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O'Hare Intl

$89+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
Jun 18 — Jun 251
Wed 6/18
Wed 6/25
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 October, 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 June 13, 2025.

Round-trip from

$177
(Southwest)

One-way from

$89
(Southwest)

Popular in

April

Cheapest in

September

Average price

$230
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. 6% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 13, 2025.

This Southwest deal was found by Cheapflights users on 6/10. 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.
Thu 9/410:00 amHOU - ORD
1 stop5h 20mSouthwest
Tue 9/97:00 amORD - HOU
1 stop7h 00mSouthwest
Deal found 6/10$177
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/266:00 amHOU - ORD
1 stop6h 16mDelta
Sun 8/315:45 amORD - HOU
1 stop6h 25mDelta
Deal found 6/10$217
This American Airlines deal was found by Cheapflights users on 6/12. 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 8/206:30 pmHOU - ORD
1 stop5h 13mAmerican Airlines
Mon 8/2510:25 amORD - HOU
1 stop7h 35mAmerican Airlines
Deal found 6/12$251

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 June 13, 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

Thu 9/4

10:00 am-3:20 pm

1 stop5h 20m

Chicago O'Hare Intl

Tue 9/9

7:00 am-2:00 pm

1 stop7h 00m

$177

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 8/26

6:00 am-12:16 pm

1 stop6h 16m

Chicago O'Hare Intl

Sat 8/30

3:30 pm-10:31 pm

1 stop7h 01m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 8/20

6:30 pm-11:43 pm

1 stop5h 13m

Chicago O'Hare Intl

Mon 8/25

10:25 am-6:00 pm

1 stop7h 35m

$251

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 8/27

6:10 am-2:10 pm

1 stop8h 00m

$89

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 9/30

6:00 am-12:08 pm

1 stop6h 08m

$109

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 8/13

8:51 am-1:37 pm

1 stop4h 46m

$126

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sun 11/9

9:33 am-5:08 pm

1 stop7h 35m

$153

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Thu 7/24

9:42 am-9:30 pm

2 stops35h 48m

$166

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sun 6/22

10:13 am-8:34 pm

2 stops10h 21m

$11,878

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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 June 9, 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 June 13, 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 June 13, 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
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,286 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,953 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Sun Country Air
6.9
Okay
345 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 $177. Other airlines that can offer you cheap pricing are Delta, from $217, and American Airlines, from $251. These flights start at 17% lower than the current average price 3 months from now.

  • 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 Southwest ($89), Delta ($109), and American Airlines ($126).

  • 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
Beloit
Elgin
Racine
Skokie
Arlington Heights
Rockford
Naperville
Orland Park
Elk Grove Village
Tinley Park
Northbrook
Joliet
Merrillville
Bridgeview
Glenview
Des Plaines
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 June 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$56Average$148FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$64Average$170FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$147Average$344FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$272FlexibilityNo cancel feeOn-time71%

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