare Airport. However, local authorities might ask for an official ID.

  • Which aircraft models fly most regularly from Houston Hobby Airport to Chicago O'Hare Airport?

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

  • Which airline alliances offer flights from Houston Hobby Airport to Chicago O'Hare Airport?

    SkyTeam, and oneworld are the airline alliances operating flights between Houston Hobby Airport and Chicago O'Hare Airport, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Houston to Chicago, American Airlines or Frontier?

    The two airlines most popular with KAYAK users for flights from Houston to Chicago are American Airlines and Frontier. With an average price for the route of $290 and an overall rating of 7.3, American Airlines is the most popular choice. Frontier is also a great choice for the route, with an average price of $205 and an overall rating of 6.3.

  • How does KAYAK find such low prices on flights from Houston Hobby Airport to Chicago O'Hare Airport?

    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 Hobby Airport to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Houston Hobby Airport 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 Hobby Airport to Chicago O'Hare Airport?

    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 O'Hare Airport with an airline and back to Houston Hobby Airport with another airline. Booking your flights between Houston Hobby Airport and ORD can sometimes prove cheaper using this method.

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

    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 O'Hare Airport from Houston Hobby Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 airlines serving from Hobby to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Houston to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hobby to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 11360 reviews
7.2comfort
7.7boarding
8.1crew
7.1entertainment
6.7food
Airline reviews

The flight was delayed instead of leaving at 11 it left at 12.20

6.0 GoodAnonymous, Apr 2024PIA - ORD
Read more about United Airlines reviews

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The flights from Ottawa to Albuquerque went smoothly enough though on on flight they didn't have how water for coffee or tea and on another there there was no ice. The return flights from Albuquerque were delayed by mechanical problems on both flights. Ottawa was a ground crew maintenance issue.

The male air hostess was rude and didn’t provide good customer service. Didn’t even offer me a drink

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Perfect flight. On time departure and early arrival. Smooth flight.

Overall pleasant was delayed and caused transportation issue when landing

The arriving flight was a few minutes late, but the gate crew helped to deplane and board our outgoing flight quickly and efficiently. We were able to depart quickly and arrive at ORD almost at the posted time. Great job.

Nothing, flight was supposed to leave at 758 am. My flight didn’t leave until 430 pm. Spent the whole day at the airport.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

The flight was delayed almost two hours on the front end, and an hour on the backend once we landed and waited for a gate to open up. We were told to remain in our seats during that whole delay and I had to go to the bathroom badly. I was unable to hold it and was forced to urinate in my pants while in my seat. I then had to sit in it until we finally deboarded and I was able to change my clothes.

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

I paid for extra leg room. The flimsy plastic seat underneath the floatation seat did not line up with the arm rests. It seemed as if the plastic part was zip tied on but immovable. This caused severe uncomfortable for the duration of the flight.

Plane was clean but they do not allow bag drop until 1 hour before flight. Just encouraging late fees and other issues. The worst I have experienced. Total hostage situation, pay or you miss your flight.

Everything was good, and most importantly on time. They have been extremely tardy in some of my flights

I had to cancel within 1hour of the reservation an they put you through hell to . no live customer service desk. I'm handy caped and they make it almost impossible to cancel. They are steeling my money. You should not have that airline on your site. Contact me and I will give you all info. Of what the are doing to me just notable treatment they are set up like that to take people

Horrible flight, rude crew, someone had so mu h perfume on breathing was difficult.

I was singled out for being a Latina flying solo and the attendants took me out of line to put my luggage in the personal item bin to see if it would fly. Keep In mind I had just flown with the same luggage with no problem not even 5 days ago. The tag was sticking out a bit and the attendant was belligerent about charging me $100. I could not refuse because I didn’t wanna cause a scene. But today I felt targeted and embarrassed. I went online and found out that this happens a lot with this airline and to many minority women.

Smooth process and flight. My favorite kind. Uneventful and on-time!

Frontier is a mess. Kept changing flights and times on me. Ridiculous. Charged us twice for annual Discout Den membership.

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.
4/24Wed
1 stopFrontier
8h 12mHOU-ORD
$53
5/20Mon
1 stopFrontier
10h 17mHOU-ORD
$55
5/4Sat
1 stopDelta
7h 39mHOU-ORD
$104
5/9Thu
1 stopSun Country Air
15h 53mHOU-ORD
$118
6/11Tue
1 stopAmerican Airlines
6h 02mHOU-ORD
$119
4/27Sat
1 stopAmerican Airlines
6h 43mHOU-ORD
$129
5/26Sun
1 stopSun Country Air
26h 08mHOU-ORD
$148
4/28Sun
2 stops
25h 15mHOU-ORD
$149
4/22Mon
3 stops
20h 07mHOU-ORD
$179
5/26Sun
1 stopDelta
6h 23mHOU-ORD
$239

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Last minute flights from Hobby to O'Hare Intl

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.
4/18Thu
multi-stopFrontier
9h 18mHOU-ORD
4/23Tue
multi-stopFrontier
25h 17mORD-HOU
$162
4/18Thu
multi-stopFrontier
9h 18mHOU-ORD
4/24Wed
multi-stopFrontier
10h 43mORD-HOU
$171
4/18Thu
multi-stopFrontier
9h 18mHOU-ORD
4/22Mon
multi-stopFrontier
10h 48mORD-HOU
$173
4/20Sat
multi-stopDelta
7h 47mHOU-ORD
4/27Sat
multi-stopDelta
6h 59mORD-HOU
$358
4/20Sat
multi-stopDelta
7h 47mHOU-ORD
4/24Wed
multi-stopDelta
4h 55mORD-HOU
$368
4/20Sat
multi-stopAmerican Airlines
5h 03mHOU-ORD
4/22Mon
multi-stopAmerican Airlines
4h 41mORD-HOU
$398
4/18Thu
multi-stopDelta
4h 37mHOU-ORD
4/23Tue
multi-stopDelta
4h 55mORD-HOU
$443
4/18Thu
multi-stopAmerican Airlines
5h 03mHOU-ORD
4/18Thu
multi-stopAmerican Airlines
5h 39mORD-HOU
$552
4/21Sun
multi-stopAmerican Airlines
5h 03mHOU-ORD
4/21Sun
multi-stopAmerican Airlines
5h 39mORD-HOU
$780
4/18Thu
multi-stopAmerican Airlines
6h 44mHOU-ORD
4/18Thu
multi-stopAmerican Airlines
4h 39mORD-HOU
$898

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Houston Hobby Airport - Chicago O'Hare Airport Flights

Departure:

Houston Hobby Airport (HOU)United States

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Houston Hobby Airport

Cabin classes: