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Chesapeake

$92+ Cheap flights from Houston to Chesapeake, VA

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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — RIC
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheapflights Tip: The best prices from Houston to Chesapeake are usually found in September or October, booked 21 days in advance, depart on a Thursday or Saturday and return on a Tuesday

Cheap flight deals from Houston to Chesapeake

Keep the following information in mind while searching for Houston to Chesapeake flight deals. Data was last updated March 28, 2025.

Round-trip from

$185
(Mytrip)

One-way from

$92
(Cheapflightsfares)

Popular in

April

Cheapest in

September

Average price

$452
From Houston to Chesapeake
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One-way flight from Houston to Chesapeake
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Highest demand for flights based on searches. 6% potential increase in price ($29 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 March 2025
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Find flight deals from Houston to Chesapeake

Cheapest flights from Houston to Chesapeake
Explore the most affordable flight options available from Houston to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This Mytrip deal was found by Cheapflights users on 3/26. 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.
Tue 5/610:06 amIAH - ORF
1 stop5h 05mSpirit Airlines
Tue 5/2012:18 pmORF - IAH
1 stop25h 30mSpirit Airlines
Deal found 3/26$159
This FlightHub deal was found by Cheapflights users on 3/27. 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.
Sat 4/269:01 pmIAH - ORF
1 stop12h 31mMultiple Airlines
Mon 5/58:45 pmORF - IAH
1 stop13h 26mMultiple Airlines
Deal found 3/27$230
This CheapOair deal was found by Cheapflights users on 3/26. 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 4/119:14 pmIAH - ORF
1 stop16h 22mFrontier
Sun 4/135:41 pmORF - IAH
1 stop23h 29mFrontier
Deal found 3/26$250
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/239:14 amHOU - ORF
1 stop8h 02mAmerican Airlines
Mon 4/287:07 pmORF - HOU
1 stop5h 49mAmerican Airlines
Deal found 3/27$269
This Delta deal was found by Cheapflights users on 3/26. 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 5/16:00 amHOU - ORF
1 stop5h 19mDelta
Mon 5/57:10 pmORF - HOU
1 stop4h 58mDelta
Deal found 3/26$329
This United deal was found by Cheapflights users on 3/27. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/167:52 pmIAH - ORF
Nonstop3h 07mUnited Airlines
Tue 4/296:00 amORF - IAH
Nonstop3h 49mUnited Airlines
Deal found 3/27$329
This Southwest deal was found by Cheapflights users on 3/27. 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 9/66:00 amHOU - ORF
1 stop5h 25mSouthwest
Fri 9/126:20 amORF - HOU
1 stop7h 25mSouthwest
Deal found 3/27$339
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Sat 4/267:53 amIAH - ORF
2 stops6h 45mAmerican Airlines
Mon 5/53:31 pmORF - IAH
1 stop9h 11mAmerican Airlines
Deal found 3/27$356
This Delta deal was found by Cheapflights users on 3/27. 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 6/45:00 pmIAH - ORF
1 stop5h 24mDelta
Sun 6/85:21 amORF - IAH
1 stop7h 51mDelta
Deal found 3/27$451

Cheapflights Fare Finder

Customize your flight search to find flights from Houston to Chesapeake 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 March 28, 2025.
Use the filters below to find and compare flights from Houston to Chesapeake that are best for you.

Fly from

Houston

Fly to

Chesapeake

Route

Depart

Return

Price

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Mon 4/21

6:10 pm-11:17 am

1 stop16h 07m

Norfolk

Fri 4/25

8:45 pm-6:55 pm

1 stop23h 10m

$185

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Sat 4/26

9:01 pm-10:32 am

1 stop12h 31m

Norfolk

Mon 5/5

8:45 pm-9:11 am

1 stop13h 26m

$230

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Fri 4/11

9:14 pm-2:36 pm

1 stop16h 22m

Norfolk

Sun 4/13

5:41 pm-4:10 pm

1 stop23h 29m

$250

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Wed 4/23

9:14 am-6:16 pm

1 stop8h 02m

Norfolk

Mon 4/28

7:07 pm-11:56 pm

1 stop5h 49m

$269

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Sat 9/6

6:10 am-2:12 pm

1 stop7h 02m

Norfolk

Fri 9/12

12:34 pm-7:45 pm

1 stop8h 11m

$269

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Sat 9/6

6:23 pm-10:30 pm

Nonstop3h 07m

Norfolk

Fri 9/12

5:00 pm-11:59 pm

1 stop7h 59m

$319

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Thu 5/1

6:00 am-12:19 pm

1 stop5h 19m

Norfolk

Mon 5/5

7:10 pm-11:08 pm

1 stop4h 58m

$329

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Sat 9/6

6:00 am-12:25 pm

1 stop5h 25m

Norfolk

Fri 9/12

6:20 am-12:45 pm

1 stop7h 25m

$339

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Wed 6/4

5:00 pm-11:24 pm

1 stop5h 24m

Norfolk

Sun 6/8

5:21 am-12:12 pm

1 stop7h 51m

$451

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Wed 4/23

4:35 pm-12:19 am

1 stop6h 44m

$92

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 17 results
1
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Best time to book a flight from Houston to Chesapeake

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

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

Use this chart to determine the optimal time to book a round-trip flight from Houston to Chesapeake. Price data was last updated on March 21, 2025.

To ensure you get the cheapest price possible for a flight from Houston to Chesapeake, you should look to book at least 21 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 to Chesapeake?

Currently, January is the cheapest month in which you can book a flight from Houston to Chesapeake (average of $281). Flying from Houston to Chesapeake in June is currently the most expensive (average of $372). 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 C6E?

Find hourly flight availability from Houston to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

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

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

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

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

Rainfall in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

Temperature in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chesapeake, 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 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated March 28, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines from Houston to Chesapeake. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,896 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,603 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Spirit Airlines
6.3
Okay
7,881 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Houston to Chesapeake. 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 Houston to Chesapeake one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $92. Frontier flights start at $136 while deals on Delta start at $200 one-way.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Houston to Chesapeake (average of $281). Flying from Houston to Chesapeake in June is currently the most expensive (average of $372). 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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Top 5 airlines flying from Houston to Chesapeake

Discover the top 5 airlines that operate flights from Houston to Chesapeake. 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$140Average$234FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$188Average$402FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$373FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$299Average$507FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$336Average$457FlexibilityNo cancel feeOn-time63%
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