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$85+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HOU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheapflights Tip: The best prices from Chesapeake to Houston are usually found in October or January, 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 July 3, 2025.

Round-trip from

$240
(Cheapflightsfares)

One-way from

$85
(Priceline)

Popular in

May

Cheapest in

October

Average price

$394
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 ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This FlightHub deal was found by Cheapflights users on 7/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/107:39 pmORF - IAH
1 stop16h 09mMultiple Airlines
Tue 7/294:29 pmIAH - ORF
1 stop5h 06mMultiple Airlines
Deal found 7/1$240
This Mytrip deal was found by Cheapflights users on 6/30. 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.
Mon 8/115:20 pmORF - IAH
1 stop16h 32mSpirit Airlines
Sun 8/247:21 pmIAH - ORF
2 stops16h 23mSpirit Airlines
Deal found 6/30$245
This United Airlines deal was found by Cheapflights users on 7/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/108:30 amORF - IAH
Nonstop3h 28mUnited Airlines
Sat 9/136:23 pmIAH - ORF
Nonstop3h 07mUnited Airlines
Deal found 7/2$249
This Expedia deal was found by Cheapflights users on 7/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/294:12 pmORF - IAH
1 stop7h 14mFrontier
Mon 9/16:05 amIAH - ORF
1 stop8h 13mFrontier
Deal found 7/1$266
This Delta deal was found by Cheapflights users on 7/1. 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.
Fri 8/225:30 amORF - HOU
1 stop4h 56mDelta
Tue 8/269:57 amHOU - ORF
1 stop6h 02mDelta
Deal found 7/1$269
This American Airlines deal was found by Cheapflights users on 7/2. 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 9/234:04 pmORF - IAH
2 stops7h 28mAmerican Airlines
Sat 9/277:25 amIAH - ORF
1 stop6h 45mAmerican Airlines
Deal found 7/2$274
This Southwest deal was found by Cheapflights users on 7/2. 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.
Fri 9/1912:10 pmORF - HOU
2 stops9h 00mSouthwest
Mon 9/229:55 amHOU - ORF
1 stop5h 55mSouthwest
Deal found 7/2$274
This Delta deal was found by Cheapflights users on 7/2. 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 7/163:29 pmORF - IAH
1 stop7h 04mDelta
Wed 7/237:10 amIAH - ORF
1 stop4h 33mDelta
Deal found 7/2$289
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Thu 7/1011:49 amORF - HOU
1 stop7h 10mAmerican Airlines
Wed 7/302:29 pmHOU - ORF
1 stop7h 11mAmerican Airlines
Deal found 7/2$339
This Mytrip deal was found by Cheapflights users on 7/2. 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.
Thu 7/173:54 pmORF - HOU
2 stops28h 19mMultiple Airlines
Mon 7/218:03 pmHOU - ORF
2 stops19h 22mMultiple Airlines
Deal found 7/2$389

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 July 3, 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

Fri 8/22

1:39 pm-7:43 pm

1 stop7h 04m

Houston George Bush Intcntl

Sun 8/24

12:41 pm-10:34 pm

1 stop8h 53m

$240

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Tue 7/22

5:50 am-8:52 am

3 stops28h 02m

Houston George Bush Intcntl

Sat 7/26

6:31 pm-8:15 am

1 stop12h 44m

$242

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Wed 9/10

8:30 am-10:58 am

Nonstop3h 28m

Houston George Bush Intcntl

Sat 9/13

6:23 pm-10:30 pm

Nonstop3h 07m

$249

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Fri 8/29

4:12 pm-10:26 pm

1 stop7h 14m

Houston George Bush Intcntl

Mon 9/1

6:05 am-3:18 pm

1 stop8h 13m

$266

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Fri 8/22

5:30 am-9:26 am

1 stop4h 56m

Houston Hobby

Sun 8/24

6:34 pm-12:22 am

1 stop4h 48m

$269

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Tue 9/23

4:04 pm-10:32 pm

2 stops7h 28m

Houston George Bush Intcntl

Sat 9/27

7:25 am-3:10 pm

1 stop6h 45m

$274

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Fri 9/19

12:10 pm-8:10 pm

2 stops9h 00m

Houston Hobby

Mon 9/22

9:55 am-4:50 pm

1 stop5h 55m

$274

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Wed 7/16

3:29 pm-9:33 pm

1 stop7h 04m

Houston George Bush Intcntl

Thu 7/24

5:59 pm-12:39 am

1 stop5h 40m

$289

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Thu 7/10

11:49 am-5:59 pm

1 stop7h 10m

Houston Hobby

Wed 7/30

2:29 pm-10:40 pm

1 stop7h 11m

$339

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Thu 7/17

3:54 pm-7:13 pm

2 stops28h 19m

Houston Hobby

Mon 7/21

8:03 pm-4:25 pm

2 stops19h 22m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 19 results
1
2

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 June 27, 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 $332). 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 July 3, 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.

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 July 3, 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
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Spirit Airlines
6.3
Okay
8,086 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • 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 $85 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $102 and Delta from $135 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 $332). 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.
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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$126Average$250FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$216Average$401FlexibilityNo cancel feeOn-time71%
DeltaCheapest$236Average$380FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$248Average$474FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$295Average$483FlexibilityNo cancel feeOn-time69%

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