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O'Hare Intl

$100+ Cheap flights from Hobby (HOU) to O'Hare Intl (ORD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
Apr 16 — Apr 231
Wed 4/16
Wed 4/23
1 adult, Economy
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Cheapflights Tip: The best prices from Houston Hobby to Chicago O'Hare Intl are usually found in September or June, booked 84 days in advance, depart on a Thursday or Monday and return on a Wednesday

Cheap flight deals from Hobby to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Hobby (HOU) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 11, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$217
(Delta)

One-way from

$100
(CheapOair)

Popular in

January

Cheapest in

September

Average price

$255
Provider with most accurate pricing for Houston Hobby-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Houston Hobby-Chicago O'Hare Intl flights.
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From Houston Hobby to Chicago O'Hare Intl
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One-way flight from Houston Hobby to Chicago O'Hare Intl
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Highest demand for flights based on searches. 11% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Hobby to O'Hare Intl

Cheapest flights from Hobby to O'Hare Intl
Explore the most affordable flight options available from Hobby to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2025.

This CheapOair deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1110:36 amHOU - ORD
1 stop26h 41mFrontier
Sun 4/136:45 amORD - HOU
1 stop26h 47mFrontier
Deal found 4/11$200
This Delta deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/146:42 pmHOU - ORD
1 stop5h 16mDelta
Sat 5/1711:05 amORD - HOU
1 stop6h 52mDelta
Deal found 4/9$217
This Southwest deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/35:05 pmHOU - ORD
1 stop4h 55mSouthwest
Wed 5/77:30 amORD - HOU
1 stop6h 45mSouthwest
Deal found 4/10$228
This American Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/215:00 amHOU - ORD
1 stop4h 34mAmerican Airlines
Sun 5/253:00 pmORD - HOU
1 stop4h 44mAmerican Airlines
Deal found 4/10$264
This Sun Country Air deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/247:49 pmHOU - ORD
1 stop14h 56mSun Country Air
Wed 11/2610:54 amORD - HOU
1 stop8h 07mSun Country Air
Deal found 4/10$265

Cheapflights Fare Finder

Customize your flight search to find flights from Hobby to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 11, 2025.
Use the filters below to find and compare flights from Houston Hobby Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Hobby

Fly to

O'Hare Intl

Route

Depart

Return

Price

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 5/14

6:42 pm-11:58 pm

1 stop5h 16m

Chicago O'Hare Intl

Sat 5/17

11:05 am-5:57 pm

1 stop6h 52m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Mon 4/14

10:36 am-12:37 am

1 stop14h 01m

Chicago O'Hare Intl

Thu 4/17

6:45 am-9:32 am

1 stop26h 47m

$220

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sat 5/3

5:05 pm-10:00 pm

1 stop4h 55m

Chicago O'Hare Intl

Wed 5/7

7:30 am-2:15 pm

1 stop6h 45m

$228

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 5/21

5:00 am-9:34 am

1 stop4h 34m

Chicago O'Hare Intl

Sun 5/25

3:00 pm-7:44 pm

1 stop4h 44m

$264

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Thu 6/5

6:30 pm-5:15 pm

1 stop22h 45m

Chicago O'Hare Intl

Sun 6/8

6:30 am-5:42 pm

1 stop11h 12m

$275

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 4/16

10:36 am-12:37 am

1 stop14h 01m

$100

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 6/24

12:55 pm-6:49 pm

1 stop5h 54m

$109

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 6/11

10:25 am-4:25 pm

1 stop6h 00m

$120

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 5/28

6:31 pm-11:56 pm

1 stop5h 25m

$129

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sun 6/8

6:42 pm-6:09 pm

1 stop23h 27m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/10

Showing 1-10 of 12 results
1
2

Compare providers for flights from Hobby to O'Hare Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Hobby to O'Hare Intl in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
Kiwi.comPrice Accuracy3 starsTrust Score*2 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy1 starTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Houston Hobby Airport-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Houston Hobby Airport-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Houston Hobby Airport-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Houston Hobby Airport-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Houston Hobby Airport-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Hobby to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Hobby with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Houston Hobby Airport to Chicago O'Hare Intl Airport

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

Use this chart to determine the optimal time to book a round-trip flight from Hobby to O'Hare Intl. Price data was last updated on April 4, 2025.

To ensure you get the cheapest price possible for a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport, you should look to book at least 84 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, August is the cheapest month in which you can book a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport (average of $245). Flying from Houston Hobby Airport to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from HOU to ORD?

Find hourly flight availability from Hobby to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 11, 2025.

When flying from Houston Hobby Airport to Chicago O'Hare Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 26% versus a flight in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Hobby to O'Hare Intl. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Houston Hobby Airport to Chicago O'Hare Intl Airport flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated April 11, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Houston to Chicago. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,851 reviews

Entertainment

7.1

Food

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,851 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Entertainment

7.1

Food

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,279 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Entertainment

7.1

Food

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,911 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Entertainment

7.1

Food

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Entertainment

7.1

Food

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Sun Country Air
6.9
Okay
349 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Entertainment

7.1

Food

7.1

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Hobby to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Houston Hobby Airport to Chicago O'Hare Intl Airport round-trip?

    Cheapflights users have booked flights from Houston Hobby Airport to Chicago O'Hare Intl Airport round-trip from $217. Other airlines that can offer you cheap pricing are Southwest, from $228, and American Airlines, from $264.

  • What are the cheapest airlines to fly from Houston Hobby Airport to Chicago O'Hare Intl Airport one-way?

    The cheapest airlines for a one-way flight from Houston Hobby Airport to Chicago O'Hare Intl Airport are Frontier ($100), Delta ($109), and Southwest ($120).

  • Can I find deals for flights from Hobby to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Hobby to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hobby to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hobby to O'Hare Intl.

  • Can I find deals for business class flights from Hobby to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Hobby to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, August is the cheapest month in which you can book a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport (average of $245). Flying from Houston Hobby Airport to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Houston Hobby Airport?

Book flights to Houston Hobby Airport if you plan to visit one of these locations
Schaumburg
Hoffman Estates
Rosemont
Racine
Beloit
Naperville
Rockford
Skokie
Tinley Park
Kenosha
Arlington Heights
Elgin
Joliet
Orland Park
Merrillville
Northbrook
New Buffalo
Waukegan
Glenview
Lake Geneva

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Alternative routes for Hobby to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
George Bush Intcntl to O'Hare Intl flights
Hobby to Midway flights
George Bush Intcntl to Midway flights
Hobby to Rockford flights

Top 4 airlines flying from Hobby to O'Hare Intl

Discover the top 4 airlines that operate flights from Hobby to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$51Average$137FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$62Average$156FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$155Average$342FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$250FlexibilityNo cancel feeOn-time71%

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