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Chesapeake

$90+ 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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — RIC
Jul 19 — Jul 261
Sat 7/19
Sat 7/26
1 adult, Economy
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Cheapflights Tip: The best prices from Houston to Chesapeake are usually found in September or October, booked 57 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 July 14, 2025.

Round-trip from

$186
(Cheapflightsfares)

One-way from

$90
(eDestinos)

Popular in

March

Cheapest in

September

Average price

$408
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. 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 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 July 14, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/12. 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.
Thu 10/235:20 amIAH - ORF
1 stop12h 29mSpirit Airlines
Mon 10/277:44 pmORF - IAH
1 stop5h 31mSpirit Airlines
Deal found 7/12$186
This United Airlines deal was found by Cheapflights users on 7/13. 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 8/276:30 amIAH - ORF
1 stop7h 10mUnited Airlines
Sun 8/318:30 amORF - IAH
Nonstop3h 28mUnited Airlines
Deal found 7/13$259
This Southwest deal was found by Cheapflights users on 7/13. 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 8/271:25 pmHOU - ORF
1 stop7h 00mSouthwest
Sat 8/308:45 amORF - HOU
1 stop7h 05mSouthwest
Deal found 7/13$269
This Delta deal was found by Cheapflights users on 7/13. 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 8/277:00 amIAH - ORF
1 stop4h 52mDelta
Wed 8/276:05 pmORF - IAH
1 stop6h 51mDelta
Deal found 7/13$269
This CheapOair deal was found by Cheapflights users on 7/13. 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.
Thu 8/216:05 amIAH - ORF
1 stop8h 12mFrontier
Sun 8/244:12 pmORF - IAH
2 stops24h 33mFrontier
Deal found 7/13$274
This FlightHub deal was found by Cheapflights users on 7/12. 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 7/315:00 amIAH - ORF
1 stop10h 25mMultiple Airlines
Sun 8/32:03 pmORF - IAH
1 stop21h 45mMultiple Airlines
Deal found 7/12$278
This Delta deal was found by Cheapflights users on 7/14. 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 8/276:00 amHOU - ORF
1 stop5h 52mDelta
Wed 8/276:05 pmORF - HOU
1 stop5h 26mDelta
Deal found 7/14$279
This Mytrip deal was found by Cheapflights users on 7/12. 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 8/118:03 pmHOU - ORF
2 stops19h 22mMultiple Airlines
Mon 8/185:30 amORF - HOU
2 stops14h 42mMultiple Airlines
Deal found 7/12$290

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 July 14, 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

Thu 10/23

5:20 am-6:49 pm

1 stop12h 29m

Norfolk

Mon 10/27

7:44 pm-12:15 am

1 stop5h 31m

$186

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Wed 8/27

6:30 am-2:40 pm

1 stop7h 10m

Norfolk

Sun 8/31

8:30 am-10:58 am

Nonstop3h 28m

$259

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Wed 8/27

1:25 pm-9:25 pm

1 stop7h 00m

Norfolk

Sat 8/30

8:45 am-2:50 pm

1 stop7h 05m

$269

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Wed 8/27

7:00 am-12:52 pm

1 stop4h 52m

Norfolk

Wed 8/27

6:05 pm-11:56 pm

1 stop6h 51m

$269

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Thu 8/21

6:05 am-3:17 pm

1 stop8h 12m

Norfolk

Sun 8/24

4:12 pm-3:45 pm

2 stops24h 33m

$274

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Thu 7/31

5:00 am-4:25 pm

1 stop10h 25m

Norfolk

Sun 8/3

2:03 pm-10:48 am

1 stop21h 45m

$278

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Wed 8/27

6:00 am-12:52 pm

1 stop5h 52m

Norfolk

Wed 8/27

6:05 pm-10:31 pm

1 stop5h 26m

$279

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Mon 8/11

8:03 pm-4:25 pm

2 stops19h 22m

Norfolk

Mon 8/18

5:30 am-7:12 pm

2 stops14h 42m

$290

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Sat 8/9

5:00 am-11:16 am

1 stop5h 16m

$90

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Sat 8/9

6:31 pm-8:15 am

1 stop12h 44m

$110

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/12

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.

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 July 11, 2025.

To ensure you get the cheapest price possible for a flight from Houston to Chesapeake, you should look to book at least 57 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 March is currently the most expensive (average of $351). 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 July 14, 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.

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 July 14, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Houston to Chesapeake. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

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
7,956 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

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
8,858 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

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
4,242 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

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
8,043 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

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 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 $90. Delta flights start at $135 while deals on Southwest start at $155 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 March is currently the most expensive (average of $351). 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 Houston to Chesapeake

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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 July 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$140Average$233FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$188Average$381FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$339FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$248Average$439FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$289Average$473FlexibilityNo cancel feeOn-time69%

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