Houston

$49+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HOU
Jan 16 — Jan 231
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Cheapflights Tip: The best prices from Chesapeake to Houston are usually found in November or January, booked 45 days in advance, depart on a Tuesday or Monday and return on a Thursday

Cheap 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 December 17, 2025.

This Frontier deal was found by Cheapflights users on 12/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2411:44 amORF - IAH
1 stop12h 11mFrontier
Mon 1/56:00 amIAH - ORF
1 stop6h 09mFrontier
Deal found 12/16$304
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/2411:44 amORF - IAH
2 stops36h 43mFrontier
Wed 1/218:45 amIAH - ORF
1 stop29h 21mFrontier
Deal found 12/16$307
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Tue 12/303:01 pmORF - IAH
1 stop19h 02mMultiple Airlines
Sat 1/36:55 pmIAH - ORF
2 stops41h 14mMultiple Airlines
Deal found 12/15$339
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/2411:44 amORF - IAH
2 stops35h 52mMultiple Airlines
Tue 1/68:13 pmIAH - ORF
1 stop21h 32mMultiple Airlines
Deal found 12/16$341
This Mytrip deal was found by Cheapflights users on 12/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:40 pmORF - IAH
2 stops23h 10mSpirit Airlines
Wed 1/214:15 pmIAH - ORF
2 stops25h 23mSpirit Airlines
Deal found 12/16$342
This Trip.com deal was found by Cheapflights users on 12/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:11 pmORF - IAH
1 stop17h 43mMultiple Airlines
Tue 1/65:46 amIAH - ORF
1 stop11h 59mMultiple Airlines
Deal found 12/16$343
This Frontier deal was found by Cheapflights users on 12/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2411:44 amORF - IAH
1 stop12h 11mFrontier
Fri 1/26:00 amIAH - ORF
1 stop6h 39mFrontier
Deal found 12/16$353
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/257:00 amORF - IAH
2 stops18h 54mMultiple Airlines
Tue 1/68:13 pmIAH - ORF
1 stop21h 32mMultiple Airlines
Deal found 12/16$355
This Delta deal was found by Cheapflights users on 12/16. 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 12/2510:15 amORF - HOU
1 stop5h 23mDelta
Tue 1/65:45 amHOU - ORF
1 stop4h 14mDelta
Deal found 12/16$394
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Mon 12/296:05 amORF - HOU
1 stop6h 34mAmerican Airlines
Mon 1/124:55 pmHOU - ORF
1 stop5h 24mAmerican Airlines
Deal found 12/16$414
This Southwest deal was found by Cheapflights users on 12/15. 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 12/245:30 pmORF - HOU
1 stop6h 50mSouthwest
Tue 12/309:25 pmHOU - ORF
1 stop11h 00mSouthwest
Deal found 12/15$429
This Delta deal was found by Cheapflights users on 12/16. 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.
Sat 12/275:13 pmORF - HOU
1 stop6h 58mDelta
Tue 1/65:45 amHOU - ORF
1 stop4h 14mDelta
Deal found 12/16$444

Find flight deals from Chesapeake to Houston

Keep the following information in mind while searching for Chesapeake to Houston flight deals. Data was last updated December 17, 2025.

Round-trip from

$255
(Kiwi.com)

One-way from

$49
(Super.com)

Popular in

December

Cheapest in

November

Average price

$531
From Chesapeake to Houston
One-way flight from Chesapeake to Houston
High demand for flights, 0% potential price rise
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 December 17, 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 - IAH

ORFIAH

Norfolk

Sun 2/15

6:00 am-8:50 am

Nonstop3h 50m

Houston George Bush Intcntl

Sat 2/28

6:30 am-2:22 pm

1 stop6h 52m

$259

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Wed 1/14

6:00 am-8:50 am

Nonstop3h 50m

Houston George Bush Intcntl

Wed 1/21

6:29 pm-10:30 pm

Nonstop3h 01m

$267

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Sat 1/10

7:45 am-12:48 pm

1 stop6h 03m

Houston George Bush Intcntl

Sun 1/18

5:30 am-10:59 am

1 stop4h 29m

$269

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Thu 3/12

7:20 pm-12:20 am

1 stop6h 00m

Houston Hobby

Mon 3/16

5:00 am-11:40 am

1 stop5h 40m

$269

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Wed 1/28

1:25 pm-5:40 pm

1 stop5h 15m

Houston George Bush Intcntl

Sat 1/31

5:30 am-11:10 am

1 stop4h 40m

$269

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Thu 1/15

1:25 pm-10:50 pm

1 stop10h 25m

Houston Hobby

Sun 1/18

11:05 am-8:30 pm

1 stop8h 25m

$269

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Sun 1/4

7:55 pm-12:57 am

1 stop6h 02m

Houston George Bush Intcntl

Sun 1/18

7:20 am-2:07 pm

1 stop5h 47m

$269

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Sat 2/7

6:16 pm-10:33 pm

1 stop5h 17m

Houston Hobby

Sat 2/14

10:50 am-5:13 pm

1 stop5h 23m

$269

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Thu 1/29

10:20 am-3:20 pm

1 stop6h 00m

Houston Hobby

Sun 2/1

9:50 am-3:35 pm

1 stop4h 45m

$269

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Thu 1/29

5:20 am-10:21 am

1 stop6h 01m

Houston Hobby

Sun 2/1

5:45 am-11:20 am

1 stop4h 35m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 38 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 December 12, 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 45 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, July is the cheapest month in which you can book a flight from Chesapeake to Houston (average of $125). Flying from Chesapeake to Houston in June is currently the most expensive (average of $226). 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 December 17, 2025.

A simple way to save on the total cost of your ticket is to fly from Chesapeake to Houston at noon. If you’re flexible enough to do this you can expect to save up to 19% on your trip compared to booking a flight in the afternoon.

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 Sunday at noon when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Chesapeake to Houston?

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 December 17, 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.

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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?

    United Airlines and Delta can get you from Chesapeake to Houston in just under 3h 50m. Your travel time can differ by up to 2h 13m. 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 $67 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $71 and American Airlines from $128 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, July is the cheapest month in which you can book a flight from Chesapeake to Houston (average of $125). Flying from Chesapeake to Houston in June is currently the most expensive (average of $226). 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

Browse thousands of different options on Cheapflights for your next trip

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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.

Top 6 airlines flying from Chesapeake to Houston

Discover the top 6 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 December 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$115Average$272FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$133Average$242FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$199Average$369FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$233Average$406FlexibilityNo cancel feeOn-time71%
DeltaCheapest$236Average$367FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$250Average$457FlexibilityNo cancel feeOn-time69%

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