Chesapeake

$97+ 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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — RIC
Jul 7 — Jul 141
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Cheap 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 June 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/5. 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 7/18:55 pm
IAH
-
ORF
1 stop13h 31m
Frontier
Fri 7/312:21 pm
ORF
-
IAH
2 stops27h 31m
Frontier
Deal found 6/5$307
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Fri 7/108:02 pm
IAH
-
ORF
1 stop14h 19m
Frontier
Mon 7/139:34 pm
ORF
-
IAH
2 stops13h 29m
Frontier
Deal found 6/6$308
This United Airlines deal was found by Cheapflights users on 6/2. 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 7/296:24 pm
IAH
-
ORF
Nonstop3h 06m
United Airlines
Mon 8/36:15 am
ORF
-
IAH
Nonstop3h 05m
United Airlines
Deal found 6/2$309
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Sun 6/286:30 am
IAH
-
ORF
1 stop27h 56m
Frontier
Wed 7/19:35 pm
ORF
-
IAH
2 stops34h 48m
Frontier
Deal found 6/6$310
This Kiwi.com deal was found by Cheapflights users on 6/5. 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.
Fri 7/38:55 pm
IAH
-
ORF
1 stop13h 26m
Frontier
Tue 7/79:34 pm
ORF
-
IAH
2 stops26h 05m
Frontier
Deal found 6/5$311
This Delta deal was found by Cheapflights users on 6/6. 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 9/182:25 pm
HOU
-
ORF
1 stop4h 37m
Delta
Sun 9/203:00 pm
ORF
-
HOU
1 stop8h 35m
Delta
Deal found 6/6$312
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/68:37 pm
IAH
-
ORF
2 stops37h 38m
Frontier
Mon 7/1312:10 pm
ORF
-
IAH
1 stop20h 10m
Frontier
Deal found 6/2$312
This Kiwi.com deal was found by Cheapflights users on 6/6. 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 6/238:02 pm
IAH
-
ORF
2 stops21h 38m
Frontier
Sat 7/412:06 pm
ORF
-
IAH
1 stop11h 42m
Frontier
Deal found 6/6$313
This Frontier deal was found by Cheapflights users on 6/5. 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.
Mon 7/201:16 pm
IAH
-
ORF
1 stop6h 23m
Frontier
Mon 7/2712:10 pm
ORF
-
IAH
1 stop11h 29m
Frontier
Deal found 6/5$314
This United Airlines deal was found by Cheapflights users on 6/2. 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.
Tue 9/296:25 pm
IAH
-
ORF
Nonstop3h 08m
United Airlines
Tue 10/66:15 am
ORF
-
IAH
1 stop5h 36m
United Airlines
Deal found 6/2$315
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/211:12 am
IAH
-
ORF
2 stops23h 07m
Multiple Airlines
Mon 7/1312:10 pm
ORF
-
IAH
1 stop20h 10m
Multiple Airlines
Deal found 6/2$317
This Booking.com deal was found by Cheapflights users on 6/6. 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.
Sat 6/137:24 pm
IAH
-
ORF
1 stop24h 16m
Frontier
Sat 6/207:25 pm
ORF
-
IAH
1 stop14h 22m
Frontier
Deal found 6/6$318

Find flight deals from Houston to Chesapeake

Keep the following information in mind while searching for Houston to Chesapeake flight deals. Data was last updated June 7, 2026.

Round-trip from

$307
(Kiwi.com)

One-way from

$97
(Kiwi.com)

Popular in

April

Cheapest in

August

Average price

$378
From Houston to Chesapeake
One-way flight from Houston to Chesapeake
Highest demand for flights based on searches. 13% potential increase in price ($59 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in June 2026

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 June 7, 2026.
Use the filters below to find and compare flights from Houston to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Tue 7/14

4:30 pm-12:50 am

1 stop7h 20m

Norfolk

Tue 7/21

7:00 pm-11:40 pm

1 stop5h 40m

$329

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Wed 7/22

3:55 pm-10:40 pm

1 stop5h 45m

Norfolk

Sun 7/26

8:05 pm-12:55 am

1 stop5h 50m

$329

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Sun 7/5

8:35 pm-9:20 am

1 stop11h 45m

Norfolk

Sat 7/11

4:50 pm-11:25 pm

1 stop7h 35m

$334

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Thu 7/9

3:35 pm-11:40 pm

2 stops7h 05m

Norfolk

Mon 7/13

6:10 pm-12:10 am

2 stops7h 00m

$339
Quickest round-trip

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Fri 7/17

6:24 pm-10:30 pm

Nonstop3h 06m

Norfolk

Sat 7/25

6:15 am-8:20 am

Nonstop3h 05m

$353

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Fri 7/10

4:35 pm-11:30 pm

1 stop5h 55m

Norfolk

Mon 7/13

7:15 pm-12:15 am

1 stop6h 00m

$369

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Tue 6/23

8:15 am-3:00 pm

1 stop5h 45m

Norfolk

Sat 7/4

7:10 am-12:15 pm

1 stop6h 05m

$369

HoustonNorfolk

IAH - ORF

IAHORF

Houston George Bush Intcntl

Thu 7/9

6:24 pm-10:30 pm

Nonstop3h 06m

Norfolk

Mon 7/13

6:15 am-8:20 am

Nonstop3h 05m

$400

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Thu 9/3

11:30 am-9:35 pm

2 stops9h 05m

Norfolk

Sun 9/6

6:45 am-1:50 pm

2 stops8h 05m

$404

HoustonNorfolk

HOU - ORF

HOUORF

Houston Hobby

Fri 7/3

9:05 am-2:50 pm

1 stop4h 45m

Norfolk

Fri 7/3

7:15 pm-12:10 am

1 stop5h 55m

$414

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/6

Showing 1-10 of 37 resultsSorted by cheapest first
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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

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 June 7, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 17% on flights from Houston to Chesapeake by exploring options for tickets in the afternoon.

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

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 June 7, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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.

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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.
  • How long is the flight from Houston to Chesapeake?

    For as low as $353, Southwest can have you in Chesapeake from Houston in 3h 06m. Airlines will cover a distance of 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 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 $55. Southwest flights start at $118 while deals on American Airlines start at $120 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.

See more FAQs

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Alternative routes for Houston to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.

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 June 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$144Average$202FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$194Average$377FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$204Average$414FlexibilityNo cancel feeOn-time71%
DeltaCheapest$226Average$343FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$229Average$427FlexibilityNo cancel feeOn-time69%

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