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Chesapeake

$57+ 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — RIC
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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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 February 20, 2025.

Round-trip from

$120
(Mytrip)

One-way from

$61
(Frontier)

Popular in

April

Cheapest in

September

Average price

$388
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. 2% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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.
Tue 4/221:18 pmIAH - ORF
1 stop5h 46mSpirit Airlines
Tue 4/298:59 pmORF - IAH
1 stop12h 46mSpirit Airlines
Deal found 2/19$132
This Frontier deal was found by Cheapflights users on 2/19. 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.
Fri 3/148:22 pmIAH - ORF
1 stop10h 53mFrontier
Sat 3/2211:37 amORF - IAH
1 stop6h 07mFrontier
Deal found 2/19$135
This Booking.com deal was found by Cheapflights users on 2/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1212:53 pmIAH - ORF
1 stop5h 34mMultiple Airlines
Sat 3/1511:37 amORF - IAH
1 stop6h 07mMultiple Airlines
Deal found 2/20$139
This Delta deal was found by Cheapflights users on 2/19. 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 3/266:35 amIAH - ORF
1 stop14h 54mDelta
Tue 4/111:00 amORF - IAH
1 stop12h 37mDelta
Deal found 2/19$329
This Delta deal was found by Cheapflights users on 2/19. 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 3/286:45 pmHOU - ORF
1 stop4h 18mDelta
Mon 3/317:02 pmORF - HOU
1 stop5h 04mDelta
Deal found 2/19$339
This American Airlines deal was found by Cheapflights users on 2/19. 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 5/55:00 amORF - IAH
1 stop5h 14mAmerican Airlines
Deal found 2/19$344
This American Airlines deal was found by Cheapflights users on 2/19. 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 8/215:00 amHOU - ORF
1 stop8h 06mAmerican Airlines
Mon 9/17:30 pmORF - HOU
1 stop5h 12mAmerican Airlines
Deal found 2/19$359
This Southwest deal was found by Cheapflights users on 2/19. 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 3/123:50 pmHOU - ORF
1 stop5h 05mSouthwest
Mon 3/175:05 pmORF - HOU
1 stop4h 55mSouthwest
Deal found 2/19$364
This United deal was found by Cheapflights users on 2/19. 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.
Sat 9/612:10 pmIAH - ORF
2 stops10h 21mUnited Airlines
Sat 9/136:00 amORF - IAH
1 stop5h 35mUnited Airlines
Deal found 2/19$424

Find flights from Houston to Chesapeake within your budget

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 February 20, 2025.

Fly from

Houston

Fly to

Chesapeake

Route

Depart

Return

Price

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Tue 4/22

1:18 pm-8:04 pm

1 stop5h 46m

Norfolk

Tue 4/29

8:59 pm-8:45 am

1 stop12h 46m

$132

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Fri 3/14

8:22 pm-8:15 am

1 stop10h 53m

Norfolk

Sat 3/22

11:37 am-4:44 pm

1 stop6h 07m

$135

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Wed 3/12

12:53 pm-7:27 pm

1 stop5h 34m

Norfolk

Sat 3/15

11:37 am-4:44 pm

1 stop6h 07m

$139

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Fri 3/21

8:03 pm-11:59 pm

Nonstop2h 56m

Norfolk

Thu 3/27

6:10 am-8:50 am

Nonstop3h 40m

$319

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Wed 3/26

6:35 am-10:29 pm

1 stop14h 54m

Norfolk

Tue 4/1

11:00 am-10:37 pm

1 stop12h 37m

$329

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Fri 3/28

6:45 pm-12:03 am

1 stop4h 18m

Norfolk

Mon 3/31

7:02 pm-11:06 pm

1 stop5h 04m

$339

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Sat 4/26

7:53 am-3:38 pm

2 stops6h 45m

Norfolk

Mon 5/5

5:00 am-9:14 am

1 stop5h 14m

$344

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Wed 3/12

3:50 pm-9:55 pm

1 stop5h 05m

Norfolk

Mon 3/17

5:05 pm-9:00 pm

1 stop4h 55m

$364

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Sat 4/26

5:00 am-2:27 pm

1 stop8h 27m

Norfolk

Mon 5/5

6:12 am-1:52 pm

1 stop8h 40m

$413

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Wed 3/5

12:53 pm-7:27 pm

1 stop5h 34m

$57

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 18 results
1
2

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.

Travel insights for flights from Houston to Chesapeake

Get recent, data-driven insights about flights from Houston to Chesapeake including ideal travel times, pricing trends, and more.

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 February 14, 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 February 20, 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 February 20, 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
4,411 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Spirit Airlines
6.3
Okay
8,013 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 Frontier, which is currently one of the cheapest options available, starting at $61. Spirit Airlines flights start at $74 while deals on American Airlines start at $170 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$117Average$256FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$189Average$395FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$361FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$288Average$483FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$336Average$445FlexibilityNo cancel feeOn-time63%
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