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$56+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HOU
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheapflights Tip: The best prices from Chesapeake to Houston are usually found in January or July, booked 45 days in advance, depart on a Tuesday or Monday and return on a Thursday

Cheap flight deals from Chesapeake to Houston

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

Round-trip from

$222
(Mytrip)

One-way from

$56
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$372
From Chesapeake to Houston
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One-way flight from Chesapeake to Houston
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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. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 28, 2025.

This Mytrip deal was found by Cheapflights users on 10/26. 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.
Fri 11/147:53 pmORF - IAH
2 stops24h 59mSpirit Airlines
Mon 11/178:47 pmIAH - ORF
2 stops21h 11mSpirit Airlines
Deal found 10/26$222
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/269:26 pmORF - IAH
2 stops20h 50mSpirit Airlines
Mon 12/18:35 pmIAH - ORF
1 stop22h 56mSpirit Airlines
Deal found 10/26$224
This Mytrip deal was found by Cheapflights users on 10/26. 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.
Fri 11/77:53 pmORF - IAH
1 stop14h 18mSpirit Airlines
Mon 11/108:47 pmIAH - ORF
2 stops21h 11mSpirit Airlines
Deal found 10/26$225
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:40 pmORF - IAH
1 stop15h 39mMultiple Airlines
Fri 1/98:17 pmIAH - ORF
1 stop22h 20mMultiple Airlines
Deal found 10/26$228
This Mytrip deal was found by Cheapflights users on 10/28. 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 11/46:33 pmORF - IAH
1 stop6h 26mSpirit Airlines
Tue 11/118:47 pmIAH - ORF
2 stops21h 11mSpirit Airlines
Deal found 10/28$229
This Booking.com deal was found by Cheapflights users on 10/28. 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.
Thu 10/301:06 pmORF - IAH
1 stop21h 27mFrontier
Sat 11/17:16 pmIAH - ORF
1 stop17h 00mFrontier
Deal found 10/28$230
This Mytrip deal was found by Cheapflights users on 10/28. 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.
Wed 11/127:53 pmORF - IAH
3 stops29h 15mSpirit Airlines
Sat 11/155:34 amIAH - ORF
1 stop10h 23mSpirit Airlines
Deal found 10/28$233
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/46:33 pmORF - IAH
1 stop16h 00mMultiple Airlines
Tue 11/118:03 pmIAH - ORF
1 stop20h 35mMultiple Airlines
Deal found 10/28$234
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/127:53 pmORF - IAH
3 stops29h 15mSpirit Airlines
Fri 11/1411:10 pmIAH - ORF
2 stops16h 47mSpirit Airlines
Deal found 10/27$236
This Mytrip deal was found by Cheapflights users on 10/28. 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 11/258:02 pmORF - IAH
2 stops17h 27mSpirit Airlines
Mon 12/18:29 amIAH - ORF
1 stop11h 02mSpirit Airlines
Deal found 10/28$241
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:06 pmORF - IAH
1 stop21h 27mMultiple Airlines
Mon 11/105:27 pmIAH - ORF
1 stop24h 31mMultiple Airlines
Deal found 10/26$242
This Delta deal was found by Cheapflights users on 10/27. 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 11/196:35 amORF - HOU
1 stop7h 53mDelta
Sun 11/236:48 pmHOU - ORF
1 stop4h 25mDelta
Deal found 10/27$269

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 October 28, 2025.
Use the filters below to find and compare flights from Chesapeake to Houston that are best for you.

Fly from

Chesapeake

Fly to

Houston

Route

Depart

Return

Price

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Sat 1/17

6:00 am-8:50 am

Nonstop3h 50m

Houston George Bush Intcntl

Tue 1/20

9:30 am-7:00 pm

1 stop8h 30m

$259

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Thu 12/18

5:15 am-11:30 am

1 stop7h 15m

Houston George Bush Intcntl

Thu 12/18

4:28 pm-12:32 am

1 stop7h 04m

$269

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Tue 12/30

8:05 pm-1:00 am

1 stop5h 55m

Houston Hobby

Mon 1/12

11:20 am-5:50 pm

1 stop5h 30m

$269

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Fri 1/16

4:45 pm-10:58 pm

1 stop7h 13m

Houston George Bush Intcntl

Fri 1/23

2:30 pm-11:27 pm

1 stop7h 57m

$269

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Sat 12/6

12:12 pm-5:33 pm

1 stop6h 21m

Houston Hobby

Mon 12/8

6:47 pm-12:32 am

1 stop4h 45m

$269

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Sat 1/17

1:45 pm-8:40 pm

1 stop7h 55m

Houston Hobby

Tue 1/20

11:20 am-5:50 pm

1 stop5h 30m

$269

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Wed 11/19

6:35 am-1:28 pm

1 stop7h 53m

Houston Hobby

Sun 11/23

6:48 pm-12:13 am

1 stop4h 25m

$269

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Fri 1/16

4:15 pm-10:20 pm

1 stop7h 05m

Houston Hobby

Fri 1/23

6:00 am-11:50 am

1 stop4h 50m

$269

NorfolkHouston

ORF - IAH

ORFIAH

Norfolk

Fri 11/7

7:53 pm-9:11 am

1 stop14h 18m

Houston George Bush Intcntl

Tue 11/11

8:03 pm-6:58 pm

3 stops21h 55m

$270

NorfolkHouston

ORF - HOU

ORFHOU

Norfolk

Thu 12/4

12:15 pm-7:45 pm

2 stops8h 30m

Houston Hobby

Mon 12/8

6:00 am-11:40 am

1 stop4h 40m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 34 results
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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 October 24, 2025.

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 45 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 $125). Flying from Chesapeake to Houston in June is currently the most expensive (average of $228). 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 October 28, 2025.

A simple way to save on the total cost of your ticket is to fly from Chesapeake to Houston at noon. If you’re flexible enough to do this you can expect to save up to 20% on your trip compared to booking a flight in the afternoon.

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

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

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

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 October 28, 2025.
See what other customers who have flown with Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,994 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,001 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,116 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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, Delta, and Southwest can get you from Chesapeake to Houston in just under 3h 50m. Your travel time can differ by up to 3h 25m. 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 $56 on Frontier. Other airlines that offer cheap prices include Southwest from $135 and Delta from $135 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 $125). Flying from Chesapeake to Houston in June is currently the most expensive (average of $228). 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 Chesapeake to Houston

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Chesapeake to Houston

Discover the top 5 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$134Average$248FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$198Average$388FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$199Average$369FlexibilityNo cancel feeOn-time63%
DeltaCheapest$236Average$368FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$243Average$469FlexibilityNo cancel feeOn-time69%

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