Houston

$71+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HOU
Apr 28 — May 51
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chesapeake to Houston with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 March 29, 2026.

This Frontier deal was found by Cheapflights users on 3/25. 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.
Wed 5/2012:06 pm
ORF
-
IAH
1 stop11h 44m
Frontier
Sun 5/241:29 pm
IAH
-
ORF
1 stop5h 48m
Frontier
Deal found 3/25$225
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 4/2611:27 am
ORF
-
IAH
1 stop6h 51m
Frontier
Fri 5/16:10 am
IAH
-
ORF
2 stops9h 55m
Frontier
Deal found 3/24$226
This CheapOair deal was found by Cheapflights users on 3/25. 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 5/1512:06 pm
ORF
-
IAH
1 stop11h 44m
Multiple Airlines
Mon 5/186:00 am
IAH
-
ORF
1 stop9h 46m
Multiple Airlines
Deal found 3/25$227
This CheapOair deal was found by Cheapflights users on 3/25. 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 4/168:41 pm
ORF
-
IAH
1 stop12h 57m
Frontier
Sun 4/197:46 pm
IAH
-
ORF
1 stop20h 21m
Frontier
Deal found 3/25$236
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 4/1711:07 am
ORF
-
IAH
1 stop25h 04m
Multiple Airlines
Mon 4/2012:16 pm
IAH
-
ORF
1 stop6h 46m
Multiple Airlines
Deal found 3/25$237
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 4/297:00 am
ORF
-
IAH
2 stops26h 51m
Multiple Airlines
Sun 5/36:14 pm
IAH
-
ORF
1 stop16h 22m
Multiple Airlines
Deal found 3/24$239
This CheapOair deal was found by Cheapflights users on 3/24. 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 5/75:41 pm
ORF
-
IAH
1 stop18h 43m
Spirit Airlines
Sun 5/106:00 am
IAH
-
ORF
1 stop9h 46m
Spirit Airlines
Deal found 3/24$242
This Frontier deal was found by Cheapflights users on 3/24. 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.
Thu 5/149:12 pm
ORF
-
IAH
1 stop12h 38m
Frontier
Sun 5/171:29 pm
IAH
-
ORF
1 stop5h 48m
Frontier
Deal found 3/24$245
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 6/312:06 pm
ORF
-
IAH
1 stop20h 28m
Frontier
Sun 6/78:02 pm
IAH
-
ORF
2 stops23h 15m
Frontier
Deal found 3/24$250
This CheapOair deal was found by Cheapflights users on 3/25. 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 4/211:31 am
ORF
-
IAH
1 stop12h 19m
Frontier
Tue 4/712:46 pm
IAH
-
ORF
1 stop24h 49m
Frontier
Deal found 3/25$257
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:59 pm
ORF
-
IAH
1 stop15h 39m
Multiple Airlines
Mon 4/276:00 am
IAH
-
ORF
2 stops30h 31m
Multiple Airlines
Deal found 3/27$259
This Southwest deal was found by Cheapflights users on 3/24. 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 6/36:25 pm
ORF
-
HOU
1 stop5h 55m
Southwest
Sun 6/78:35 pm
HOU
-
ORF
1 stop11h 45m
Southwest
Deal found 3/24$279

Find flight deals from Chesapeake to Houston

Keep the following information in mind while searching for Chesapeake to Houston flight deals. Data was last updated March 29, 2026.

Round-trip from

$225
(Frontier)

One-way from

$71
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$426
From Chesapeake to Houston
One-way flight from Chesapeake to Houston
High demand for flights, 0% potential price rise
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in March 2026

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 March 29, 2026.
Use the filters below to find and compare flights from Chesapeake to Houston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Thu 6/4

4:30 pm-10:15 pm

1 stop6h 45m

Houston Hobby

Sun 6/7

8:35 pm-9:20 am

1 stop11h 45m

$300

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Thu 6/4

4:57 pm-10:59 pm

1 stop7h 02m

Houston George Bush Intcntl

Sun 6/7

6:24 pm-10:30 pm

Nonstop3h 06m

$319

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Sat 9/5

7:59 pm-12:35 am

1 stop5h 36m

Houston George Bush Intcntl

Sat 9/12

6:15 am-2:51 pm

1 stop7h 36m

$324

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Sun 7/19

4:55 pm-9:24 pm

1 stop5h 29m

Houston George Bush Intcntl

Sat 7/25

8:05 am-3:50 pm

1 stop6h 45m

$329

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Fri 5/1

5:30 pm-11:07 pm

1 stop6h 37m

Houston Hobby

Sun 5/3

5:23 pm-12:37 am

1 stop6h 14m

$329

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Thu 5/7

6:26 pm-10:26 pm

1 stop5h 00m

Houston Hobby

Sun 5/10

6:00 am-11:33 am

1 stop4h 33m

$329

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Sat 5/16

9:20 am-4:09 pm

1 stop7h 49m

Houston Hobby

Tue 5/19

10:27 am-5:21 pm

1 stop5h 54m

$329

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Mon 4/27

5:50 am-9:58 am

1 stop5h 08m

Houston Hobby

Sat 5/2

5:23 pm-12:37 am

1 stop6h 14m

$329

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Thu 8/20

7:00 am-12:04 pm

1 stop6h 04m

Houston Hobby

Sun 8/23

6:00 am-12:49 pm

1 stop5h 49m

$329

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Fri 4/17

8:13 am-12:40 pm

1 stop5h 27m

Houston Hobby

Mon 5/4

5:23 pm-12:37 am

1 stop6h 14m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 39 resultsSorted by cheapest first
1
2
3
4

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 March 13, 2026.

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 54 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, July is the cheapest month in which you can book a flight from Chesapeake to Houston (average of $126). Flying from Chesapeake to Houston in March is currently the most expensive (average of $244). 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 March 29, 2026.

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.

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 March 29, 2026.
See what other customers who have flown with Southwest,Delta, andUnited 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.

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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

    United Airlines and Delta can get you from Chesapeake to Houston in just under 3h 05m. Your travel time can differ by up to 2h 35m. The distance from Chesapeake to Houston is about 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 Chesapeake to Houston one-way?

    One-way options have recently been found by users for as low as $67 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $85 and American Airlines from $128 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, July is the cheapest month in which you can book a flight from Chesapeake to Houston (average of $126). Flying from Chesapeake to Houston in March is currently the most expensive (average of $244). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chesapeake to Houston

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

Top 7 airlines flying from Chesapeake to Houston

Discover the top 7 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 March 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$115Average$222FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$119Average$235FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$142Average$272FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$192Average$346FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$198Average$385FlexibilityNo cancel feeOn-time71%
DeltaCheapest$236Average$354FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$239Average$434FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.