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$72+ Cheap flights from Chesapeake, VA to Houston

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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HOU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Chesapeake to Houston are usually found in July or October, booked 80 days in advance, depart on a Tuesday or Monday and return on a Thursday

Cheap flight deals from Chesapeake to Houston

Keep the following information in mind while searching for Chesapeake to Houston flight deals. Data was last updated September 11, 2025.

Round-trip from

$222
(Cheapflightsfares)

One-way from

$72
(Priceline)

Popular in

February

Cheapest in

July

Average price

$379
From Chesapeake to Houston
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One-way flight from Chesapeake to Houston
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Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Chesapeake to Houston

Cheapest flights from Chesapeake to Houston
Explore the most affordable flight options available from Chesapeake to Houston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:01 amORF - IAH
1 stop5h 31mSpirit Airlines
Mon 11/104:42 pmIAH - ORF
1 stop5h 58mSpirit Airlines
Deal found 9/11$222
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/95:24 amORF - IAH
2 stops14h 11mMultiple Airlines
Sun 10/126:05 amIAH - ORF
1 stop7h 49mMultiple Airlines
Deal found 9/10$225
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1112:19 pmORF - IAH
1 stop5h 42mFrontier
Sat 9/134:36 pmIAH - ORF
1 stop23h 21mFrontier
Deal found 9/10$227
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/269:47 amORF - IAH
1 stop22h 17mMultiple Airlines
Tue 10/287:30 pmIAH - ORF
2 stops26h 16mMultiple Airlines
Deal found 9/11$228
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/61:07 pmORF - IAH
2 stops22h 23mMultiple Airlines
Tue 11/1110:28 amIAH - ORF
1 stop12h 39mMultiple Airlines
Deal found 9/10$229
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:01 amORF - IAH
1 stop26h 32mMultiple Airlines
Tue 11/1110:28 amIAH - ORF
2 stops12h 12mMultiple Airlines
Deal found 9/10$233
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/244:57 pmORF - IAH
1 stop18h 50mMultiple Airlines
Thu 10/3012:55 pmIAH - ORF
1 stop8h 51mMultiple Airlines
Deal found 9/11$234
This Southwest deal was found by Cheapflights users on 9/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/265:55 pmORF - HOU
1 stop7h 10mSouthwest
Wed 12/33:45 pmHOU - ORF
1 stop5h 15mSouthwest
Deal found 9/11$234
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Tue 9/306:34 amORF - IAH
1 stop11h 27mAmerican Airlines
Tue 10/712:08 pmIAH - ORF
1 stop9h 13mAmerican Airlines
Deal found 9/10$235
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/237:05 amORF - IAH
2 stops12h 17mMultiple Airlines
Fri 10/3112:49 pmIAH - ORF
1 stop8h 13mMultiple Airlines
Deal found 9/11$237
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/218:00 amORF - IAH
1 stop5h 24mDelta
Tue 10/2811:49 amIAH - ORF
1 stop5h 48mDelta
Deal found 9/11$239
This Delta deal was found by Cheapflights users on 9/10. 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.
Thu 11/64:23 pmORF - HOU
1 stop7h 37mDelta
Tue 11/116:53 pmHOU - ORF
1 stop4h 22mDelta
Deal found 9/10$239

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Houston 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 September 11, 2025.
Use the filters below to find and compare flights from Chesapeake to Houston that are best for you.

Fly from

Chesapeake

Fly to

Houston

Route

Depart

Return

Price

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Wed 11/26

5:55 pm-12:05 am

1 stop7h 10m

Houston Hobby

Wed 12/3

3:45 pm-10:00 pm

1 stop5h 15m

$234

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Wed 10/22

8:00 am-12:24 pm

1 stop5h 24m

Houston George Bush Intcntl

Sat 11/1

11:01 am-5:12 pm

1 stop5h 11m

$239

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Tue 10/21

8:00 am-12:24 pm

1 stop5h 24m

Houston George Bush Intcntl

Tue 10/28

11:49 am-6:37 pm

1 stop5h 48m

$239

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Tue 10/21

6:24 am-12:24 pm

1 stop7h 00m

Houston George Bush Intcntl

Fri 10/31

12:55 pm-7:22 pm

1 stop5h 27m

$239

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Fri 1/23

5:30 am-9:32 am

1 stop5h 02m

Houston Hobby

Tue 1/27

6:00 am-11:47 am

1 stop4h 47m

$239

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Tue 3/10

5:30 am-12:21 pm

1 stop7h 51m

Houston Hobby

Wed 3/11

1:00 pm-6:50 pm

1 stop4h 50m

$239

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Wed 10/1

2:00 pm-5:40 pm

1 stop4h 40m

Houston Hobby

Fri 10/3

6:37 pm-12:25 am

1 stop4h 48m

$239

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Thu 12/11

12:15 pm-7:45 pm

2 stops8h 30m

Houston Hobby

Mon 12/15

6:00 am-11:40 am

1 stop4h 40m

$241

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Thu 10/16

12:49 pm-7:04 am

2 stops19h 15m

Houston George Bush Intcntl

Sat 10/25

4:42 pm-11:44 am

2 stops18h 02m

$243

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Fri 11/7

2:00 pm-10:40 pm

1 stop9h 40m

Houston Hobby

Mon 11/10

5:00 am-10:55 am

1 stop4h 55m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 39 results
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Best time to book a flight from Chesapeake to Houston

Have a flexible travel schedule? Discover the best time to fly to Houston from Chesapeake 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 Chesapeake to Houston

How far ahead should I book a flight from Chesapeake to Houston?

Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to Houston. Price data was last updated on August 29, 2025.

The price you pay for your flight from Chesapeake to Houston may vary depending on when you book. For the best chance of a lower fare, look to book 71 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chesapeake to Houston?

Currently, September is the cheapest month in which you can book a flight from Chesapeake to Houston (average of $230). Flying from Chesapeake to Houston in March is currently the most expensive (average of $331). 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 C6E to HOU?

Find hourly flight availability from Chesapeake to Houston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Houston as you normally would.

What is the cheapest day to fly from Chesapeake to Houston?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to Houston. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chesapeake to Houston flight should consider departing on Friday at noon when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Houston

Get insights into the airlines that provide service to Houston. 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 Houston. Reviews last updated September 11, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Chesapeake to Houston have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Houston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chesapeake to Houston?

    Southwest, Delta, and Frontier can get you from Chesapeake to Houston in just under 5h 24m. Your travel time can differ by up to 13h 51m. The distance from Chesapeake to Houston is about 1199 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Chesapeake to Houston one-way?

    One-way options have recently been found by users for as low as $72 on Frontier. Other airlines that offer cheap prices include Southwest from $80 and Delta from $130 one-way.

  • Can I find deals for flights from Chesapeake to Houston that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Houston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Houston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Houston.

  • Can I find deals for business class flights from Chesapeake to Houston?

    Yes. Cheapflights offers flight deals from Chesapeake to Houston 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 Chesapeake to Houston?

    Currently, September is the cheapest month in which you can book a flight from Chesapeake to Houston (average of $230). Flying from Chesapeake to Houston in March is currently the most expensive (average of $331). 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

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Alternative routes for Chesapeake to Houston

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Chesapeake to Houston

Discover the top 5 airlines that operate flights from Chesapeake to Houston. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$134Average$253FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$210Average$423FlexibilityNo cancel feeOn-time63%
DeltaCheapest$241Average$378FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$243Average$388FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$280Average$489FlexibilityNo cancel feeOn-time69%

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